BOOK NOW & CLAIM YOUR FREE CASE OF VIRGIN WINES.

HEADWATER'S AUTUMN VIRGIN WINE OFFER

Sip, Savour, & Save – On Us!

Book your next trip and we’ll toast to you with a complimentary Virgin Wines mixed case from around the world - delivered straight to your door.

Travelling with two people or more? Receive a dozen mixed wines (12 bottles). Travelling solo? Enjoy a half case (6 bottles).

From rich reds to crisp whites, it’s the perfect way to start celebrating before you even pack your bags. Our Virgin Wines offer runs from 2nd September to 23rd September 2025, and is available to the first 100* customers to book a self-guided Headwater holiday departing between 3rd September and 31st December 2026.

If you have already been or one or more trips with Headwater you will be eligible for our loyalty scheme - Club Active ! Visit the Club Active page to see what each of our loyalty tiers offer.

BOOK NOW TO CLAIM OUR OFFER



* Terms and conditions apply - see below for details

Tap here to filter results
 

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

£519

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Devon

The English Riviera & Dart Valley Walk

£549


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Malta + Gozo : Malta

Walking on Glorious Gozo - Short Break

£559

NEW FOR 2025

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Malta + Gozo

Highlights of Secrets of Malta Walking

£589


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Slovenia

Walking in the Soča and Bohinj Valleys

£659

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : The Channel Islands

Walking in Jersey Premium

£729

NEW FOR 2025

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Malta + Gozo : Malta

Walking on Glorious Gozo

£729

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Slovenia

Lake Bled and Lake Bohinj Walk

£779


4.6 (31 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Walk the Bonita Island of La Palma

£799

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Malta + Gozo

Discovering the Maltese Islands

£809


4.3 (10 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : The Azores

Walking the Green Island of the Azores

£899


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Contrasts of Lanzarote

£939


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Walking the trails of Tenerife

£939


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Andalucia

Walking in Sierra de Aracena

£949


4.8 (15 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Asturias

Majestic Mountains of the Picos de Europa

£989


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

£1029

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

£1039


4.7 (44 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Scotland

Walking the Speyside Way

£1049


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Austria : The Tyrol

Walking the Kitzbuhel Alps Trail

£1059

NEW FOR 2025

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Denmark

Cycling from Copenhagen

£1079


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Scotland

Walking St Cuthbert's Way

£1079


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Madeira

Walking the Waterways and villages of Madeira

£1079


4.2 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Contrasts of La Gomera

£1089


4.2 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : The Bay of Naples

The Islands of Amalfi Walk

£1109


4.6 (14 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Umbria

Undiscovered Villages of Umbria Walk

£1109


4.7 (15 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Walking on Gran Canaria

£1129


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Germany : Saxon Switzerland

Walking in the Elbe Sandstone Mountains

£1139

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Volcanoes and Vineyards of Lanzarote

£1139


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 2+

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Puglia

Journey through Puglia to Matera

£1149


4.9 (14 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : The Dolomites

Cycling from the Dolomites to Venice

£1169


4.6 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Albania

E-bike Across Southern Albania

£1189

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Pyrenees

Basque Country : From the Mountains to the Ocean

£1199


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Walking across La Gomera

£1219

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Croatia

Dalmatian Coast Island Hopping

£1229


4.8 (20 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Scotland

Walking the Rob Roy Way

£1229

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Scotland

Walking the West Highland Way

£1249


4.3 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France

St. Malo to Mont-Saint-Michel Cycling

£1309

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Umbria

The Wine Trails of Umbria Cycling

£1309


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Croatia

Dalmatian Islands Walk

£1339


4.9 (9 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

£1369


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

£1369


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Greece : Peloponnese

Cycling in the Peloponnese

£1409


4.8 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Holland

Cycling the Highlights of Holland

£1449


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Trentino

Brenner Pass to Venice Cycling

£1469


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Belgium

Cycling from Bruges to Amsterdam

£1519


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Mainland Portugal

Cycling in the Douro Valley

£1519

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

£1529


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

£1549

NEW FOR 2025

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

£1639


4.7 (14 reviews)

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

£1729

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France

Cycling along the Atlantic Coast

£1839

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

£1969

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

£1989

NEW FOR 2025

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

£2619

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

£2709

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Norway

Cycling the Norwegian Archipelago South of Bergen

£2959

NEW FOR 2025

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

£3259

NEW FOR 2025

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Norway

Cycling in the Lofoten Islands

£3839


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Sicily

Walking the Highlights of Western Sicily

£1109

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : The Bay of Naples

The Amalfi Coast Walk

£2219


4.8 (92 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Sicily

Volcanoes of Sicily Walk

£1529


4.4 (12 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France

Chateaux Of The Loire Walk

£1359


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Corsica

North Corsican Wonders Between Coast and Mountains

£1289


4.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Malta + Gozo

Walking on Gozo - Calypso's Isle

£869


4.6 (143 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

£1299


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : The Bay of Naples

Paths of the Amalfi Coast

£829


4.6 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : The Bay of Naples

Walking Amalfi's Path of the Gods

£899


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Veneto

Heart of Veneto Cycling

£1069


4.8 (73 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Veneto

Walking in the Venetian Hills

£1089


4.7 (90 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Veneto

Bolzano, Verona & Venice Ride

£1119


4.7 (20 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

£1169


4.7 (65 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Sicily

Secrets of Sicily Cycling

£1259


4.6 (24 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Tuscany

A Taste of Tuscany Walking

£1269


4.9 (31 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Tuscany

A Taste of Tuscany Cycling

£1319


4.9 (28 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Veneto

Venetian Villas and Vineyards Cycling

£1319


4.7 (57 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : The Algarve

Cycling in The Real Algarve

£1399


4.7 (66 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Bermuda

Islands of Bermuda Walk

£1409


4.6 (38 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : The Dolomites

Walks in The Italian Dolomites

£1439


4.9 (136 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Madeira

Marvels of Madeira Walk

£1479


4.7 (126 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

£1499


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

£1629


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Switzerland : Valais

Walking in Val D'Anniviers

£1649


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : The Dolomites

Walking the Dolomites of Alta Badia

£1659


4.8 (26 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Sicily

Cycling through Baroque Sicily

£1669


4.5 (22 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Slovenia

Julian Alps to the Adriatic Cycling

£2229


4.8 (126 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

£699


4.8 (29 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Cornwall

Walking the Lizard Peninsula

£869


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

£939

 
 

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Catalonia

Catalan Classic Walk

£989


4.7 (79 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Austria : Salzburg

Walking in Austria's Lake District

£999


4.8 (22 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Lake District

Literary Walking in the Lake District

£1039


4.8 (36 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Austria : The Danube

Cycling from Vienna to Budapest

£1119


4.6 (65 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

£1129


4.8 (153 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Ireland

Walking the Kerry Way and Killarney N.P.

£1139


4.9 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : The Algarve

Walk the Algarve's Wild West

£1169


4.8 (90 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : The Dordogne

Dordogne Valleys & Villages Cycling

£1209


4.7 (52 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The Dordogne

Dordogne River Walk

£1249


4.7 (32 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Catalonia

Contrasts of Catalunya Cycling

£1269


4.7 (56 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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United Kingdom : Wales

Highlights of the Pembrokeshire Coast

£1289


3.9 (8 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

£1299


4.7 (35 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Austria : Salzburg

Austrian Lakes Activities

£1299


4.8 (69 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
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Spain : Andalucia

White Villages of Andalucia Walk

£1299


4.9 (138 reviews)

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Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

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Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

£1449


4.4 (17 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Italy : Puglia

Contrasts of Puglia Cycling

£1449


4.6 (125 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Austria : Lake Constance

Lake Constance Cycling

£1489


4.7 (95 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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United Kingdom : Norfolk

Contrasts of Norfolk Cycling

£1549


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : Mainland Portugal

Porto Coastal Cycling

£1549


4.4 (59 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Croatia

Coastal Croatia - Porec to Pula Cycling

£1579


4.7 (87 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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United Kingdom : The Cotswolds

Best of the Cotswolds Walk

£1779


4.7 (15 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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Italy : Piedmont

Gastronomic Barolo Walk

£1829


4.9 (97 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Norway : Gudbrandsdalen

Cross-country skiing at Venabu

£1919


4.8 (293 reviews)

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Winter snow holiday

7 nights,
single centre



FREE CASE OF WINE WITH BOOKING

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Spain : Galicia

Walking the Camino de Santiago

£1949


4.6 (43 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

£2169


4.8 (89 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Germany : Bavaria

Short Break in the Altmuhltal Nature Park

£519


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Spain : Andalucia

Hidden Valleys of Cordoba Walk

£569


4.8 (55 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Portugal : Mainland Portugal

Walking the Green Coast of Minho

£589


4.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle - Short Break

£599


4.7 (10 reviews)

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Devon

Walking Devon's Coastal Highlights

£629


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Catalonia

Catalan Classic Walk - Short Break

£659


4.7 (7 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Cyprus

Walking the Akamas Peninsula

£759


4.5 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
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Malta + Gozo : Malta

Secrets of Malta Walking

£759


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

£759


5.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Italy : Veneto

Walking in the Prosecco Hills

£779

NEW FOR 2025

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 1+ & 2

Navigation App

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Ireland

Walking the Kerry Way and Killarney N.P. - Short Break

£789


4.0 (2 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

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Andorra

Walking the Rugged Pyrenees of Andorra

£789


4.0 (3 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
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France : The Loire

Chateaux Of The Loire Walk - Short Break

£809

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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United Kingdom : Northern Ireland

Walking the Antrim Way

£829

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Spain : Andalucia

Walking the White Villages of the Alpujarras

£829


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
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France : Burgundy

Cycling in Beaune Vineyards

£839


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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Italy : Liguria

Walking in the Cinque Terre and Portofino

£839


4.3 (7 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

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United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

£849


4.3 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : Champagne

Cycling the Vineyards of Champagne

£859

 
 

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Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

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Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

£859

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
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Cyprus

Contrasts of Cyprus Walking

£859


4.6 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
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Germany : Bavaria

Walking in the Altmuhltal Nature Park

£859


4.0 (1 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Greece

Walking on Kythnos Island

£869


5.0 (2 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
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Portugal : Madeira

Walk the Garden Island of Madeira

£879


4.8 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Romania : Transylvania

Walking in Transylvania and the Carpathian Mountains

£879


4.9 (20 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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France : Burgundy

Classic Burgundy Cycling

£899


4.0 (1 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

£899


4.8 (8 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Spain : Balearic Islands

Walking the Coastal Trails of Menorca

£909


4.6 (60 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
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Switzerland : The Bernese Oberland

Walking in Kandersteg - Short Break

£919


4.9 (12 reviews)

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Self-guided walking

5 nights,
single centre

Level: 2
Moderate

Headwater
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Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

£919


3.3 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Holland

Cycling from Amsterdam

£929

NEW FOR 2025

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Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

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France : Burgundy

Tour de France - Burgundy

£929

NEW FOR 2025

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

FREE CASE OF WINE WITH BOOKING

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Switzerland : The Bernese Oberland

Cross country skiing in Kandersteg - Short Break

£929


4.8 (4 reviews)

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Winter snow holiday

5 nights,
single centre



FREE CASE OF WINE WITH BOOKING

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Switzerland : The Bernese Oberland

Cross country skiing in Kandersteg

£929


4.7 (6 reviews)

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Winter snow holiday

7 nights,
single centre



FREE CASE OF WINE WITH BOOKING

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France : Alsace

Villages & Vineyards of Alsace- Short Break

£939


5.0 (2 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

£939


4.8 (13 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : Provence

Tour de France - Provence

£949

NEW FOR 2025

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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Slovakia

Walking the Tatra Mountains in Slovakia

£959

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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France : Alsace

Cycling the Wine Route of Alsace

£969


4.8 (10 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Austria : The Tyrol

Self guided cross-country skiing at Leutasch

£979


4.5 (13 reviews)

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Winter snow holiday

7 nights,
single centre

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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United Kingdom : Devon

Contrasts of Devon Walking

£979


4.5 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

£999

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

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France : Champagne

Walking The Vineyards of Champagne - Deluxe

£1029


4.0 (1 reviews)

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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Austria : The Danube

Walking the Wachau Heritage Trail

£1029


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

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France : Burgundy

Walking in Burgundy's Vineyards - Short Break

£1039

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

£1039


5.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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Germany : Bavaria

Walking Bavaria's Lakes and Mountains

£1039


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

FREE CASE OF WINE WITH BOOKING

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Austria : The Danube

Cycling along the Danube from Passau to Vienna

£1049


4.9 (27 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

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United Kingdom : Wales

Highlights of the Gower Peninsula Walk

£1049


5.0 (2 reviews)

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Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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Czechia

Walking through Bohemia

£1049


4.9 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Devon

Walking South Devon's Coastal Path

£1049


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The Loire

Cycling The Chateaux Of The Loire - Short Break

£1069


4.8 (8 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

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France : The Loire

Cycling The UNESCO Loire Valley

£1069


5.0 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

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Austria : The Tyrol

Alpine Walks in the Stubai Valley

£1069


4.7 (12 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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France : Bordeaux

Cycling The Grand Crus of Bordeaux

£1079


4.5 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

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Greece

Walking on Kythnos Island - Premium

£1079


4.6 (7 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
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France : The Pyrenees

Mediterranean Pyrenees Coastal Walk from Collioure to Cadaques

£1079


5.0 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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FREE CASE OF WINE WITH BOOKING

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Italy : Sardinia

Walking Sardinia's Green Coast

£1079

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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FREE CASE OF WINE WITH BOOKING

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Italy : Italian Lakes

Cycling Lake Garda with e-bike

£1089


4.6 (5 reviews)

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Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
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FREE CASE OF WINE WITH BOOKING

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France : Mont Blanc

Mont Blanc Walks - Short Break

£1089


4.5 (2 reviews)

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Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
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FREE CASE OF WINE WITH BOOKING

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Italy : Veneto

Adriatic Coast - Venice to Porec Ride

£1099

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

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Germany : Bavaria

Cycling Bavaria's Lake Chiemsee

£1109


4.8 (6 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

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Italy : The Dolomites

Cross country skiing in the Dolomites

£1109

NEW FOR 2025

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Winter snow holiday

7 nights,
single centre



FREE CASE OF WINE WITH BOOKING

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United Kingdom : Wales

North Pembrokeshire Coast Walk

£1109

 
 

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Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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France : The Loire

Multi Activity in the Loire

£1119


5.0 (2 reviews)

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Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

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United Kingdom : Wales

Walk the Welsh Highland Railway

£1119


3.7 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

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France : Mont Blanc

Mont Blanc Walks - Short Break Premium

£1129

 
 

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Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
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FREE CASE OF WINE WITH BOOKING

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Andorra

Walk across Andorra

£1129


4.7 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Headwater
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FREE CASE OF WINE WITH BOOKING

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Germany : Bavaria

Walking the Black Forest to Lake Constance

£1129

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

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United Kingdom : Cornwall

Walking the Western Tip of Cornwall

£1149


4.9 (18 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

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Switzerland : Davos

Walk the Crossroads of Five Passes

£1149


4.9 (8 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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FREE CASE OF WINE WITH BOOKING

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Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

£1159


5.0 (1 reviews)

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Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

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Austria : Lake Constance

Highlights of Lake Constance by bike

£1159


4.9 (30 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

£1159


4.7 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Austria : Salzburg

Walking the Tyrolean Mountains

£1169


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

£1189


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Bosnia

Walking the Olympic Mountains of Bosnia

£1189

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Normandy

D-Day Beaches Of Normandy Cycling

£1199


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Mainland Portugal

Tour the Treasures of Portugal

£1199


4.8 (5 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
twin centre



FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom

Walking in Jersey, Guernsey and Sark

£1199


4.4 (16 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Campania

Coastal Cilento Walk

£1199


4.9 (8 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain

Walking in El Hierro

£1209


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Trentino

Wine & Walk in Chianti

£1209


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Greece : Crete

Cycling the Coast of Eastern Crete

£1219


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Normandy

Normandy Walk from Deauville to Bayeux

£1219


4.7 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Ireland

Walking and Cycling the Wild Atlantic Way

£1229

 
 

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Galicia

Highlights of the Camino de Santiago Walk

£1229


4.8 (19 reviews)

VIEW TRIP

Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Champagne

Cycle The Wine Route of Champagne

£1239


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The French Riviera

The French Riviera Golden Islands

£1239

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Umbria

Walking on the Francigena Way

£1239


4.6 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Burgundy

Cycling The Grand Crus of Burgundy

£1249


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Finland

Cross-country skiing in Lapland

£1249


4.8 (24 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

£1259

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Loire

Tour de France - Loire

£1279

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

£1279


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Burgundy

Walking in Burgundy's Vineyards

£1279


4.8 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Galicia

Walking across the Pyrenees on the Camino Frances

£1279


4.8 (5 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Norfolk

Highlights of Norfolk Cycling

£1289


4.4 (11 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Catalonia

Classic Catalan Cycling

£1289


4.8 (12 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Dordogne

Canoeing on the Dordogne

£1299


4.9 (60 reviews)

VIEW TRIP

8 nights,
hotel-to-hotel

Printed route
directions



FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France

Cycling The UNESCO Loire Valley - Deluxe

£1299


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

£1299


4.6 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Wales

Walking Offa's Dyke Path (South)

£1299

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Burgundy

Cycling the Vineyards From Beaune to Macon

£1329


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

£1329


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Ireland

Unspoilt Ring of Kerry Cycling

£1329


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Montenegro

Highlights of Southern Montenegro Walk

£1329


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Loire

Canoeing on the Loire

£1339


4.0 (1 reviews)

VIEW TRIP

5 nights,
hotel-to-hotel

Navigation App



FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

£1339


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : The Canary Islands

Highlights of El Hierro Walk

£1339


4.9 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Belgium

Cycling from Brussels to Bruges

£1349


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Germany : The Moselle

Meandering the Moselle Cycle Path

£1349

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Andalucia

Three Cities of Andalucia

£1359


4.8 (6 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Rioja

Vineyards of La Rioja Cycling

£1379


4.5 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Alsace

Villages & Vineyards of Alsace

£1379


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Canal du Midi

Tour de France - Canal du Midi

£1389

NEW FOR 2025

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Sardinia

Undiscovered Sardinia Cycling

£1389


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Austria : The Danube

Passau to Vienna Cycling

£1399


4.8 (77 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire

£1409


4.5 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Alsace

Cycling the Scenic Rhine: Strasbourg to Mainz

£1419

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

£1419


4.9 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Switzerland : Valais

Walk in the Home of the Matterhorn

£1429


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

£1429


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Dordogne

Dordogne Activities

£1449


4.8 (34 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Sicily

Sicily: Vino & Volcanoes

£1449


5.0 (2 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

£1459

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Pyrenees

Walking the Best of the High Pyrenees

£1469


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Croatia

Hike, Bike & Paddle Croatia

£1479

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

£1479


5.0 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Sweden : sweden

Cycling Stockholm's Archipelago

£1489


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Extremadura

Cycling Central Spain in Style

£1489

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Atlantic Coast

Tour de France - Atlantic Coast

£1499

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Holland

Cycling from Amsterdam to Brussels

£1519


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Piedmont

Walking the Wine Villages of Piedmont

£1519


4.6 (5 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

£1529


4.5 (17 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Greece : Crete

Walking the Wonders of Crete

£1539

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

£1549


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Spain : Galicia

Cycling the Camino de Santiago

£1579


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Austria : Salzburg

Salzkammergut Lakes Walk

£1599


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Wales

Walking Offa's Dyke Path (North)

£1629

 
 

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Norway

Walking in Balestrand

£1639


4.6 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Emilia Romagna

Emilia Romagna: Bologna to Parma Cycling

£1659


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Mont Blanc

Walking Tour du Mont Blanc

£1679

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : The Cotswolds

Best of the Cotswolds Cycling

£1709


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Cape Verde

Cape Verde's Northern Islands - With Private Guide

£1709


4.9 (7 reviews)

VIEW TRIP

Private guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

£1719


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : The Algarve

Walking the Algarve's South West

£1719


4.9 (34 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Piedmont

Cycling the Wine Villages of Piedmont by e-bike

£1749


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : The Cotswolds

The Cotswold Way Walk

£1799


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Corsica

Corsica with Ebike

£1819


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Normandy

Paris to the Sea Along the Seine River

£1819

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : Mainland Portugal

Porto to Coimbra Cycling

£1829


4.8 (56 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Denmark

Nordic Cities by Rail

£1829

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

9 nights,
hotel-to-hotel



FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Slovenia

Secrets of Slovenia Cycling

£1849


4.9 (14 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France : Mont Blanc

Walking Tour du Mont Blanc - Premium

£1899


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Sweden : sweden

Stockholm to Copenhagen Cycling

£1919


4.2 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Morocco

Morocco: Mountains, Desert & Coast

£2019

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Italian Lakes

Cycling the Italian Lakes

£2069


4.9 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Italy : Puglia

Highlights of Puglia Cycling

£2079


4.8 (13 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Portugal : The Azores

Island Hopping in the Azores

£2079


4.6 (5 reviews)

VIEW TRIP

Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

United Kingdom : Northumberland

Walking from Coast to Coast

£2249


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Iceland

Walking Iceland's Diamond Circle

£2319

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Norway : Gudbrandsdalen

Guided Walking in Venabu

£2399


4.8 (16 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

VIEW TRIP

United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

£2579

 
 

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Canada : Sunshine Coast

Walking Canada's Sunshine Coast

£2609


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Iceland

An Icelandic Adventure

£2689

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



FREE CASE OF WINE WITH BOOKING

VIEW TRIP

USA : Maine

Cycling Maine's Coast & National Park

£3199

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Japan

Shikoku Pilgrimage Trail

£3329


5.0 (1 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Japan

Walk the Kumano Kodo

£3359


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Japan

Walk the Nakasendo Trail

£3399

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

China

Walking the Charms of China - With Private Guide

£3499

 
 

VIEW TRIP

Private guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Faroe Islands

Walking the Faroe Islands - With Private Guide

£3779

NEW FOR 2025

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Private guided walking

7 nights,
single centre

Level: 2+
Moderate plus

FREE CASE OF WINE WITH BOOKING

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Japan

Exploring the land of Shogun and Samurai

£3879

NEW FOR 2025

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Self-guided cultural tour

10 nights,
hotel-to-hotel



FREE CASE OF WINE WITH BOOKING

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Peru

Walking Machu Picchu - With Private Guide

£4249

NEW FOR 2025

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Private guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

France

Tour de France

£5259

NEW FOR 2025

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Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Morocco

Atlas Panorama

£779

 
 

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Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Cyprus

Walking in North Cyprus

£999


4.0 (1 reviews)

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Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

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Greece

Walking the Mountains & Villages of Evia

£1299


4.8 (4 reviews)

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Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

VIEW TRIP

Albania

Highlights of Albania

£1349

 
 

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Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Egypt

Ancient Egypt & Nile Cruise

£1399

 
 

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Guided group walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Italy : The Bay of Naples

Walking the Amalfi Coast

£1449


4.7 (11 reviews)

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Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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Morocco

Highlights of Morocco - In Comfort

£1449

 
 

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Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : The Dolomites

Snowshoeing in the Dolomites - Premium Adventure

£1539

 
 

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Winter snow holiday

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

FREE CASE OF WINE WITH BOOKING

VIEW TRIP

Greece

Walking on the Greek Islands

£1549

 
 

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Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Spain : Mallorca

Walking in Mallorca

£1599


5.0 (6 reviews)

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Guided group walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : Puglia

Walking in Puglia & Matera

£1599


4.3 (12 reviews)

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Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

France : Mont Blanc

Mont Blanc Hiking Highlights

£1645

 
 

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Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Greece

Cycling in Greece

£1699

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : Sardinia

Walking in Sardinia

£1699


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

£1745

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Croatia

Cycling Croatia's Dalmatian Coast

£1845

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : Veneto

Walk The Prosecco Hills & Hidden Venice

£1879


4.8 (5 reviews)

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Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Estonia

Discover the Baltics

£1899

 
 

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Guided group walking

11 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

France : The French Riviera

Walks & Gardens of the French Riviera

£1949


5.0 (3 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Estonia

Cycle the Baltics

£1999

 
 

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Guided group cycling

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : The Dolomites

Classic Dolomites - Premium

£2279


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Portugal : The Azores

Walking in the Azores

£2299

 
 

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Spain : Catalonia

Cycling the Mediterranean Coast in Spain

£2399

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

VIEW TRIP

Portugal : Mainland Portugal

Portugal: Walking & Wine - Premium Adventure

£2399


4.5 (2 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Peru

The Inca Trail in Comfort

£2599

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

VIEW TRIP

South Africa

Cycling the Cape & Winelands

£2649

 
 

VIEW TRIP

Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

VIEW TRIP

South Africa

South Africa: Walking & Wildlife

£2649

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Costa Rica

Discover Costa Rica

£3229

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Iceland

Iceland Explorer

£3329

 
 

VIEW TRIP

Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Costa Rica

Costa Rica's Coastal Secrets

£3779

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Nepal

Annapurna Trails & Chitwan - Premium Adventure

£4399

 
 

VIEW TRIP

Guided group walking

12 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Thailand

Cycle Indochina & Angkor - Premium Adventure

£4499

 
 

VIEW TRIP

Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Peru

Peru Explorer

£4699

 
 

VIEW TRIP

Guided group walking

19 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Japan

Japan's Kumano Kodo

£5799

 
 

VIEW TRIP

Guided group walking

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Kenya

Kenya Photographic Safari with Paul Goldstein - Premium Adventure

£7199

 
 

VIEW TRIP

Guided group walking

6 nights,
single centre

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Germany : Bavaria

Walking in Southern Bavaria

£679


4.7 (58 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 & 2

Headwater
Navigation App

FREE CASE OF WINE WITH BOOKING

VIEW TRIP
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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.

Terms & Conditions

  • Please quote offer code 'WINE25' at the time of booking (if booking online please enter this code in the ‘Special Requests’ box).
  • Valid on bookings made between 02/09/2025 and 23/09/2025 only.
  • Valid on trips departing between 03/09/25 and 31/12/26 only.
  • Excludes all Exodus Adventure Travels operated (small group guided) holidays.
  • Valid on new bookings only, cannot be applied to existing bookings, cannot be used to rebook the same trip, or to rebook any trip cancelled after 10/08/2025.
  • *This offer is limited to the first 100 households to book using the offer code during the valid booking period. Headwater reserves the right to remove this offer when this limit is reached.
  • The offer is for one 12 bottle case of wine per booking of 2 pax or more, 6 bottle half case for bookings of 1 pax.
  • A non-alcoholic alternative is available on request. Please advise the sales agent at the point of purchase (if booking online please note your request in the ‘Special Requests’ box).
  • Wine cases will be dispatched from the fulfilment partner on or after 15 Oct 25 to the lead passengers postal address only.
  • Please ensure you provide an accurate postal address for the lead passenger on your booking.
  • This offer is only combinable with our Club Active loyalty programme.
  • Headwater standard Booking Terms and Conditions apply.
  • This offer is only open to people who live in the UK and who book direct with Headwater.
  • This offer is subject to availability and Headwater reserves the right to change this offer at any time.
  • This offer is not transferrable, there is no cash alternative and no correspondence will be entered into.
  • This offer is not available to Headwater staff or to their immediate families.

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Many of the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme. But ATOL protection does not apply to all holiday and travel services listed on this website. Please ask us to confirm what protection may apply to your booking. If you do not receive an ATOL Certificate then the booking will not be ATOL protected. If you do receive an ATOL Certificate but all the parts of your trip are not listed on it, those parts will not be ATOL protected. Please see our booking conditions for information or for more information about financial protection and the ATOL Certificate go to www.atol.org.uk/ATOLCertificate

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