Look ahead to your 2024 Holidays with Headwater and join us on a spectacular trip where you can travel from place to place at your own pace in the great outdoors. Our range of self-guided walking and cycling holidays are developed so you can see the best of any location, in the best way possible. On a Headwater Holiday, you're in control. And our expertly curated itineraries are designed to activate the senses, immersing you deeper into your region's local culture, where you can visit places of historical interest, sample food that epitomizes the local cuisine and enjoy enchanting stays in characterful accommodations. You'll soon find there's an incredible world to wander, pedal and absorb in 2024 and beyond.

WALKING HOLIDAYS

Choose your own pace and explore on foot, from rustic country villages to picture-perfect mountain passes.

CYCLING HOLIDAYS

Soak up the scenery as you explore on two wheels, follow expertly crafted routes whilst we take care of everything else.

CULTURAL HOLIDAYS

Immerse yourself in a region as you take time to uncover historic sites, picturesque villages and sample the local cuisine.

GASTRONOMIC HOLIDAYS

From Michelin Star dining experiences to wine tastings, you’ll find the best flavours on our gastro-led holidays.

Why choose Headwater?

 

 

Showing 328 out of trips

Listed below are the holidays that match your search criteria. Use the 'Filter and sort' options to refine your results.

Malta + Gozo : Malta

Walking on Glorious Gozo - Short Break

£579

NEW FOR 2025

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Malta + Gozo

Highlights of Secrets of Malta Walking

£609


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

United Kingdom : Devon

The English Riviera & Dart Valley Walk

£659

 
 

VIEW TRIP

Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

£669

NEW FOR 2025

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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

VIEW TRIP

Malta + Gozo : Malta

Walking on Glorious Gozo

£759

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Slovenia

Lake Bled and Lake Bohinj Walk

£779


4.6 (23 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+ & 2

Printed route
directions

VIEW TRIP

Portugal : The Azores

Walking the Green Island of the Azores

£839


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Malta + Gozo

Discovering the Maltese Islands

£839


4.1 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : The Canary Islands

Walking the trails of Tenerife

£879


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

VIEW TRIP

Spain : Andalucia

Walking in Sierra de Aracena

£949


4.8 (14 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Spain : Asturias

Majestic Mountains of the Picos de Europa

£989


4.8 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Austria : The Tyrol

Walking the Kitzbuhel Alps Trail

£1009

NEW FOR 2025

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Denmark

Cycling from Copenhagen

£1019


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

United Kingdom : Scotland

Walking St Cuthbert's Way

£1019


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

VIEW TRIP

Spain : The Canary Islands

Contrasts of Lanzarote

£1039


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

£1049


4.7 (41 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : The Canary Islands

Contrasts of La Gomera

£1049


4.2 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

United Kingdom : Scotland

Walking the Speyside Way

£1059


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

VIEW TRIP

Portugal : Madeira

Walking the Waterways and villages of Madeira

£1059


4.2 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Italy : Umbria

Undiscovered Villages of Umbria Walk

£1069


4.8 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : The Canary Islands

Walking on Gran Canaria

£1089


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : The Bay of Naples

The Islands of Amalfi Walk

£1109


4.6 (13 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : The Dolomites

Cycling from the Dolomites to Venice

£1119


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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

VIEW TRIP

Italy : Puglia

Journey through Puglia to Matera

£1149


4.8 (11 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

VIEW TRIP

United Kingdom : Scotland

Walking the Rob Roy Way

£1179

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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

VIEW TRIP

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

£1189

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

VIEW TRIP

France : The Pyrenees

Basque Country : From the Mountains to the Ocean

£1199


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

United Kingdom : Scotland

Walking the West Highland Way

£1199


4.0 (3 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

VIEW TRIP

Germany : Bavaria

Walking in the Elbe Sandstone Mountains

£1209

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

VIEW TRIP

Italy : Umbria

The Wine Trails of Umbria Cycling

£1229


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Croatia

Dalmatian Coast Island Hopping

£1229


4.8 (15 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Brittany

St Malo to Mont St Michel Cycling

£1249

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Croatia

Dalmatian Islands Walk

£1339


4.9 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

VIEW TRIP

Spain : The Canary Islands

Walking across La Gomera

£1339

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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

VIEW TRIP

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

£1389


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Holland

Cycling the Highlights of Holland

£1449


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Italy : Trentino

Brenner Pass to Venice Cycling

£1469


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

£1499

NEW FOR 2025

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
Navigation App

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

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

VIEW TRIP

United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

£1539


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

£1629


4.7 (12 reviews)

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Greece

Cycling in Greece

£1699

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

£1719

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

VIEW TRIP

France : Atlantic Coast

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

VIEW TRIP

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

£1949

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

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

VIEW TRIP

Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

£2599

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

VIEW TRIP

Canada : Prince Edward Island

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

VIEW TRIP

Norway

Cycling the Norwegian Archipelago South of Bergen

£2809

NEW FOR 2025

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

VIEW TRIP

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

£3119

NEW FOR 2025

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

VIEW TRIP

Norway

Cycling in the Lofoten Islands

£3569


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Italy : Sicily

Walking the Highlights of Western Sicily

£1129

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : The Bay of Naples

The Amalfi Coast Walk

£2219


4.8 (87 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Sicily

Volcanoes of Sicily Walk

£1529


4.4 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : The Loire

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

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

VIEW TRIP

Malta + Gozo : Malta

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

VIEW TRIP

Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

£1269


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

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

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

VIEW TRIP

Italy : Veneto

Heart of Veneto Cycling

£1039


4.8 (72 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Italy : Veneto

Walking in the Venetian Hills

£1089


4.7 (88 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Italy : Veneto

Bolzano, Verona & Venice Ride

£1119


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

£1169


4.7 (55 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Italy : Sicily

Secrets of Sicily Cycling

£1259


4.6 (22 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Italy : Tuscany

A Taste of Tuscany Walking

£1269


4.9 (29 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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

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

VIEW TRIP

Italy : The Dolomites

Walks in The Italian Dolomites

£1359


4.9 (126 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : Provence

Cotes du Ventoux Cycling

£1389


4.8 (36 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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

VIEW TRIP

Portugal : The Algarve

Cycling in The Real Algarve

£1419


4.7 (64 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

£1419


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

VIEW TRIP

Portugal : Madeira

Marvels of Madeira Walk

£1429


4.7 (124 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Provence

Landscapes of the Luberon Walk

£1469


4.7 (37 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

£1549


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

VIEW TRIP

Italy : The Dolomites

Walking the Dolomites of Alta Badia

£1579


4.8 (23 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Italy : Sicily

Cycling through Baroque Sicily

£1589


4.5 (22 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Switzerland : Davos

Walking in Val D'Anniviers

£1649


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

VIEW TRIP

Slovenia

Julian Alps to the Adriatic Cycling

£2229


4.8 (118 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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

Printed route
directions

VIEW TRIP

United Kingdom : Cornwall

Walking the Lizard Peninsula

£869


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Spain : Catalonia

Catalan Classic Walk

£989


4.7 (78 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Lake District

Literary Walking in the Lake District

£989


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Austria : Salzburg

Walking in Austria's Lake District

£999


4.8 (18 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

£1019

 
 

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Austria : The Danube

Cycling from Vienna to Budapest

£1119


4.6 (56 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Ireland

Walking the Kerry Way and Killarney N.P.

£1139


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

France : The Dordogne

Dordogne Valleys & Villages Cycling

£1169


4.7 (42 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Austria : Salzburg

Austrian Lakes Activities

£1169


4.8 (68 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Portugal : The Algarve

Walk the Algarve's Wild West

£1179


4.8 (89 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : The Dordogne

Dordogne River Walk

£1199


4.7 (29 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Catalonia

Contrasts of Catalunya Cycling

£1269


4.7 (54 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

£1289


3.9 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Spain : Andalucia

White Villages of Andalucia Walk

£1299


4.9 (136 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

£1339


4.7 (30 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

£1449


4.4 (15 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

VIEW TRIP

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

£1459


4.8 (134 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Contrasts of Puglia Cycling

£1469


4.6 (124 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Austria : Lake Constance

Lake Constance Cycling

£1489


4.7 (88 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Croatia

Coastal Croatia - Porec to Pula Cycling

£1539


4.7 (85 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Norfolk

Contrasts of Norfolk Cycling

£1549


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Porto Coastal Cycling

£1549


4.4 (59 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

£1749


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Italy : Piedmont

Gastronomic Barolo Walk

£1809


4.9 (93 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Galicia

Walking the Camino de Santiago

£1849


4.6 (43 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Norway : Gudbrandsdalen

Cross-country skiing at Venabu

£1919


4.8 (293 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



VIEW TRIP

Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

£2039


4.8 (88 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Spain

Hidden Valleys of Cordoba Walk

£569


4.8 (53 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Walking the Green Coast of Minho

£589


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle - Short Break

£599


4.7 (10 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Germany : Bavaria

Short Break in the Altmuhltal Nature Park

£659


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

France : Burgundy

Cycling in Beaune Vineyards

£719


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Spain : Catalonia

Catalan Classic Walk - Short Break

£759


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Cyprus

Walking the Akamas Peninsula

£759


4.5 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

£759


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Devon

Walking Devon's Coastal Highlights

£769


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Malta + Gozo : Malta

Secrets of Malta Walking

£789


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Andorra

Walking the Rugged Pyrenees of Andorra

£789


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
Navigation App

VIEW TRIP

Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

£819

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Northern Ireland

Walking the Antrim Way

£829

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Greece

Walking on Kythnos Island

£829


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Spain : Andalucia

Walking the White Villages of the Alpujarras

£829


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

VIEW TRIP

Holland

Cycling from Amsterdam

£839

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Italy : Italian Lakes

Walking in the Cinque Terre and Portofino

£839


4.3 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

VIEW TRIP

United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

£849


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Spain : Catalonia

Catalonia Activities

£859


4.5 (13 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Cyprus

Contrasts of Cyprus Walking

£859


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

VIEW TRIP

France : Champagne

Cycling the Vineyards of Champagne

£879

 
 

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

VIEW TRIP

Ireland

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

£879


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Portugal : Madeira

Walk the Garden Island of Madeira

£879


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Romania : Transylvania

Transylvanian Castles Walk

£879


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

£899


4.7 (6 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Spain : Balearic Islands

Walking the Coastal Trails of Menorca

£909


4.6 (60 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Germany : Bavaria

Walking in the Altmuhltal Nature Park

£909


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Switzerland : The Bernese Oberland

Cross country skiing in Kandersteg - Short Break

£919


4.8 (4 reviews)

VIEW TRIP

Winter snow holiday

5 nights,
single centre



VIEW TRIP

France : The Loire

Chateaux Of The Loire Walk - Short Break

£919

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

VIEW TRIP

United Kingdom : Devon

Contrasts of Devon Walking

£919


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

£919


3.3 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Burgundy

Tour de France - Burgundy

£929

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

VIEW TRIP

France : Alsace

Villages & Vineyards of Alsace- Short Break

£939


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

£939


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : Provence

Tour de France - Provence

£949

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

VIEW TRIP

Slovakia

Walking the Tatra Mountains in Slovakia

£959

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Austria : The Danube

Walking the Wachau Heritage Trail

£979


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Italy : Emilia Romagna

Walking the Highlights of Istria: Italy, Slovenia & Croatia

£999

NEW FOR 2025

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

France : Burgundy

Classic Burgundy Cycling

£1009


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

France : Normandy

Normandy Walk from Deauville to Bayeux

£1019


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Italy : Italian Lakes

Cycling Lake Garda with e-bike

£1029


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Greece

Walking on Kythnos Island - Premium

£1029


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Austria : The Tyrol

Self guided cross-country skiing at Leutasch

£1039


4.5 (13 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Printed route
directions

VIEW TRIP

France : Burgundy

Walking in Burgundy's Vineyards - Short Break

£1039

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Germany : Bavaria

Walking Bavaria's Lakes and Mountains

£1039


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

VIEW TRIP

Austria : The Danube

Cycling along the Danube from Passau to Vienna

£1049


4.9 (20 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

United Kingdom : Wales

North Pembrokeshire Coast Walk

£1049

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

VIEW TRIP

Germany : Bavaria

Walking the Black Forest to Lake Constance

£1049

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Czechia

Walking through Bohemia

£1049


4.8 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Devon

Walking South Devon's Coastal Path

£1049


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Sweden : sweden

Cycling from Stockholm

£1059

 
 

VIEW TRIP

Self-guided cycling

5 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : The Loire

Multi Activity in the Loire

£1059

 
 

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

France : Provence

Hilltop Villages of Provence Cycling - Short Break

£1069


4.9 (7 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire - Short Break

£1069


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

France : The Loire

Cycling The UNESCO Loire Valley

£1069


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Austria : The Tyrol

Alpine Walks in the Stubai Valley

£1069


4.6 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : The Pyrenees

Mediterranean Pyrenees Coastal Walk from Collioure to Cadaques

£1079


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Sardinia

Walking Sardinia's Green Coast

£1079

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : The Dolomites

Cross country skiing in the Dolomites

£1089

NEW FOR 2025

VIEW TRIP

Winter snow holiday

7 nights,
single centre



VIEW TRIP

Andorra

Walk across Andorra

£1089


4.6 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Headwater
Navigation App

VIEW TRIP

Italy : Veneto

Adriatic Coast - Venice to Porec Ride

£1099

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Germany : Bavaria

Highlights of Lake Chiemsee by Bike

£1109


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Germany : Bavaria

Cycling Bavaria's Lake Chiemsee

£1109


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

United Kingdom : Wales

Highlights of the Gower Peninsula Walk

£1109


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : Alsace

Cycling the Wine Route of Alsace

£1129


4.8 (9 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

£1129

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

VIEW TRIP

Austria : Salzburg

Walking the Tyrolean Mountains

£1129


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Campania

Coastal Cilento Walk

£1129


4.9 (7 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : Champagne

Cycle The Wine Route of Champagne

£1149

 
 

VIEW TRIP

Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

VIEW TRIP

France : Mont Blanc

Mont Blanc Walks - Short Break

£1149

 
 

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Switzerland : The Bernese Oberland

Walking in Kandersteg - Short Break

£1149


4.9 (12 reviews)

VIEW TRIP

Self-guided walking

5 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

United Kingdom : Cornwall

Walking the Western Tip of Cornwall

£1149


4.9 (18 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

VIEW TRIP

United Kingdom : Wales

Walk the Welsh Highland Railway

£1149


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Switzerland : Davos

Walk the Crossroads of Five Passes

£1149


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

VIEW TRIP

Austria : Carinthia

Cycling the Lakes and Rivers of the Salzkammergut

£1159

 
 

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

VIEW TRIP

Austria : Lake Constance

Highlights of Lake Constance by bike

£1159


4.9 (28 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

£1159


4.6 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Switzerland : The Bernese Oberland

Cross country skiing in Kandersteg

£1169


4.7 (6 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



VIEW TRIP

Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

£1189


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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

VIEW TRIP

France : Normandy

D-Day Beaches Of Normandy Cycling

£1199


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Portugal : Mainland Portugal

Tour the Treasures of Portugal

£1199


4.7 (3 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
twin centre



VIEW TRIP

Spain : Andalucia

Three Cities of Andalucia

£1199


4.8 (6 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



VIEW TRIP

Spain : Galicia

Highlights of the Camino de Santiago Walk

£1209


4.8 (18 reviews)

VIEW TRIP

Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Greece : Peloponnese

Peloponnese Coast and Mountain Walking

£1209

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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

VIEW TRIP

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

£1219


4.4 (15 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

VIEW TRIP

Italy : Umbria

Walking on the Francigena Way

£1219


4.6 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Spain : Galicia

Walking across the Pyrenees on the Camino Frances

£1219


4.8 (4 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

VIEW TRIP

Spain : The Canary Islands

Highlights of El Hierro Walk

£1229


4.9 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
Navigation App

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

VIEW TRIP

Spain : Catalonia

Classic Catalan Cycling

£1249


4.8 (11 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Finland

Cross-country skiing in Lapland

£1249


4.8 (24 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



VIEW TRIP

France : Mont Blanc

Mont Blanc Walks - Short Break Premium

£1269

 
 

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : The Loire

Canoeing on the Loire

£1279

 
 

VIEW TRIP

5 nights,
hotel-to-hotel

Navigation App



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

VIEW TRIP

Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

£1279


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

VIEW TRIP

Ireland

Walking and Cycling the Wild Atlantic Way

£1279

 
 

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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

VIEW TRIP

France : Bordeaux

Cycling The Grand Crus of Bordeaux

£1289


4.5 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

United Kingdom : Norfolk

Highlights of Norfolk Cycling

£1289


4.3 (10 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : The Dordogne

Canoeing on the Dordogne

£1299


4.9 (55 reviews)

VIEW TRIP

8 nights,
hotel-to-hotel

Printed route
directions



VIEW TRIP

France : The Loire

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

VIEW TRIP

Spain

Walking in El Hierro

£1299


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
Navigation App

VIEW TRIP

France : Provence

Hilltop Villages of Provence Cycling

£1309


4.8 (16 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

£1309


4.5 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

£1319


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

France : Burgundy

Cycling the Vineyards From Beaune to Macon

£1329


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Ireland : County Wicklow

Unspoilt Ring of Kerry Cycling

£1329


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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

VIEW TRIP

United Kingdom : Wales

Walking Offa's Dyke Path (South)

£1329

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

£1339


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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

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

Optional
e-bike hire

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire

£1369


4.5 (10 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

£1369


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Spain : Rioja

Vineyards of La Rioja Cycling

£1379


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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

VIEW TRIP

France : The French Riviera

The French Riviera Golden Islands

£1379

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

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

VIEW TRIP

Sweden : sweden

Cycling Stockholm's Archipelago

£1389


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : The Dordogne

Dordogne Activities

£1389


4.8 (31 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Austria : The Danube

Passau to Vienna Cycling

£1399


4.8 (75 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

VIEW TRIP

Norway

Cross Country Skiing at Rondane National Park

£1399

NEW FOR 2025

VIEW TRIP

Winter snow holiday

5 nights,
single centre



VIEW TRIP

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

£1409

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

France

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

VIEW TRIP

Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

£1459


4.9 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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

VIEW TRIP

France : The Pyrenees

Walking the Best of the High Pyrenees

£1469


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

£1469


5.0 (6 reviews)

VIEW TRIP

Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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

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

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

VIEW TRIP

Italy : Piedmont

Walking the Wine Villages of Piedmont

£1499


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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

VIEW TRIP

Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

£1529


4.5 (16 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Sardinia

Undiscovered Sardinia Cycling

£1549


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

£1569

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Switzerland : Valais

Walk in the Home of the Matterhorn

£1569


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

VIEW TRIP

Italy : Emilia Romagna

Emilia Romagna: Bologna to Parma Cycling

£1579


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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

VIEW TRIP

France : Mont Blanc

Walking Tour du Mont Blanc

£1599

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

VIEW TRIP

Italy : Sicily

Sicily: Vino & Volcanoes

£1609


5.0 (2 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

VIEW TRIP

United Kingdom : Wales

Walking Offa's Dyke Path (North)

£1619

 
 

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Norway

Walking in Balestrand

£1639


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

VIEW TRIP

Austria : Salzburg

Salzkammergut Lakes Walk

£1639


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

VIEW TRIP

Estonia

Cycle the Baltics

£1679

 
 

VIEW TRIP

Guided group cycling

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

France : Normandy

Paris to the Sea Along the Seine River

£1699

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Cape Verde

Cape Verde's Northern Islands - With Private Guide

£1699


4.9 (7 reviews)

VIEW TRIP

Private guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

VIEW TRIP

United Kingdom : The Cotswolds

Best of the Cotswolds Cycling

£1719


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

£1719


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Italy : Piedmont

Cycling the Wine Villages of Piedmont by e-bike

£1729


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : Provence

Provence Velo Vin Voyage

£1729


4.0 (1 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



VIEW TRIP

France : Mont Blanc

Walking Tour du Mont Blanc - Premium

£1769


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

VIEW TRIP

United Kingdom : The Cotswolds

The Cotswold Way Walk

£1779


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

France : Corsica

Corsica with Ebike

£1789


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

VIEW TRIP

Portugal : The Algarve

Walking the Algarve's South West

£1789


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Slovenia

Secrets of Slovenia Cycling

£1799


4.9 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Sweden : sweden

Stockholm to Copenhagen Cycling

£1809


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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

VIEW TRIP

Denmark

Nordic Cities by Rail

£1829

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

9 nights,
hotel-to-hotel



VIEW TRIP

Italy : Italian Lakes

Cycling the Italian Lakes

£1859


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Portugal : The Azores

Island Hopping in the Azores

£2029


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Highlights of Puglia Cycling

£2059


4.8 (12 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Spain : Catalonia

Cycling the Mediterranean Coast in Spain

£2149

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

VIEW TRIP

Morocco

Morocco: Mountains, Desert & Coast

£2179

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



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

VIEW TRIP

Iceland

Walking Iceland's Diamond Circle

£2299

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

VIEW TRIP

Norway

Guided Walking in Venabu

£2319


4.8 (15 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

VIEW TRIP

Iceland

An Icelandic Adventure

£2479

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



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

VIEW TRIP

Canada : Prince Edward Island

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

VIEW TRIP

USA : Maine

Cycling Maine's Coast & National Park

£3119

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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

VIEW TRIP

China

Walking the Charms of China - With Private Guide

£3349

 
 

VIEW TRIP

Private guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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

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

VIEW TRIP

Japan

Japan: Hiroshima & Island Hopping

£3499

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Faroe Islands

Walking the Faroe Islands - With Private Guide

£3689

NEW FOR 2025

VIEW TRIP

Private guided walking

7 nights,
single centre

Level: 2+
Moderate plus

VIEW TRIP

Peru

Walking Machu Picchu - With Private Guide

£4249

NEW FOR 2025

VIEW TRIP

Private guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

VIEW TRIP

France

Tour de France

£5259

NEW FOR 2025

VIEW TRIP

Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

VIEW TRIP

Morocco

Atlas Panorama

£699

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Cyprus

Walking in North Cyprus

£799


4.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

VIEW TRIP

Albania

Highlights of Albania

£949

 
 

VIEW TRIP

Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Greece

Mountains & Villages of Evia

£1049


4.8 (4 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

VIEW TRIP

Italy : The Bay of Naples

Walking the Amalfi Coast

£1199


4.7 (10 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Greece

Walking on the Greek Islands

£1249

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Spain : Mallorca

Walking in Mallorca

£1299


5.0 (6 reviews)

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

France : Mont Blanc

Mont Blanc Highlights

£1345

 
 

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Italy : Puglia

Walking in Puglia & Matera

£1349


4.3 (12 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : Sardinia

Walking in Sardinia

£1349


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Italy : Veneto

Walk The Prosecco Hills & Hidden Venice

£1349


4.8 (5 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : The Dolomites

Snowshoeing in the Dolomites - Premium Adventure

£1449

 
 

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

VIEW TRIP

Estonia

Discover the Baltics

£1449

 
 

VIEW TRIP

Guided group walking

11 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

£1495

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Egypt

Ancient Egypt & Nile Cruise

£1499

 
 

VIEW TRIP

Guided group walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Croatia

Cycling Croatia's Dalmatian Coast

£1545

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Morocco

Highlights of Morocco - In Comfort

£1549

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

France : The French Riviera

Walks & Gardens of the French Riviera

£1699


5.0 (3 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : The Dolomites

Classic Dolomites - Premium

£1849


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

£2099

 
 

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 3
Stretching

Printed route
directions

VIEW TRIP

Sri Lanka

Walking Trails of Sri Lanka

£2299

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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

South Africa

Cycling the Cape & Winelands

£2439

 
 

VIEW TRIP

Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

VIEW TRIP

South Africa

South Africa: Walking & Wildlife

£2579

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

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

Costa Rica

Discover Costa Rica

£2749

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

Iceland

Iceland Explorer

£3349

 
 

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

£3749

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Thailand

Cycle Indochina & Angkor - Premium Adventure

£3949

 
 

VIEW TRIP

Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

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

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

£5749

 
 

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

£6549

 
 

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 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 & 2

Printed route
directions

VIEW TRIP
Tap here to filter results

Filter and sort

Holiday type
All

  • Self-guided walking
  • Self-guided cycling
  • Ski holidays
  • Canoeing
  • Multi activity
  • Pilgrimage
  • Private guided walking
  • Cultural tour
  • Guided group walking
  • Guided group cycling

Destination
All

  • Italy
  • Spain
  • France
  • Portugal
  • UK
  • Albania
  • Andorra
  • Austria
  • Belgium
  • Bermuda
  • Bosnia
  • Canada
  • Cape Verde
  • China
  • Costa Rica
  • Croatia
  • Cyprus
  • Czechia
  • Denmark
  • Egypt
  • Estonia
  • Finland
  • Faroe Islands
  • Germany
  • Greece
  • Holland
  • Iceland
  • Ireland
  • Japan
  • Kenya
  • Malta
  • Montenegro
  • Morocco
  • Nepal
  • Norway
  • Peru
  • Romania
  • Slovakia
  • Slovenia
  • South Africa
  • Sri Lanka
  • Sweden
  • Switzerland
  • Thailand
  • USA
  • Vietnam

Departure month
All

  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec

Activity level
All


  • Leisurely

  • Moderate

  • Demanding

  • Challenging

Accommodation type
All


  • Single centre

  • Twin centre  

  • Hotel-to-hotel

Best for
All

  • Singles
  • Couples
  • Families
  • Food lovers
  • Wine lovers
  • Nature lovers
  • Bird watchers
  • Historic sites
  • Vegetarians
  • Swimming opportunities
  • Electric bikes
  • Tandem bikes
  • GPS navigation
  • Dog friendly
  • Coastal routes
  • Island exploring
  • Lakes and rivers
  • High peaks
  • Unique accommodation
  • Parador hotels
  • New holidays
  • Bestsellers

Sorted by


  • Price

  • Duration

  • Level

Update filters

 

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.

Subscribe to our newsletter

Subscribe with your email address to keep up to date with news and offers from Headwater through Digital Marketing. For full details regarding your data including digital marketing please read our Privacy Policy here. You can withdraw your consent anytime by either clicking unsubscribe or by contacting us.

Customer Service
About us
Here to help
Get in touch

Phone: 01606 720199
Email: sales@headwater.com
We open again 9am tomorrow.

Contact details for UK visitors, tap here to change

 

Calls to our 01606 number from UK landlines cost the standard rate, but calls from mobiles may be higher. Please check with your network provider.

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

The Foreign & Commonwealth Office and the NHS have up-to-date advice on staying safe and healthy abroad. For more on security, local laws, plus passport and visa information, see travelaware.campaign.gov.uk. Keep informed of current travel health news by visiting www.fitfortravel.nhs.uk. For further information, please visit our Travel Aware page. The advice can change so check regularly for updates.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

© 2025 Headwater Holidays. All rights reserved.

ABTA Logo ATOL 9957 B-Corp Travel Aware Safer Tourism Foundation