Your search results

Showing 315 out of 315 trips

United Kingdom : Devon

The English Riviera & Dart Valley Walk

AU$1045


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

AU$1065

NEW FOR 2026

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

Malta + Gozo : Malta

Walking on Glorious Gozo - Short Break

AU$1150


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Malta + Gozo

Highlights of Secrets of Malta Walking

AU$1210


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Slovenia

Walking in the Soča and Bohinj Valleys

AU$1290

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Malta + Gozo : Malta

Walking on Glorious Gozo

AU$1495


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey Premium

AU$1540

NEW FOR 2026

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

Spain : The Canary Islands

Walk the Bonita Island of La Palma

AU$1640

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

Malta + Gozo

Discovering the Maltese Islands

AU$1660


4.3 (10 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Slovenia

Lake Bled and Lake Bohinj Walk

AU$1680


4.7 (32 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Spain : The Canary Islands

Contrasts of Lanzarote

AU$1885


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : Andalucia

Walking in Sierra de Aracena

AU$1950


4.8 (15 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Spain : The Canary Islands

Walking the trails of Tenerife

AU$1970


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

Portugal : The Azores

Walking the Green Island of the Azores

AU$2110


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

AU$2110


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

AU$2130


4.7 (44 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the Speyside Way

AU$2155


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Denmark

Cycling from Copenhagen

AU$2215


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Austria : The Tyrol

Walking the Kitzbuhel Alps Trail

AU$2215

NEW FOR 2026

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Portugal : Madeira

Walking the Waterways and villages of Madeira

AU$2215


4.2 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Asturias

Majestic Mountains of the Picos de Europa

AU$2215


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Spain : The Canary Islands

Contrasts of La Gomera

AU$2235


4.2 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Germany : Saxon Switzerland

Walking in the Elbe Sandstone Mountains

AU$2255

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Italy : The Bay of Naples

The Islands of Amalfi Walk

AU$2275


4.6 (14 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking St Cuthbert's Way

AU$2295


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Italy : Puglia

Journey through Puglia to Matera

AU$2315


4.8 (15 reviews)

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

Spain : The Canary Islands

Walking on Gran Canaria

AU$2315


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Umbria

Undiscovered Villages of Umbria Walk

AU$2315


4.7 (16 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Volcanoes and Vineyards of Lanzarote

AU$2335


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 2+

Headwater
Navigation App

Albania

E-bike Across Southern Albania

AU$2440


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : The Dolomites

Cycling from the Dolomites to Venice

AU$2480


4.6 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

AU$2480


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking across La Gomera

AU$2500

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 3

Headwater
Navigation App

France : The Pyrenees

Basque Country : From the Mountains to the Ocean

AU$2520


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Croatia

Dalmatian Coast Island Hopping

AU$2665


4.8 (20 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Umbria

The Wine Trails of Umbria Cycling

AU$2685


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the Rob Roy Way

AU$2725

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Croatia

Dalmatian Islands Walk

AU$2745


4.9 (9 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the West Highland Way

AU$2790


4.3 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

AU$2810


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Holland

Cycling the Highlights of Holland

AU$2975


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Greece : Peloponnese

Cycling in the Peloponnese

AU$3035


4.8 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Belgium

Cycling from Bruges to Amsterdam

AU$3115


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

AU$3135


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

AU$3220


4.9 (7 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France

St. Malo to Mont-Saint-Michel Cycling

AU$3240

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : Mainland Portugal

Cycling in the Douro Valley

AU$3260

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

France : Champagne

Cycling Champagne in Luxury

AU$3280

NEW FOR 2026

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 2
Moderate

Navigation App

Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

AU$3360


4.7 (14 reviews)

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Atlantic Coast

Cycling along the Atlantic Coast

AU$3465

NEW FOR 2026

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

AU$3465

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

AU$4040

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

AU$4080

 
 

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

AU$5065

NEW FOR 2026

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Cycling the Norwegian Archipelago South of Bergen

AU$5780

NEW FOR 2026

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

AU$6315

 
 

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
Navigation App

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

AU$6520

NEW FOR 2026

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Cycling in the Lofoten Islands

AU$7585


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Sicily

Walking the Highlights of Western Sicily

AU$2380


4.5 (104 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

The Amalfi Coast Walk

AU$4715


4.8 (93 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Volcanoes of Sicily Walk

AU$3260


4.4 (12 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France

Chateaux Of The Loire Walk

AU$2910


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Corsica

North Corsican Wonders Between Coast and Mountains

AU$2480


4.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

Malta + Gozo

Walking on Gozo - Calypso's Isle

AU$1785


4.6 (143 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

AU$2665


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Italy : The Bay of Naples

Paths of the Amalfi Coast

AU$1700


4.6 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

Walking Amalfi's Path of the Gods

AU$2010


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Veneto

Heart of Veneto Cycling

AU$2195


4.8 (73 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : Veneto

Bolzano, Verona & Venice Ride

AU$2315


4.7 (20 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Veneto

Walking in the Venetian Hills

AU$2360


4.7 (91 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

AU$2400


4.7 (65 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Walking

AU$2605


4.9 (31 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Secrets of Sicily Cycling

AU$2625


4.6 (25 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Cycling

AU$2705


4.9 (28 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : The Algarve

Cycling in The Real Algarve

AU$2870


4.7 (66 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Bermuda

Islands of Bermuda Walk

AU$2890


4.6 (38 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : The Dolomites

Walks in The Italian Dolomites

AU$3015


4.9 (136 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : Madeira

Marvels of Madeira Walk

AU$3055


4.7 (126 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

AU$3075


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

AU$3340


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Italy : The Dolomites

Walking the Dolomites of Alta Badia

AU$3405


4.8 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Sicily

Cycling through Baroque Sicily

AU$3465


4.5 (23 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Switzerland : Valais

Walking in Val D'Anniviers

AU$3505


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

Slovenia

Julian Alps to the Adriatic Cycling

AU$4570


4.8 (128 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

AU$1515


4.8 (31 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Cornwall

Walking the Lizard Peninsula

AU$1925


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Austria : Salzburg

Walking in Austria's Lake District

AU$2195


4.8 (22 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Spain : Catalonia

Catalan Classic Walk

AU$2315


4.7 (79 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Lake District

Literary Walking in the Lake District

AU$2315


4.8 (36 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

AU$2315


4.8 (156 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

France : The Dordogne

Dordogne Valleys & Villages Cycling

AU$2500


4.7 (52 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Walk the Algarve's Wild West

AU$2400


4.8 (90 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : The Danube

Cycling from Vienna to Budapest

AU$2440


4.6 (66 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Ireland

Walking the Kerry Way and Killarney N.P.

AU$2540


4.8 (10 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Dordogne

Dordogne River Walk

AU$2625


4.7 (32 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

AU$2645


3.9 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

AU$2665


4.7 (35 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Andalucia

White Villages of Andalucia Walk

AU$2665


4.9 (139 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Austria : Salzburg

Austrian Lakes Activities

AU$2870


4.8 (69 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling

AU$2910


4.7 (56 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

AU$2975


4.4 (17 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Italy : Puglia

Contrasts of Puglia Cycling

AU$2975


4.6 (126 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Lake Constance

Lake Constance Cycling

AU$3095


4.7 (95 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Croatia

Coastal Croatia - Porec to Pula Cycling

AU$3240


4.7 (87 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Norfolk

Contrasts of Norfolk Cycling

AU$3360


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Porto Coastal Cycling

AU$3360


4.4 (59 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

AU$3650


4.7 (15 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Piedmont

Gastronomic Barolo Walk

AU$3895


4.9 (97 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Norway : Gudbrandsdalen

Cross-country skiing at Venabu

AU$3935


4.8 (293 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

AU$4490


4.8 (89 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Germany : Bavaria

Short Break in the Altmuhltal Nature Park

AU$1105


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Spain : Andalucia

Hidden Valleys of Cordoba Walk

AU$1190


4.8 (55 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Devon

Walking Devon's Coastal Highlights

AU$1210


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Walking the Green Coast of Minho

AU$1210


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle - Short Break

AU$1230


4.7 (10 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Catalonia

Catalan Classic Walk - Short Break

AU$1395


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

AU$1515


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Switzerland : The Bernese Oberland

Cross-country skiing and winter walking in Kandersteg

AU$1560


4.7 (6 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



Cyprus

Walking the Akamas Peninsula

AU$1560


4.5 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

Malta + Gozo : Malta

Secrets of Malta Walking

AU$1560


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Veneto

Walking in the Prosecco Hills

AU$1600

NEW FOR 2026

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 1+ & 2

Navigation App

Switzerland : The Bernese Oberland

Cross-country skiing and winter walking in Kandersteg - Short Break

AU$1620


4.8 (4 reviews)

VIEW TRIP

Winter snow holiday

5 nights,
single centre



Ireland

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

AU$1620


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

AU$1620


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : Alsace

Villages & Vineyards of Alsace- Short Break

AU$1640


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Chateaux Of The Loire Walk - Short Break

AU$1660

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Andorra

Walking the Rugged Pyrenees of Andorra

AU$1680


4.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
Navigation App

Spain

Walking Mallorca's Mountains and Coast

AU$1700


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Liguria

Walking in the Cinque Terre and Portofino

AU$1765


4.3 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

AU$1765


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Andalucia

Walking the White Villages of the Alpujarras

AU$1765


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Portugal : Madeira

Walk the Garden Island of Madeira

AU$1765


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Cyprus

Contrasts of Cyprus Walking

AU$1765


4.6 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

Greece

Walking on Kythnos Island

AU$1785


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

AU$1785

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : Champagne

Cycling the Vineyards of Champagne

AU$1805

 
 

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

Germany : Bavaria

Walking in the Altmuhltal Nature Park

AU$1805


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : Northern Ireland

Walking the Antrim Way

AU$1825

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Classic Burgundy Cycling

AU$1845


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Italy

Undiscovered Puglia Walk - Discovering the South-East Coast

AU$1845


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Balearic Islands

Walking the Coastal Trails of Menorca

AU$1865


4.6 (60 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking in Kandersteg - Short Break

AU$1885


4.9 (13 reviews)

VIEW TRIP

Self-guided walking

5 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Romania : Transylvania

Walking in Transylvania and the Carpathian Mountains

AU$1885


4.9 (20 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

France : Burgundy

Tour de France - Burgundy

AU$1905

 
 

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Provence

Tour de France - Provence

AU$1950

 
 

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Slovakia

Walking the Tatra Mountains in Slovakia

AU$1970

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

AU$1990


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

France : Alsace

Cycling the Wine Route of Alsace

AU$1990


4.8 (10 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Austria : The Tyrol

Cross-country skiing at Leutasch

AU$2010


4.5 (13 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



United Kingdom : Devon

Walking South Devon's Coastal Path

AU$2050


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Mont Blanc

Mont Blanc Walks - Short Break

AU$2070


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

United Kingdom : Devon

Contrasts of Devon Walking

AU$2090


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Champagne

Walking The Vineyards of Champagne - Deluxe

AU$2110


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Austria : The Danube

Walking the Wachau Heritage Trail

AU$2110


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Bordeaux

Cycling The Grand Crus of Bordeaux

AU$2155


4.5 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : Wales

Highlights of the Gower Peninsula Walk

AU$2155


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Germany : Bavaria

Walking the Black Forest to Lake Constance

AU$2155


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

AU$2175


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Mont Blanc

Mont Blanc Walks - Short Break Premium

AU$2195

 
 

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Germany : Bavaria

Walking Bavaria's Lakes and Mountains

AU$2195


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Greece

Walking on Kythnos Island - Premium

AU$2215


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : Burgundy

Walking in Burgundy's Vineyards - Short Break

AU$2235

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Pyrenees

Mediterranean Pyrenees Coastal Walk from Collioure to Cadaques

AU$2235


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sardinia

Walking Sardinia's Green Coast

AU$2235


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Short Break

AU$2255


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : Veneto

Adriatic Coast - Venice to Porec Ride

AU$2255


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Czechia

Walking through Bohemia

AU$2255


4.9 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Loire

Cycling The UNESCO Loire Valley

AU$2275


5.0 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : Bavaria

Cycling Bavaria's Lake Chiemsee

AU$2275


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

AU$2275


4.7 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : The Dolomites

Cross-country skiing in the Dolomites

AU$2275


4.7 (3 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



United Kingdom : Wales

North Pembrokeshire Coast Walk

AU$2275

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

Austria : The Danube

Cycling along the Danube from Passau to Vienna

AU$2295


4.9 (28 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Multi Activity in the Loire

AU$2295


5.0 (2 reviews)

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

United Kingdom : Wales

Walk the Welsh Highland Railway

AU$2295


3.8 (4 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Andorra

Walk across Andorra

AU$2315


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Headwater
Navigation App

Bosnia

Walking the Olympic Mountains of Bosnia

AU$2335


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Champagne

Cycle The Wine Route of Champagne

AU$2360


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

France : Provence

Cycling the Colourful villages of Provence

AU$2360

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Provence

Provence : between Vineyards and olive groves

AU$2380


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

AU$2380


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

Austria : Salzburg

Walking the Tyrolean Mountains

AU$2400


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

AU$2420

 
 

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Austria : Salzburg

Salzkammergut Lakes Walk

AU$2440


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

United Kingdom

Walking in Jersey, Guernsey and Sark

AU$2460


4.4 (16 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

Italy : Campania

Coastal Cilento Walk

AU$2460


4.9 (9 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Italian Lakes

Cycling Lake Garda by e-bike

AU$2480


4.6 (5 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Spain

Walking in El Hierro

AU$2480


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
Navigation App

France : Normandy

Normandy Walk from Deauville to Bayeux

AU$2500


4.7 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Austria : Lake Constance

Highlights of Lake Constance by bike

AU$2520


4.9 (30 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Ireland

Walking and Cycling the Wild Atlantic Way

AU$2520

 
 

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

AU$2520


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Spain : Galicia

Highlights of the Camino de Santiago Walk

AU$2520


4.8 (19 reviews)

VIEW TRIP

Self-guided pilgrimage

7 nights,
hotel-to-hotel

Headwater
Navigation App

France : Normandy

D-Day Beaches Of Normandy Cycling

AU$2540


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

United Kingdom : Cornwall

Walking the Western Tip of Cornwall

AU$2540


4.9 (18 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

France : The French Riviera

The French Riviera Golden Islands

AU$2540

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

Finland

Cross-country skiing in Lapland

AU$2565


4.8 (24 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



Italy : Umbria

Walking on the Francigena Way

AU$2565


4.6 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

United Kingdom : Norfolk

Highlights of Norfolk Cycling

AU$2585


4.4 (11 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland

Walk the Crossroads of Five Passes

AU$2605


4.9 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

Greece : Crete

Cycling the Coast of Eastern Crete

AU$2625


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Portugal : Mainland Portugal

Tour the Treasures of Portugal

AU$2625


4.8 (5 reviews)

VIEW TRIP

Cultural tour

7 nights,
twin centre



Italy : Trentino

Wine & Walk in Chianti

AU$2625


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

AU$2665


4.6 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Wales

Walking Offa's Dyke Path (South)

AU$2665

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Galicia

Walking across the Pyrenees on the Camino Frances

AU$2665


4.8 (5 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Spain : Catalonia

Classic Catalan Cycling

AU$2685


4.8 (12 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Tour de France - Loire

AU$2725

 
 

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

AU$2725


4.7 (6 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Dordogne

Canoeing on the Dordogne

AU$2790


4.9 (61 reviews)

VIEW TRIP

8 nights,
hotel-to-hotel

Printed route
directions



Spain : The Canary Islands

Highlights of El Hierro Walk

AU$2745


4.9 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
Navigation App

France

Cycling The UNESCO Loire Valley - Deluxe

AU$2770


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Belgium

Cycling from Brussels to Bruges

AU$2770


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Walking in Burgundy's Vineyards

AU$2770


4.8 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

AU$2790


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : Andalucia

Three Cities of Andalucia

AU$2790


4.8 (6 reviews)

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel



France : Burgundy

Cycling the Vineyards From Beaune to Macon

AU$2810


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : Alsace

Villages & Vineyards of Alsace

AU$2830


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Canoeing on the Loire

AU$2850


4.0 (1 reviews)

VIEW TRIP

5 nights,
hotel-to-hotel

Navigation App



France : Canal du Midi

Tour de France - Canal du Midi

AU$2850


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Ireland

Unspoilt Ring of Kerry Cycling

AU$2850


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sardinia

Undiscovered Sardinia Cycling

AU$2850


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

AU$2870


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : Alsace

Cycling the Scenic Rhine: Strasbourg to Mainz

AU$2870

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : The Moselle

Meandering the Moselle Cycle Path

AU$2870


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : The Loire

Cycling The Chateaux Of The Loire

AU$2890


4.5 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : Rioja

Vineyards of La Rioja Cycling

AU$2910


4.5 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

AU$2910


4.9 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

France

Dordogne Activities

AU$2975


4.8 (34 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Switzerland : Valais

Walk in the Home of the Matterhorn

AU$2930


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

AU$2930


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Greece : Crete

Walking the Wonders of Crete

AU$2950


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Sicily

Sicily: Vino & Volcanoes

AU$2975


5.0 (2 reviews)

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

Montenegro

Highlights of Southern Montenegro Walk

AU$2975


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

AU$3035


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

Sweden : sweden

Cycling Stockholm's Archipelago

AU$3055


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Extremadura

Cycling Central Spain in Style

AU$3055


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

France : Atlantic Coast

Tour de France - Atlantic Coast

AU$3075

 
 

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

Austria : The Danube

Passau to Vienna Cycling

AU$3075


4.8 (77 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Austria : The Tyrol

Alpine Walks in the Stubai Valley

AU$3075


4.7 (12 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Holland

Cycling from Amsterdam to Brussels

AU$3115


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Croatia

Hike, Bike & Paddle Croatia

AU$3135


4.0 (1 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

AU$3155


5.0 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

AU$3260


4.5 (17 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Mont Blanc

Walking Tour du Mont Blanc

AU$3260

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

United Kingdom : Wales

Walking Offa's Dyke Path (North)

AU$3340

 
 

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Norway

Walking in Balestrand

AU$3360


4.3 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Cycling

AU$3385


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

AU$3405


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Cape Verde

Cape Verde's Northern Islands - With Private Guide

AU$3505


4.9 (7 reviews)

VIEW TRIP

Private guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

United Kingdom : The Cotswolds

The Cotswold Way Walk

AU$3525


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : The Algarve

Walking the Algarve's South West

AU$3525


4.9 (34 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France

Paris to the Sea Along the Seine River

AU$3650

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

AU$3690


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : Corsica

Corsica with Ebike

AU$3730


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Italian Lakes

Cycling the Italian Lakes

AU$3815


4.9 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Porto to Coimbra Cycling

AU$3875


4.8 (56 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : Mont Blanc

Walking Tour du Mont Blanc - Premium

AU$3895


4.8 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

Sweden : sweden

Stockholm to Copenhagen Cycling

AU$3935


4.2 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Loire

Cycling the Loire in Luxury

AU$4020

NEW FOR 2026

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

Slovenia

Secrets of Slovenia Cycling

AU$4040


4.9 (14 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Denmark

Nordic Cities by Rail

AU$4100


5.0 (1 reviews)

VIEW TRIP

Cultural tour

9 nights,
hotel-to-hotel



Morocco

Morocco: Mountains, Desert & Coast

AU$4140

 
 

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel



Italy : Puglia

Highlights of Puglia Cycling

AU$4265


4.8 (13 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : The Azores

Island Hopping in the Azores

AU$4265


4.6 (5 reviews)

VIEW TRIP

Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Northumberland

Walking from Coast to Coast

AU$4715


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

Iceland

Walking Iceland's Diamond Circle

AU$4755


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

Norway : Gudbrandsdalen

Guided Walking in Venabu

AU$4840


4.8 (16 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

AU$5290

 
 

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Canada : Sunshine Coast

Walking Canada's Sunshine Coast

AU$5350


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

USA : Maine

Cycling Maine's Coast & National Park

AU$6560

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Japan

Shikoku Pilgrimage Trail

AU$6825


5.0 (1 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Japan

Walk the Kumano Kodo

AU$6890


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

China

Walking the Charms of China - With Private Guide

AU$7175

 
 

VIEW TRIP

Private guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Japan

Walk the Nakasendo Trail

AU$7420

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Japan: Hiroshima & Island Hopping

AU$7645

 
 

VIEW TRIP

Multi-activity holiday

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Faroe Islands

Walking the Faroe Islands - With Private Guide

AU$7750

 
 

VIEW TRIP

Private guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Japan

Exploring the land of Shogun and Samurai

AU$7955

NEW FOR 2026

VIEW TRIP

Cultural tour

10 nights,
hotel-to-hotel

8 meals
included

Peru

Walking Machu Picchu - With Private Guide

AU$8715

 
 

VIEW TRIP

Private guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

France

Tour de France

AU$11315

 
 

VIEW TRIP

Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Kenya

Kenya Photographic Safari with Paul Goldstein - Premium Adventure

AU$0

 
 

VIEW TRIP

Guided group walking

6 nights,
single centre

Level: 3
Stretching

Printed route
directions

Morocco

Atlas Panorama

AU$1600

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Cyprus

Walking in North Cyprus

AU$2255


4.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Greece

Walking the Mountains & Villages of Evia

AU$2665


4.8 (4 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

Albania

Highlights of Albania

AU$2770

 
 

VIEW TRIP

Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : The Bay of Naples

Walking the Amalfi Coast

AU$2975


4.7 (11 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Greece

Walking on the Greek Islands

AU$3280

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Spain : Mallorca

Walking in Mallorca

AU$3280


5.0 (6 reviews)

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Italy : Puglia

Walking in Puglia & Matera

AU$3280


4.3 (12 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Egypt

Ancient Egypt & Nile Cruise

AU$3690

 
 

VIEW TRIP

Guided group walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Morocco

Highlights of Morocco - In Comfort

AU$3690

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Veneto

Walk The Prosecco Hills & Hidden Venice

AU$3855


4.8 (5 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

France : The French Riviera

Walks & Gardens of the French Riviera

AU$4000


5.0 (3 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Croatia

Cycling Croatia's Dalmatian Coast

AU$4090

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : The Dolomites

Snowshoeing in the Dolomites - Premium Adventure

AU$4100

 
 

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Italy : Sardinia

Walking in Sardinia

AU$4100


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Estonia

Discover the Baltics

AU$4100

 
 

VIEW TRIP

Guided group walking

11 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

AU$4195

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

France : Mont Blanc

Mont Blanc Hiking Highlights

AU$4195

 
 

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Estonia

Cycle the Baltics

AU$4305

 
 

VIEW TRIP

Guided group cycling

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Greece

Cycling in Greece

AU$4410

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : The Dolomites

Classic Dolomites - Premium

AU$4675


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Peru

The Inca Trail in Comfort

AU$5330

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

South Africa

Cycling the Cape & Winelands

AU$5595

 
 

VIEW TRIP

Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Portugal : The Azores

Walking in the Azores

AU$5740

 
 

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 3
Stretching

Printed route
directions

Spain : Catalonia

Cycling the Mediterranean Coast in Spain

AU$5845

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

South Africa

South Africa: Walking & Wildlife

AU$6315

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Costa Rica

Discover Costa Rica

AU$6665

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Iceland

Iceland Explorer

AU$6825

 
 

VIEW TRIP

Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Costa Rica

Costa Rica's Coastal Secrets

AU$8200

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Nepal

Annapurna Trails & Chitwan - Premium Adventure

AU$9020

 
 

VIEW TRIP

Guided group walking

12 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Thailand

Cycle Indochina & Angkor - Premium Adventure

AU$9225

 
 

VIEW TRIP

Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Peru

Peru Explorer

AU$9635

 
 

VIEW TRIP

Guided group walking

19 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Japan

Japan's Kumano Kodo

AU$12710

 
 

VIEW TRIP

Guided group walking

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Germany : Bavaria

Walking in Southern Bavaria

AU$1620


4.7 (58 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 & 2

Headwater
Navigation App

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
  • Croatia
  • Cyprus
  • Czechia
  • Denmark
  • Estonia
  • Faroe Islands
  • Finland
  • Germany
  • Greece
  • Holland
  • Iceland
  • Ireland
  • Japan
  • Malta + Gozo
  • Montenegro
  • Morocco
  • Norway
  • Peru
  • Romania
  • Slovakia
  • Slovenia
  • Sweden
  • Switzerland
  • USA

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
  • Headwater Navigation App
  • Dog friendly
  • Positive impact
  • In luxury
  • Coastal routes
  • Island exploring
  • Lakes and rivers
  • High peaks
  • 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.