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.

Why choose Headwater?

 

 

Showing 337 out of trips

Listed below are the holidays that match your search criteria, to view any of the holidays shown simply click on the 'View holiday' button. Use the 'Filter and sort' options to refine your results.

Gozo

Walking on Glorious Gozo - Short Break

£459

NEW FOR 2025

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Malta

Highlights of Secrets of Malta Walking

£489

 
 

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Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Slovenia

Lake Bled and Lake Bohinj Walk

£519


4.5 (20 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+ & 2

Printed route
directions

United Kingdom : Devon

The English Riviera & Dart Valley Walk

£559

 
 

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

£569

NEW FOR 2025

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Printed route
directions

United Kingdom : The Channel Islands

Walking in Jersey Premium

£629

NEW FOR 2025

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

Gozo

Walking on Glorious Gozo

£629

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Malta

Discovering the Maltese Islands

£709


4.1 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking the trails of Tenerife

£779

 
 

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Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

Spain : Asturias

Majestic Mountains of the Picos de Europa

£839


4.8 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Spain : Andalucia

Walking in Sierra de Aracena

£849


4.8 (10 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Portugal : Madeira

Walking the Waterways and villages of Madeira

£899


4.0 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

£909


4.7 (40 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Denmark

Cycling from Copenhagen

£919


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Portugal : The Azores

Walking the Green Island of the Azores

£929


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking St Cuthbert's Way

£939


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Contrasts of Lanzarote

£939


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of La Gomera

£949


4.3 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the Speyside Way

£959


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Ireland

Dublin & The Wicklow Way Walking

£969

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Umbria

Undiscovered Villages of Umbria Walk

£969


4.8 (11 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

£979


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 2+

Headwater
Navigation App

Spain : The Canary Islands

Walking on Gran Canaria

£989


5.0 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Dolomites

Cycling from the Dolomites to Venice

£1009


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : Puglia

Journey through Puglia to Matera

£1009


4.8 (8 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

£1039

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Italy : The Bay of Naples

The Islands of Amalfi Walk

£1059


4.6 (12 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Albania

E-bike Across Southern Albania

£1089

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

France : The Pyrenees

Basque Country : From the Mountains to the Ocean

£1099

 
 

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Scotland

Walking the West Highland Way

£1099


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Italy : Umbria

The Wine Trails of Umbria Cycling

£1129


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Croatia

Dalmatian Coast Island Hopping

£1129


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Brittany

St Malo to Mont St Michel Cycling

£1149

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Croatia

Dalmatian Islands Walk

£1169


4.9 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

Holland

Cycling the Highlights of Holland

£1229


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

United Kingdom : Scotland

Walking the Rob Roy Way

£1229

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Greece

Cycling in the Peloponnese

£1239


4.8 (11 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking across La Gomera

£1239

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

£1239

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Slovenia

Walking in the Soča and Bohinj Valleys

£1259

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

£1269


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

£1379

NEW FOR 2025

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
Navigation App

United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

£1389


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Cycling in the Douro Valley

£1419

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

£1459


4.6 (10 reviews)

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking in Tenerife and La Palma

£1509

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

Belgium

Cycling from Bruges to Amsterdam

£1589


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Morocco

Highlights of Morocco - In Comfort

£1699

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

France : Atlantic Coast

Cycling along the Atlantic Coast

£1739

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Greece

Cycling in Greece

£1829

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

£1849

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

£1889

NEW FOR 2025

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Trentino

Brenner Pass to Venice Cycling

£1899


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Canada : Sunshine Coast

Walk & Paddle Canada’s Sunshine Coast

£2609

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
Navigation App

Norway

Cycling in the Lofoten Islands

£3469


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Sicily

Walking the Highlights of Western Sicily

£999

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

The Amalfi Coast Walk

£2009


4.8 (87 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Volcanoes of Sicily Walk

£1359


4.4 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Chateaux Of The Loire Walk

£1259


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

£1189


4.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

Gozo

Walking on Gozo - Calypso's Isle

£749


4.6 (141 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)

£1169


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

France : Provence

Hilltop Villages of Provence with e-bike

£1629


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
twin centre

Level: 1+ & 2

Printed route
directions

Italy : The Bay of Naples

Paths of the Amalfi Coast

£729


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

£799


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Veneto

Walking in the Venetian Hills

£849


4.7 (88 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Veneto

Heart of Veneto Cycling

£939


4.8 (72 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

£1009


4.7 (49 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Italy : Veneto

Bolzano, Verona & Venice Ride

£1079


4.7 (18 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Veneto

Venetian Villas and Vineyards Cycling

£1079


4.7 (57 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Italy : Sicily

Secrets of Sicily Cycling

£1159


4.6 (22 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Walking

£1169


4.9 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Cycling

£1219


4.9 (27 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : Madeira

Marvels of Madeira Walk

£1219


4.7 (119 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Cycling in The Real Algarve

£1279


4.7 (61 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Bermuda

Islands of Bermuda Walk

£1279


4.6 (34 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

£1319


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

Italy : The Dolomites

Walks in The Italian Dolomites

£1319


4.9 (126 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : Provence

Landscapes of the Luberon Walk

£1379


4.7 (37 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

£1449


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Italy : Sicily

Cycling through Baroque Sicily

£1479


4.4 (20 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : The Dolomites

Walking the Dolomites of Alta Badia

£1479


4.8 (23 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Switzerland : Valais

Walking in Val D'Anniviers

£1549


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

France : Provence

Cotes du Ventoux Cycling

£1729


4.8 (36 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Slovenia

Julian Alps to the Adriatic Cycling

£1889


4.8 (118 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : Provence

Landscapes of the Luberon Cycling

£2039


4.4 (21 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

£649


4.8 (29 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking the Lizard Peninsula

£769


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : Catalonia

Catalan Classic Walk

£819


4.7 (78 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Salzburg

Walking in Austria's Lake District

£899


4.8 (18 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

£919

 
 

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Austria

Cycling from Vienna to Budapest

£1019


4.6 (49 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.

£1039


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Portugal : The Algarve

Walk the Algarve's Wild West

£1049


4.8 (86 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Dordogne

Dordogne Valleys & Villages Cycling

£1069


4.7 (42 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling

£1079


4.7 (53 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Austria : Salzburg

Austrian Lakes Activities

£1079


4.8 (68 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

France : The Dordogne

Dordogne River Walk

£1099


4.7 (29 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

£1179


4.7 (25 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Andalucia

White Villages of Andalucia Walk

£1199


4.9 (134 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Italy : Puglia

Contrasts of Puglia Cycling

£1279


4.6 (123 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

£1299


4.8 (134 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

£1349


4.3 (12 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

United Kingdom : Norfolk

Contrasts of Norfolk Cycling

£1379


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Carinthia

Lake Constance Cycling

£1389


4.7 (88 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

United Kingdom : Lake District

Literary Walking in the Lake District

£1399


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Porto Coastal Cycling

£1449


4.4 (59 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Croatia

Coastal Croatia - Porec to Pula Cycling

£1479


4.7 (85 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

£1579


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

£1619


3.9 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Norway : Gudbrandsdalen

Cross-country skiing at Venabu

£1709


4.8 (251 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Spain : Galicia

Walking the Camino de Santiago

£1749


4.6 (43 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Piedmont

Gastronomic Barolo Walk

£1909


4.9 (91 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

£2299


4.8 (88 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Portugal : Mainland Portugal

Walking the Green Coast of Minho

£449


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Spain : Andalucia

Hidden Valleys of Cordoba Walk

£469


4.8 (51 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Gozo

Walking on Gozo - Calypso's Isle - Short Break

£489


4.8 (9 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
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Germany : Bavaria

Short Break in the Altmuhltal Nature Park

£559


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Cyprus

WALKING THE AKAMAS PENINSULA

£619


4.5 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
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United Kingdom : Devon

Walking Devon's Coastal Highlights

£629


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Malta

Secrets of Malta Walking

£659


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Andorra

Walking the Rugged Pyrenees of Andorra

£659


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
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Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

£679


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Spain : Andalucia

Walking the White Villages of the Alpujarras

£709


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
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Portugal : Madeira

Walk the Garden Island of Madeira

£719


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Spain : Asturias

Highlights of the Picos de Europa

£719


4.3 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 3
Stretching

Headwater
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Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

£719

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
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United Kingdom : Northern Ireland

Walking the Antrim Way

£729

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Cycling in Beaune Vineyards

£739


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Greece

Walking on Kythnos Island

£739


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
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Romania : Transylvania

Transylvanian Castles Walk

£749


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Holland

Cycling from Amsterdam

£759

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

Cyprus

Contrasts of Cyprus Walking

£759


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
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France : Champagne

Cycling the Vineyards of Champagne

£779

 
 

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

Switzerland : The Bernese Oberland

Cross country skiing in Kandersteg - Short Break

£779


4.8 (4 reviews)

VIEW TRIP

Winter snow holiday

5 nights,
single centre

Ireland

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

£779


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Liguria

Walking in the Cinque Terre and Portofino

£779


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

£789


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Switzerland : Valais

Walking the Valais Matterhorn Region

£799

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+ & 3

Headwater
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Spain : Balearic Islands

Walking the Coastal Trails of Menorca

£809


4.6 (60 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

France : The Loire

Chateaux Of The Loire Walk - Short Break

£819

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Czechia

Walking through Bohemia

£819


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

£819


3.3 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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France : Burgundy

Tour de France - Burgundy

£829

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

£829


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Spain : Catalonia

Catalonia Activities

£839


4.5 (13 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

France : Alsace

Villages & Vineyards of Alsace- Short Break

£839


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Provence

Tour de France - Provence

£849

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Spain : Catalonia

Catalan Classic Walk - Short Break

£849


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Devon

Contrasts of Devon Walking

£859


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Austria : The Danube

Walking the Wachau Heritage Trail

£879


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Austria : The Tyrol

Self guided cross-country skiing at Leutasch

£889


4.3 (8 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Printed route
directions

Italy : The Dolomites

Cross country skiing in the Dolomites

£899

NEW FOR 2025

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Spain : The Canary Islands

Walking the Trails of La Palma

£899


4.3 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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France : Burgundy

Classic Burgundy Cycling

£909


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Germany

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

Italy : Italian Lakes

Cycling Lake Garda with e-bike

£929


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
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Italy : Sardinia

Walking Sardinia's Green Coast

£929

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Burgundy

Walking in Burgundy’s Vineyards - Short Break

£939

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Germany

Walking Bavaria’s Lakes and Mountains

£939


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Austria : The Danube

Cycling along the Danube from Passau to Vienna

£949


4.9 (20 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Cycling In The Royal Loire Valley

£959

 
 

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 1
Leisurely

Navigation App

Sweden : sweden

Cycling from Stockholm

£959

 
 

VIEW TRIP

Self-guided cycling

5 nights,
single centre

Level: 1+
Leisurely plus

Headwater
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Italy : Veneto

Adriatic Coast - Venice to Poreč Ride

£959

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Loire

Multi Activity in the Loire

£959

 
 

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : The Canary Islands

Highlights of El Hierro Walk

£959


4.9 (10 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Short Break

£969


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Cycling The UNESCO Loire Valley

£969


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : Bavaria

Highlights of Lake Chiemsee by Bike

£969


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Spain : The Canary Islands

Walking in El Hierro

£969


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
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Austria : The Tyrol

Alpine Walks in the Stubai Valley

£969


4.6 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Switzerland : The Bernese Oberland

Cross country skiing in Kandersteg

£979


4.7 (3 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre

France : Champagne

Walking The Vineyards of Champagne - Deluxe

£979


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

France : The Pyrenees

Mediterranean Pyrenees Coastal Walk from Collioure to Cadaques

£979


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

£989

 
 

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

Austria : The Tyrol

Walking the Tyrolean Mountains

£989


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Andorra

Walk across Andorra

£989


4.6 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Headwater
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Germany : Bavaria

Walking the Black Forest to Lake Constance

£999

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

United Kingdom : Wales

Highlights of the Gower Peninsula Walk

£1009


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Devon

Walking South Devon's Coastal Path

£1019


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Campania

Coastal Cilento Walk

£1019


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Alsace

Cycling the Wine Route of Alsace

£1029


4.8 (9 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

£1029


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

France : Mont Blanc

Mont Blanc Walks – Short Break

£1049

 
 

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking in Kandersteg - Short Break

£1049


4.9 (12 reviews)

VIEW TRIP

Self-guided walking

5 nights,
single centre

Level: 2
Moderate

Headwater
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United Kingdom

Walking the Western Tip of Cornwall

£1049


4.9 (17 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Switzerland : The Bernese Oberland

Walk the Crossroads of Five Passes

£1049


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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Austria : Lake Constance

Highlights of Lake Constance by bike

£1059


4.9 (26 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Spain : Catalonia

Classic Catalan Cycling

£1059


4.8 (11 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

£1059


4.4 (14 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

United Kingdom : Wales

North Pembrokeshire Coast Walk

£1059

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

Finland

Cross-country skiing in Lapland

£1069


4.7 (14 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Printed route
directions

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

£1069

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : Wales

Walk the Welsh Highland Railway

£1079


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Umbria

Walking on the Francigena Way

£1079


4.6 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Germany : Bavaria

Cycling Bavaria’s Lake Chiemsee

£1089


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

£1089


4.6 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Bosnia

Walking the Olympic Mountains of Bosnia

£1089

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Normandy

D-Day Beaches Of Normandy Cycling

£1099


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Portugal : Mainland Portugal

Tour the Treasures of Portugal

£1099


4.5 (2 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
twin centre

Spain : Galicia

Highlights of the Camino de Santiago Walk

£1109


4.9 (16 reviews)

VIEW TRIP

Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Normandy

Normandy Walk from Deauville to Bayeux

£1109


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Tuscany

Wine & Walk in Chianti

£1109


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

France : Burgundy

Cycling The Grand Crus of Burgundy

£1119


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Greece

Cycling the Coast of Eastern Crete

£1119


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Spain : Galicia

Walking across the Pyrenees on the Camino Frances

£1119


4.8 (4 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Spain : Andalucia

Three Cities of Andalucia

£1129


4.8 (5 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

France : Champagne

Cycle The Wine Route of Champagne

£1139

 
 

VIEW TRIP

Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

Switzerland

Walking in the Lower Engadine

£1139


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

£1149


4.5 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Burgundy

Walking in Burgundy’s Vineyards

£1149


4.7 (6 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Belgium

Cycling from Brussels to Bruges

£1169


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Mont Blanc

Mont Blanc Walks – Short Break Premium

£1169

 
 

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : The Loire

Canoeing on the Loire

£1179

 
 

VIEW TRIP

5 nights,
hotel-to-hotel

Navigation App

France : The Loire

Tour de France - Loire

£1179

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

£1179


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : Andalucia

E-biking in Andalucia: Sierra de Aracena

£1179

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Norway : Gudbrandsdalen

Cross Country Skiing at Rondane National Park

£1179

NEW FOR 2025

VIEW TRIP

Winter snow holiday

5 nights,
single centre

Ireland

Walking and Cycling the Wild Atlantic Way

£1179

 
 

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : Northern Ireland

The Antrim Coast and Glens Walking

£1179

 
 

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Bordeaux

Cycling The Grand Crus of Bordeaux

£1189


4.5 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Greece : Peloponnese

Walking the Historical Paths of Outer Mani

£1189

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Dordogne

Canoeing on the Dordogne

£1199


4.9 (55 reviews)

VIEW TRIP

8 nights,
hotel-to-hotel

Printed route
directions

France : The Loire

Cycling The UNESCO Loire Valley - Deluxe

£1199


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

United Kingdom : Wales

Walking Offa's Dyke Path (South)

£1199

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Croatia

Hike, Bike & Paddle Croatia

£1209

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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

France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

£1219


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Cycling the Vineyards From Beaune to Macon

£1229


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : Provence

Hilltop Villages of Provence Cycling

£1229


4.8 (16 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Montenegro

Highlights of Southern Montenegro Walk

£1229


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

£1239


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : Bavaria

Meandering the Moselle Cycle Path

£1249

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Greece

Walking on Kythnos Island - Premium

£1259


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
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France : The Loire

Cycling The Chateaux Of The Loire

£1269


4.5 (10 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

£1269


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Spain : Rioja

Vineyards of La Rioja Cycling

£1279


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Alsace

Villages & Vineyards of Alsace

£1279


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Canal du Midi

Tour de France - Canal du Midi

£1289

NEW FOR 2025

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Sweden : sweden

Cycling Stockholm's Archipelago

£1289


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

£1289


4.9 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : The Dordogne

Dordogne Activities

£1289


4.8 (31 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Austria : The Danube

Passau to Vienna Cycling

£1299


4.8 (75 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

£1309


5.0 (6 reviews)

VIEW TRIP

Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

£1319


4.6 (5 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Holland

Cycling from Amsterdam to Brussels

£1319


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Norway

Walking in Balestrand

£1339


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
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Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

£1359

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
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Portugal : The Azores

Azores By E-bike

£1369


4.0 (4 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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France : The Pyrenees

Walking the Best of the High Pyrenees

£1369


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

France : Provence

Hilltop Villages of Provence Cycling - Short Break

£1379


4.9 (7 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Spain : Extremadura

Cycling Central Spain in Style

£1389

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Atlantic Coast

Tour de France - Atlantic Coast

£1399

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

£1399

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

United Kingdom : Norfolk

Highlights of Norfolk Cycling

£1429


4.3 (10 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

£1429


4.5 (16 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Emilia Romagna

Emilia Romagna – Bologna to Parma Cycling

£1439


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Sicily

Sicily: Vino & Volcanoes

£1439

 
 

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

Spain : The Canary Islands

Walking in Gran Canaria and La Palma

£1439

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 to 2+

Headwater
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Greece

Walking the Wonders of Crete

£1439

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Italy : Sardinia

Undiscovered Sardinia Cycling

£1459


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Switzerland : Valais

Walk in the Home of the Matterhorn

£1469


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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Spain : Galicia

Cycling the Camino de Santiago

£1479


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Switzerland : Valais

Walking the Valais Matterhorn Region - Premium

£1479


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+ & 3

Headwater
Navigation App

France : Mont Blanc

Walking Tour du Mont Blanc

£1499

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

£1509

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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Austria : Salzburg

Salzkammergut Lakes Walk

£1509


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

United Kingdom : Wales

Walking Offa's Dyke Path (North)

£1549

 
 

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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United Kingdom : The Cotswolds

Best of the Cotswolds Cycling

£1559


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 2
Moderate

Headwater
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France : Normandy

Paris to the Sea Along the Seine River

£1599

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Cape Verde

Cape Verde's Northern Islands - With Private Guide

£1599


4.7 (3 reviews)

VIEW TRIP

Private guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Portugal : The Algarve

Walking the Algarve's South West

£1609


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

£1619


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : Italian Lakes

Cycling the Italian Lakes

£1649


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Provence

Provence Velo Vin Voyage

£1669


4.0 (1 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

France : Mont Blanc

Walking Tour du Mont Blanc - Premium

£1669


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
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France : Corsica

Corsica with Ebike

£1689


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

Denmark

Nordic Cities by Rail

£1699

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

9 nights,
hotel-to-hotel

Sweden : sweden

Stockholm to Copenhagen Cycling

£1709


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : Mainland Portugal

Porto to Coimbra Cycling

£1729


4.8 (56 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Slovenia

Secrets of Slovenia Cycling

£1759


4.9 (11 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Portugal : The Azores

Island Hopping in the Azores

£1819


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Puglia

Highlights of Puglia Cycling

£1869


4.8 (11 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Estonia

Cycle the Baltics

£1929

 
 

VIEW TRIP

Guided group cycling

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

France : Provence

Vineyards of Vaucluse Cycling

£2019


4.8 (18 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Piedmont

Walking the Wine Villages of Piedmont

£2049


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Morocco

Morocco: Mountains, Desert & Coast

£2079

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

Norway : Gudbrandsdalen

Guided Walking in Venabu

£2099


4.8 (15 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

United Kingdom : The Cotswolds

The Cotswold Way Walk

£2109


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Northumberland

Walking from Coast to Coast

£2149


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

Italy : Piedmont

Cycling the Wine Villages of Piedmont by e-bike

£2199


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Iceland

Walking Iceland's Diamond Circle

£2199

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

Iceland

An Icelandic Adventure

£2379

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel

Spain : Catalonia

Cycling the Mediterranean Coast in Spain

£2399

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

£2419

 
 

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Canada

Walking Canada’s Sunshine Coast

£2449


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

Japan

Shikoku Pilgrimage Trail

£3029

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

USA : Maine

Cycling Maine's Coast & National Park

£3039

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

China

Walking the Charms of China - With Private Guide

£3249

 
 

VIEW TRIP

Private guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Japan

Walk the Kumano Kodo

£3259


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Walk the Nakasendo Trail

£3299

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Japan: Hiroshima & Island Hopping

£3399

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Peru

Walking Machu Picchu - With Private Guide

£4149

NEW FOR 2025

VIEW TRIP

Private guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

£5159

NEW FOR 2025

VIEW TRIP

Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Morocco

Atlas Panorama

£699

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Cyprus

Walking in North Cyprus

£899


4.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Greece

Mountains & Villages of Evia

£1099


4.8 (4 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

Albania

Highlights of Albania

£1249

 
 

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

£1399


4.7 (6 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Spain : Mallorca

Walking in Mallorca

£1499


5.0 (6 reviews)

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Greece

Walking on the Greek Islands

£1549

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Veneto

Walk The Prosecco Hills & Hidden Venice

£1549


4.8 (5 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Italy : Puglia

Walking in Puglia & Matera

£1599


4.3 (12 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Sardinia

Walking in Sardinia

£1599


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

France : Mont Blanc

Mont Blanc Highlights

£1645

 
 

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Egypt

Ancient Egypt & Nile Cruise

£1649

 
 

VIEW TRIP

Guided group walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Estonia

Discover the Baltics

£1699

 
 

VIEW TRIP

Guided group walking

11 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

£1745

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Croatia

Cycling Croatia's Dalmatian Coast

£1795

 
 

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

£1799

 
 

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

France : The French Riviera

Walks & Gardens of the French Riviera

£1849


5.0 (3 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Italy : The Dolomites

Classic Dolomites - Premium

£2099


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Portugal : The Azores

Walking in the Azores

£2299

 
 

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 3
Stretching

Printed route
directions

Sri Lanka

Walking Trails of Sri Lanka

£2299

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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

Peru

The Inca Trail in Comfort

£2599

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

South Africa

Cycling the Cape & Winelands

£2699

 
 

VIEW TRIP

Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

South Africa

South Africa: Walking & Wildlife

£2899

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Costa Rica

Discover Costa Rica

£3179

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Iceland

Iceland Explorer

£3499

 
 

VIEW TRIP

Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Costa Rica

Costa Rica's Coastal Secrets

£4149

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Thailand

Cycle Indochina & Angkor - Premium Adventure

£4199

 
 

VIEW TRIP

Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Nepal

Annapurna Trails & Chitwan - Premium Adventure

£4399

 
 

VIEW TRIP

Guided group walking

12 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Peru

Peru Explorer

£4699

 
 

VIEW TRIP

Guided group walking

19 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Japan

Japan's Kumano Kodo

£5899

 
 

VIEW TRIP

Guided group walking

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Kenya

Kenya Photographic Safari with Paul Goldstein - Premium Adventure

£6799

 
 

VIEW TRIP

Guided group walking

6 nights,
single centre

Level: 3
Stretching

Printed route
directions

Germany : Bavaria

Walking in Southern Bavaria

£569


4.7 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 & 2

Printed route
directions

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