NEW Holidays for 2026

Showing 24 out of 308 trips

Look ahead to a host of spectacular new holidays in 2026, as our teams have been working behind the scenes to introduce new handcrafted itineraries.

Our brand-new walking holiday on the Italian Lakes is already proving popular with the Headwater community as you stay on the stunning Lakes Maggiore & Orta, exploring medieval villages, vineyards, and of course sampling the unbeatable local cuisine!

If you're more comfortable on two wheels, our new E-Bike Across Southern Albania trip journeys from mountains to coast across this lesser-discovered country, described by National Geographic as 'Europe's Rising Star'.

Our new holidays continue to offer you a fresh perspective on some of our most-loved Headwater destinations, allowing you time to focus on uncovering hidden gems, sampling the delicious local cuisine and creating those magical moments while we take care of the rest.

Walk the glorious island of Gozo, explore the mighty Triglav National Park in Slovenia's Julian Alps, or meander the idyllic coastline of Fuerteventura.

Hop on your bike and cycle from Coimbra to Lisbon, traverse the Adriatic Coast from Venice to Porec, or meander along the designated Moselle Cycle Path.

If you fancy taking to the water, we have exceptional multi-activity holidays which feature a mix of walking, cycling and kayaking or canoeing; a unique way to discover a new destination.

Canoe the peaceful French waters of the Loire River, hike, bike & paddle Croatia's National Parks, or venture further afield to discover the Sunshine Coast of Canada where lush rainforest, protected inlets, and waterfront retreats await.

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United Kingdom : The Channel Islands

Walking in Guernsey and Sark

$980

NEW FOR 2026

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey Premium

$1325

NEW FOR 2026

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

France : Provence

Provence Walking in Van Gogh's Footsteps

$1235

NEW FOR 2026

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Self-guided walking

4 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

Spain : The Canary Islands

Walk the Bonita Island of La Palma

$1400

NEW FOR 2026

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Self-guided walking

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

Austria : The Tyrol

Walking the Kitzbuhel Alps Trail

$1820

NEW FOR 2026

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Germany : Saxon Switzerland

Walking in the Elbe Sandstone Mountains

$1850

NEW FOR 2026

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Romania : Transylvania

Via Transilvanica Walk

$1940

NEW FOR 2026

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking across La Gomera

$2030

NEW FOR 2026

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Galicia

Cycle from Tui to Santiago in Style: Stay in Historic Paradors Hotels

$2360

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

France : Champagne

Cycling Champagne in Luxury

$2600

NEW FOR 2026

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Self-guided cycling

4 nights,
single centre

Level: 2
Moderate

Navigation App

Norway

Cross-country skiing at Sjusjoen

$2675

NEW FOR 2026

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Winter snow holiday

7 nights,
single centre



France : Atlantic Coast

Cycling along the Atlantic Coast

$2735

NEW FOR 2026

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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

$2735

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Bosnia / Croatia

Sarajevo to Dubrovnik by E-Bike

$2825

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

$3905

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Norway

Cycling the Norwegian Archipelago South of Bergen

$4430

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

$4970

NEW FOR 2026

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Italy : Veneto

Walking in the Prosecco Hills

$1430

NEW FOR 2026

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Slovakia

Walking the Tatra Mountains in Slovakia

$1640

NEW FOR 2026

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

France : The French Riviera

The French Riviera Golden Islands

$2225

NEW FOR 2026

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Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

France / Germany

Cycling the Scenic Rhine: Strasbourg to Mainz

$2300

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France

Paris to the Sea Along the Seine River

$2870

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

France

Cycling the Loire in Luxury

$2975

NEW FOR 2026

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

Japan

Exploring the land of Shogun and Samurai

$6410

NEW FOR 2026

VIEW TRIP

Cultural tour

10 nights,
hotel-to-hotel

8 meals
included

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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.