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NEW Holidays for 2026

Showing 16 out of 323 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

£519

NEW FOR 2026

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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United Kingdom : The Channel Islands

Walking in Jersey Premium

£729

NEW FOR 2026

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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Spain : The Canary Islands

Walk the Bonita Island of La Palma

£799

NEW FOR 2026

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Self-guided walking

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

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Austria : The Tyrol

Walking the Kitzbuhel Alps Trail

£1079

NEW FOR 2026

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Germany : Saxon Switzerland

Walking in the Elbe Sandstone Mountains

£1139

NEW FOR 2026

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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Spain : The Canary Islands

Walking across La Gomera

£1219

NEW FOR 2026

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 3

Headwater
Navigation App

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Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

£1729

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

£2619

NEW FOR 2026

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Cycling the Norwegian Archipelago South of Bergen

£2959

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

£3259

NEW FOR 2026

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Italy : Veneto

Walking in the Prosecco Hills

£779

NEW FOR 2026

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 1+ & 2

Navigation App

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Slovakia

Walking the Tatra Mountains in Slovakia

£959

NEW FOR 2026

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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France : The French Riviera

The French Riviera Golden Islands

£1239

NEW FOR 2026

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Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

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France : Alsace

Cycling the Scenic Rhine: Strasbourg to Mainz

£1419

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : Normandy

Paris to the Sea Along the Seine River

£1779

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Japan

Exploring the land of Shogun and Samurai

£3879

NEW FOR 2026

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Self-guided cultural tour

10 nights,
hotel-to-hotel



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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.