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

CA$1190

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

CA$1625

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

CA$1510

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

CA$1720

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

CA$2255

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

CA$2290

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

CA$2405

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

CA$2520

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

CA$2935

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

CA$3240

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

CA$3335

NEW FOR 2026

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Winter snow holiday

7 nights,
single centre



France : Atlantic Coast

Cycling along the Atlantic Coast

CA$3410

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

CA$3410

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

CA$3525

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

CA$4895

NEW FOR 2026

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Norway

Cycling the Norwegian Archipelago South of Bergen

CA$5560

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

CA$6245

NEW FOR 2026

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Italy : Veneto

Walking in the Prosecco Hills

CA$1760

NEW FOR 2026

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Slovakia

Walking the Tatra Mountains in Slovakia

CA$2025

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

France : The French Riviera

The French Riviera Golden Islands

CA$2765

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

France / Germany

Cycling the Scenic Rhine: Strasbourg to Mainz

CA$2860

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

CA$3585

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

CA$3715

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

CA$8065

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.