Trending Trips for 2022

Guided Group (Excl. Flights)

Discover the highlights of Europe’s most dramatic coastline on foot with true experts of the region

Guided Group (Excl. Flights)

Walk the best of Mont Blanc Circuit in France and Italy

Guided Group (Excl. Flights)

Discover Evia with walks through coastal paths, forests and gorges

Guided Group (Excl. Flights)

The iconic trek to the foot of the highest mountain on Earth

Guided Group (Excl. Flights)

Follow in the footsteps of the Incas as you trek to the once-lost city of Machu Picchu

Enjoy varied walks in beautiful Spanish mountains

Guided Group (Excl. Flights)

Discover the most scenic trails on the Cyclades trio of Santorini, Naxos and Paros with a local tour leader

Guided Group (Excl. Flights)

From Amman to the Dead Sea via Petra and the Wadi Rum desert, visit Jordan's essential stops

Guided Group (Excl. Flights)

Discover one of the world's most fascinating destination

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Spend two weeks exploring the delights of this diverse island

Guided Group (Excl. Flights)

Southern Peru's archaeological and natural wonders

Guided Group (Excl. Flights)

Join an expert tour leader to explore Hanoi, Ho Chi Minh City and the best of everything in between

Guided Group (Excl. Flights)

Vast open spaces, shifting desert scenery and wildlife

Guided Group (Excl. Flights)

Journey through thousands of years of Greece’s history

Guided Group (Excl. Flights)

Join eagle-eyed guides for a wildlife-watching trip through the mountains, rainforest and coast

Guided Group (Excl. Flights)

Safari through Botswana's best wildlife reserves and Victoria Falls

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Wildlife adventure from Kenya to Rwanda

Guided Group (Excl. Flights)

Showcasing the best of Borneo – wildlife, rainforests and beaches

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Botswana and Zimbabwe greatest natural wonders and wildlife

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Unrivalled wildlife viewing and Costa Rica's coastal wonders 

Guided Group (Excl. Flights)

A comprehensive wildlife tour of India's best tiger parks

Guided Group (Excl. Flights)

Explore rich Sri Lankan history and culture by bike

Guided Group (Excl. Flights)

Cycle from the UNESCO town of Matera through Italy's heel to Lecce

Guided Group (Excl. Flights)

Cycle through Jordan's desert and visit the most impressive historical UNESCO sites

Guided Group (Excl. Flights)

From coastlines to lava fields, marvel at Costa Rica’s beauty from the best seat in the house – your saddle

Guided Group (Excl. Flights)

Cycle through three countries from Estonia to Lithuania

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Ride from Ho Chi Minh City to Hanoi, witnessing Vietnam’s beauty unfold

Guided Group (Excl. Flights)

Discover the Mediterranean’s largest island by bike: an alluring blend of coastlines, culture and cuisine 

Explore the unspoilt wild coastline, pretty white villages and deserted cycling routes of the Algarve

Guided Group (Excl. Flights)

Experience Costa Rica's beautiful beaches, rainforest and wildlife

Guided Group (Excl. Flights)

Discover Pompeii, Mt Vesuvius and the famous Amalfi Coast of Italy

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Enjoy winter activities for all the family in a beautiful, wild landscape

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A week's escape in magical Costa Rica!

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Experience Vietnam from north and south

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Experience Namibian desert wilderness, wildlife and culture

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Mixed activity week in a remote part of Finland

Guided Group (Excl. Flights)

PREMIUM: Walk in Italy's most spectacular mountain range

Guided Group (Excl. Flights)

Ski surrounded by the Italian Dolomites' jagged peaks

Guided Group (Excl. Flights)

Wander through the mountains and forests of Transylvania.

Self-Guided Holidays (Excl. Flights)

This is one of our most popular cross-country skiing holidays with Headwater guests returning year after year.