Request Your Free Digital Brochure for Adventure Inspiration. Order Now

All activities
No results found
Select all activities Culture Cycling Family Mixed-Activity Multi-Country Holidays Polar Walking & Trekking Wildlife Holidays Winter Holidays
All months
February 2024 March 2024 April 2024 May 2024 June 2024 July 2024 August 2024 September 2024 October 2024 November 2024 December 2024 January 2025 February 2025 March 2025 April 2025 May 2025 June 2025 July 2025 August 2025 September 2025 October 2025 November 2025 December 2025
Contact
Trending Trips 2022

Trending Trips for 2022

Top 10 Walking Trips for 2022

On Offer

Walking the Amalfi Coast

Amalfi Coast
8 Days from USD 2,175
USD 1,964

Guided Group (Excl. Flights)

Discover the highlights of Italy's Amalfi coast on foot.

Walking & Trekking
On Offer

Mont Blanc Highlights

Trending Trips for 2022
8 Days from USD 2,775
USD 2,354

Guided Group (Excl. Flights)

Walk the best of Mont Blanc Circuit in France and Italy

Walking & Trekking
On Offer

Mountains & Villages of Evia

Evia
8 Days from USD 2,250
USD 2,144

Guided Group (Excl. Flights)

Discover Evia with walks through coastal paths, forests and gorges

Walking & Trekking

Everest Base Camp Trek

traveller looking at Mount Everest
16 Days from USD 3,598
USD 3,225

Guided Group (Excl. Flights)

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

Walking & Trekking

The Inca Trail

Trending Trips for 2022
8 Days from USD 2,700

Guided Group (Excl. Flights)

Follow in the footsteps of the Peruvian Incas

Walking & Trekking
On Offer

Walking the Picos de Europa

Walking the Picos de Europa
8 Days from USD 1,717
USD 1,570

Guided Group (Excl. Flights)

Enjoy varied walks in beautiful Spanish mountains

Walking & Trekking

Walking in North Cyprus

Coastal and mountain daywalks in North Cyprus
8 Days from USD 1,350

Guided Group (Excl. Flights)

Take in the unspoilt landscapes of North Cyprus

Walking & Trekking
On Offer

Walking on the Greek Islands

Greek Islands
8 Days from USD 2,250
USD 2,024

Guided Group (Excl. Flights)

Discover three idyllic Greek islands

Walking & Trekking

Top 10 Discovery Trips for 2022

A Week in Jordan

Petra
9 Days from USD 2,173
USD 2,070

Guided Group (Excl. Flights)

From Amman to the Dead Sea via Petra and the Wadi Rum desert, visit the essential stops in this extraordinary kingdom

Culture
On Offer

Highlights of the Amalfi Coast

Amalfi Coast Holidays
8 Days from USD 2,250
USD 2,024

Guided Group (Excl. Flights)

Discover one of the world's most fascinating destination

Culture
On Offer

Iceland Explorer

iceland landscape
10 Days from USD 4,648
USD 4,425

Guided Group (Excl. Flights)

Discover Iceland's attractions and vast glaciers, fjords and coastline.

Culture

Discover Sri Lanka

September Join the Adventure
15 Days from USD 3,073
USD 2,700

Guided Group (Excl. Flights)

Spend two weeks exploring the delights of this diverse island

Culture

Hidden Treasures of Jordan

Petra's Treasury
12 Days from USD 3,298
USD 2,805

Guided Group (Excl. Flights)

Explore Jordan's archaeological highlights and crusader castles

Culture

Nile Cruise

Great Pyramids of Egypt
9 Days from USD 2,248
USD 2,025

Guided Group (Excl. Flights)

Discover temples and tombs and travel by Nile cruise boat

Culture

Essential Peru

Plaza de Armas, Cuzco, Peru
15 Days from USD 3,592
USD 3,520

Guided Group (Excl. Flights)

Southern Peru's archaeological and natural wonders

Culture

Vietnam Adventure

Incense giving, Vietnam
14 Days from USD 2,392
USD 2,245

Guided Group (Excl. Flights)

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

Culture

Discover Namibia – Camping

Trending Trips for 2022
13 Days from USD 3,223
USD 2,910

Guided Group (Excl. Flights)

Vast open spaces, shifting desert scenery and wildlife

Culture
On Offer

Highlights of Ancient Greece

Trending Trips for 2022
9 Days from USD 2,700
USD 2,429

Guided Group (Excl. Flights)

Journey through thousands of years of Greece’s history.

Culture

Top 10 Wildlife and Polar Trips for 2022

Discover Costa Rica

Costa Rica Sloth
15 Days from USD 4,648
USD 4,500

Guided Group (Excl. Flights)

Experience the Costa Rican rainforest, mountains and coast

Wildlife

Wildlife & Wilderness of Botswana

Trending Trips for 2022
14 Days from USD 4,498
USD 3,825

Guided Group (Excl. Flights)

A Safari through Botswana's best wildlife reserves and Victoria Falls

Wildlife

Gorillas & Masai Mara – Camping

Trending Trips for 2022
15 Days from USD 7,198
USD 6,840

Guided Group (Excl. Flights)

Wildlife adventure from Kenya to Rwanda

Wildlife

Borneo Wildlife Discoverer

Borneo Orangutan
15 Days from USD 5,998
USD 5,850

Guided Group (Excl. Flights)

Showcasing the best of Borneo – wildlife, rainforests and beaches

Wildlife

Botswana & Zimbabwe Lodge Safari

Trending Trips for 2022
14 Days from USD 6,600

Guided Group (Excl. Flights)

Botswana and Zimbabwe greatest natural wonders and wildlife

Wildlife

Costa Rica's Coastal Secrets

Trending Trips for 2022
15 Days from USD 6,000

Guided Group (Excl. Flights)

Unrivalled wildlife viewing and Costa Rica's coastal wonders 

Wildlife

Wild Sri Lanka

Leopard Yala
10 Days from USD 3,523
USD 3,000

Guided Group (Excl. Flights)

Discover Sri Lanka's wild side, from national parks to the ocean

Wildlife

India Tiger Safari

Trending Trips for 2022
16 Days from USD 4,873
USD 4,635

Guided Group (Excl. Flights)

A comprehensive wildlife tour of India's best tiger parks

Wildlife

Top 10 Cycling Trips for 2022

Cycle the Back Roads of Sri Lanka

cycling in Sri Lanka
14 Days from USD 3,450

Guided Group (Excl. Flights)

Explore rich Sri Lankan history and culture by bike

Cycling
On Offer

Cycling Puglia & Matera

puglia village
8 Days from USD 2,698
USD 2,565

Guided Group (Excl. Flights)

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

Cycling

Petra & Wadi Rum by Bike

Group shot, Jordan
9 Days from USD 2,698
USD 2,175

Guided Group (Excl. Flights)

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

Cycling

Costa Rica Coast to Coast Ride

Trending Trips for 2022
14 Days from USD 5,400

Guided Group (Excl. Flights)

Cycle stretches of the Costa Rican Pacific coastline.

Cycling
On Offer

Cycle the Baltics

Riga old town
11 Days from USD 2,550
USD 2,429

Guided Group (Excl. Flights)

Cycle through three countries from Estonia to Lithuania

Cycling
On Offer

Cycling Croatia's Dalmatian Coast

Descending towards Korcula, Croatia
8 Days from USD 2,620
USD 2,363

Guided Group (Excl. Flights)

Cycling routes along Croatia's spectacular Dalmatian coastline

Cycling

Cycling Vietnam

asian countryside
14 Days from USD 2,542
USD 2,470

Guided Group (Excl. Flights)

Enjoy the best of Vietnam on two wheels

Cycling
On Offer

Cycling in Sicily

Trending Trips for 2022
8 Days from USD 2,700
USD 2,429

Guided Group (Excl. Flights)

Ride through the UNESCO Val di Noto and Montalbano's filming locations

Cycling

Cycling in The Real Algarve

Trending Trips for 2022
7 Days from USD 2,300

Self-Guided Holidays (Excl. Flights)

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

Cycling

Top 10 Family Trips for 2022

Costa Rica Adventure Family Holiday

Trending Trips for 2022
15 Days from USD 4,648
USD 4,500

Experience Costa Rica's beautiful beaches, rainforest and wildlife

Family

Egyptian Family Adventure

The Pyramids
9 Days from USD 2,548
USD 2,175

Explore the vibrant culture and ancient history of Egypt

Family
On Offer

Amalfi Coast: Pompeii & Pizza Family Holiday

Trending Trips for 2022
8 Days from USD 2,400
USD 2,039

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

Family

Finnish Winter Adventure Family Holiday

husky ride through the Finnish wilderness
8 Days from USD 3,675

Guided Group (Excl. Flights)

See the Northern Lights in Finland

Family

Costa Rica Family Escape

Rafting Costa Rica
8 Days from USD 2,923
USD 2,820

A week's escape in magical Costa Rica!

Family

Chopsticks & Coconuts Family Holiday

Trending Trips for 2022
14 Days from USD 2,848
USD 2,625

Experience Vietnam from north and south

Family

Namibian Family Adventurer

33125.jpg
13 Days from USD 3,448
USD 3,150

Experience Namibian desert wilderness, wildlife and culture

Family

Petra & Wadi Rum Family Adventure

Petra and Wadi Rum Adventure
9 Days from USD 2,623
USD 2,235

Guided Group (Excl. Flights)

Enjoy the adventure of a lifetime with your loved ones in Jordan

Family

Top 10 Winter Trips for 2022

On Offer

Finnish Wilderness Week

Riisitunturi National Park, Finland (photo by Erkki Ollila)
8 Days from USD 3,450
USD 3,104

Guided Group (Excl. Flights)

Mixed activity week in a remote part of Finland

Winter

Snowshoeing in the Dolomites – Premium Adventure

Premium Adventures

Trending Trips for 2022
8 Days from USD 2,475

Guided Group (Excl. Flights)

PREMIUM: Walk in Italy's most spectacular mountain range

Winter

Italian Dolomites Cross-country Skiing

Trending Trips for 2022
8 Days from USD 2,398
USD 2,295

Guided Group (Excl. Flights)

Ski surrounded by the Italian Dolomites' jagged peaks

Winter

Norway Cross-country Skiing

skiing down from Gaustatoppen
8 Days from USD 2,325

Guided Group (Excl. Flights)

Ski through the magnificent Norwegian wilderness

Winter

Transylvania Winter Walk & Snowshoe

Carpathians sunset, Transylvania, Romania
8 Days from USD 2,175

Guided Group (Excl. Flights)

Wander through the mountains and forests of Transylvania.

Winter
On Offer

Iceland Northern Lights

Aurora over Jokulsarlon
5 Days from USD 2,775
USD 2,354

Guided Group (Excl. Flights)

See Iceland's best sights in one weekend

Winter

Snowshoeing in Finland

Group snowshoeing in Oulanka NP, Finland
8 Days from USD 3,150

Guided Group (Excl. Flights)

Snowshoeing in the stunning wilderness of Finland

Winter

Cross-Country Skiing in Venabu

Trending Trips for 2022
8 Days from USD 2,885

Guided Group (Excl. Flights)

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

Winter