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Trips Departing in May

May your month be filled with adventure.

If it's choice you're after, then May's the month to travel. We have hundreds of adventures to choose from that make the most of spring sunshine before the crowds hit and the temperatures soar.

Alternatively, take a look at trips in April or June.

Explore our full range of over 200 adventures

View All Trips

Explore our full range of over 200 adventures

View All Trips
Find your next adventure
Currently showing 110 adventures
Find your next adventure
Currently showing 110 adventures
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Montenegro

Hike, SUP and Kayak Montenegro's Coast

4.7 (23 reviews)
5 nights from
…
Available · May-Oct
United Kingdom

Intro to Gravel Riding Weekender

4.9 (36 reviews)
2 nights from
…
Available · May-Oct
Ecuador

Trek Ecuador’s Avenue of Volcanoes to Cotopaxi's Summit (5897m)

4.8 (33 reviews)
9 nights from
…
Available · Year round
Cape Verde

Adventure Hiking in Cape Verde

4.7 (36 reviews)
7 nights from
…
Available · Year round
Croatia

Hike, Kayak and Snorkel a Hidden Croatian Island

5.0 (18 reviews)
6 nights from
…
Available · Apr-Jun | Sep-Oct
Namibia

Cycle, Safari and Stargaze in Namibia

4.7 (24 reviews)
8 nights from
…
Available · March-June, Sept-Dec
Greece

Kayak and Wild Camp Greek Islands

4.7 (42 reviews)
4 nights from
…
Available · April-Oct
Portugal

Yoga, Hike and SUP in Portugal

5.0 (13 reviews)
4 nights from
…
Available · Mar-Dec
Greece

Hike, Kayak and Raft Greece's Wild North

5.0 (9 reviews)
8 nights from
…
Available · May-Oct
Italy

Canyons to Coast Adventure in Sardinia

4.8 (5 reviews)
6 nights from
…
Available · May-Sep
Romania

Rewilding Adventure in Romania's Tarcu Mountains

4.9 (36 reviews)
4 nights from
…
Available · May-Oct
Slovenia

Hike, Canyon and Raft the Slovenian Alps

4.9 (62 reviews)
2 nights from
…
Available · Apr-Sep
Jordan

120km Desert Trekking Expedition in Jordan

5.0 (2 reviews)
9 nights from
…
Available · May-Jun, Nov-Dec
Malaysia

The Ultimate Adventure Through Wild Borneo

4.7 (6 reviews)
9 nights from
…
Available · Apr-Oct
Turkey

Hike, Kayak and Sail Turkey's Turquoise Coast

5.0 (2 reviews)
5 nights from
…
Available · Apr-Nov
Ecuador

The Ultimate Galapagos and Amazon Adventure

5.0 (8 reviews)
14 nights from
…
Available · Year round
Italy

Island Hopping in the Tuscan Archipelago

4.6 (24 reviews)
4 nights from
…
Available · May-Oct
Vietnam

The Ultimate Adventure Through Vietnam

NEW!
10 nights from
…
Available · Year round
Italy

Island Hopping in the Sicilian Archipelago

4.5 (4 reviews)
7 nights from
…
Available · Apr-Oct
Nepal

Trek the Langtang Valley to Summit Yala Peak (5500m)

4.8 (12 reviews)
11 nights from
…
Available · Mar-May | Sep-Nov
Madagascar

Trek the Remote Trails of Madagascar

4.9 (9 reviews)
12 nights from
…
Available · Apr-Nov
Morocco

Cycle the Backroads of Morocco

4.9 (16 reviews)
7 nights from
…
Available · Mar-May | Sep-Nov
India

Trek the Indian Himalayas

5.0 (2 reviews)
10 nights from
…
Available · May-Jun | Sep-Oct
United States

Hike the Great National Parks of the Western USA

4.0 (2 reviews)
10 nights from
…
Available · May-Oct
Greece

Kayak and Hike the Coast of Crete

4.8 (14 reviews)
7 nights from
…
Available · Jun-Oct
Italy

Hike, Bike and Canoe in Abruzzo

4.8 (11 reviews)
4 nights from
…
Available · May-Oct
Spain

Hike, Bike & Wine in Spain's Basque Country

NEW!
5 nights from
…
Available · Apr-Jun | Sep-Oct
Peru

Trek Choquequirao to Machu Picchu

5.0 (3 reviews)
11 nights from
…
Available · May-Oct
Nepal

Climb Mera Peak (6461m)

5.0 (4 reviews)
18 nights from
…
Available · Apr-May | Sep-Oct
United Kingdom

Summit to Sea Expedition in Scotland

4.9 (39 reviews)
4 nights from
…
Available · May-Oct
Jordan

Explore Jordan and Sleep in a Martian Dome

4.8 (64 reviews)
5 nights from
…
Available · Mar-May, Aug-Nov
Italy

Rewilding Adventure in Italy's Abruzzo Mountains

4.8 (13 reviews)
4 nights from
…
Available · May-Oct
Albania

Canyons to Coast Adventure in Albania

4.4 (5 reviews)
7 nights from
…
Available · Apr-Nov
Portugal

Wild Island Adventure in the Azores

NEW!
7 nights from
…
Available · Apr-Oct
Jordan

Hike Jordan and Snorkel the Red Sea

5.0 (1 reviews)
7 nights from
…
Available · Mar-Jun, Sep-Nov
Tunisia

Hike Desert, Canyons and Berber Villages in Tunisia

NEW!
7 nights from
…
Available · Oct-May
Morocco

Climb, Surf and Yoga in Morocco

NEW!
10 nights from
…
Available · Mar-May | Sep-Nov
United Kingdom

Hike and Wild Camp on the Isle of Rùm

4.7 (26 reviews)
4 nights from
…
Available · April-Oct
Morocco

Hiking and Yoga in Morocco's Atlas Mountains

NEW!
5 nights from
…
Available · Feb-May | Sep-Nov
Tanzania

Climb Mount Kilimanjaro (5895m) via The Lemosho Route

5.0 (2 reviews)
9 nights from
…
Available · Dec-Apr | Jul-Oct
Botswana · Namibia

Desert to Delta Journey in Namibia and Botswana

NEW!
13 nights from
…
Available · Mar-Dec
Iceland

The 3 Peaks Challenge in Iceland

5.0 (5 reviews)
5 nights from
…
Available · May-Jun
Mexico

The Ultimate Adventure in Mexico's Yucatan Peninsula

NEW!
7 nights from
…
Available · Nov-May
Indonesia

Coast to Coast Traverse of Bali

NEW!
10 nights from
…
Available · Apr-Oct
Costa Rica

Trek the Camino de Costa Rica

NEW!
9 nights from
…
Available · Year Round
Botswana

The Ultimate Adventure Through Wild Botswana: The 2025 Edition

4.8 (9 reviews)
9 nights from
…
Available · Year round
Italy

Sea Kayak Italy's Cilento Coast

NEW!
5 nights from
…
Available · May-Jun | Sep-Oct
Currently showing 48 of 110 adventures
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