May trips

May trips 2026

Skip the crowds and start your summer early

"I Was May for Lovin' You..."

Discover the season at its best

May trip: the sweet spot between spring's freshness and summer's sizzle. The days are longer, the sun shines brighter, and the world feels wide open. It's the perfect time to break free from routine and dive into new experiences with like-minded travellers in their 20s, 30s and 40s. May bring together curious people, just like you. No peak-season prices, no long lines — just epic journeys and real moments.

So, just for you, on this page we have a list of all our best trips in May - you just need to choose where to go!

View by
92 trips found
Show maps
An aerial view of a secluded sandy beach in a cove, with turquoise waves crashing between steep, green cliffs.
Top seller
360°

8 days • 7 nights

4.8
(1225)

From $ 1,101


From $ 772
$ 813
-5%


From $ 880
$ 1,172
-24%

A woman in a red dress and straw hat walks towards a large ancient temple carved into a cliff with colossal seated statues.
Top seller
Art & Culture, City Escape, History

5 days • 4 nights

4.8
(460)

From $ 695

A coastal town with colorful buildings built into a steep cliffside, featuring a stone arched bridge over the blue sea.
Top seller
City Escape

5 days • 4 nights

4.7
(1627)

From $ 820

Art & Culture

5 days • 4 nights


From $ 779
$ 820
-5%

360°, Architecture, Art & Culture, History

9 days • 8 nights


From $ 1,436
$ 1,511
-5%

360°

8 days • 7 nights

4.8
(8471)

From $ 1,450


From $ 772
$ 813
-5%

A person seen from behind wearing a WeRoad t-shirt and red cap walks barefoot up a large orange sand dune.
Top seller
Art & Culture, City Escape, History

5 days • 4 nights

4.8
(3273)

From $ 695

360°, Active, Trekking & Hiking

9 days • 8 nights

4.8
(1174)

From $ 937


From $ 772
$ 813
-5%


From $ 1,706
$ 1,822
-6%


From $ 2,053

360°, Beach Life

13 days • 12 nights

4.7
(236)

From $ 2,464

City Escape

5 days • 4 nights

4.7
(1171)

From $ 869

360°

10 days • 9 nights

4.7
(240)

From $ 2,170

360°

9 days • 8 nights

4.8
(489)

From $ 1,442

360°, Beach Life

8 days • 7 nights

4.6
(1592)

From $ 879

Active, Trekking & Hiking

8 days • 7 nights


From $ 1,682

360°

9 days • 8 nights

5
(1)

From $ 1,172
$ 1,266
-7%

A WeRoad group trip stands silhouetted on a lakeshore, watching the sunset over mountains and a city.
Top seller
Beach Life

11 days • 10 nights


From $ 2,992


From $ 2,346
$ 2,698
-13%

360°, Expedition

11 days • 10 nights

4.8
(67)

From $ 1,583

City Escape

7 days • 6 nights


From $ 1,245
$ 1,383
-10%

360°, Art & Culture, History

8 days • 7 nights

4.7
(140)

From $ 1,231

Art & Culture, History, Multi country

13 days • 12 nights

5
(3)

From $ 2,346
$ 2,663
-11%

360°

9 days • 8 nights

4.8
(723)

From $ 1,624

Art & Culture, History, Multi country

23 days • 22 nights


From $ 2,559
$ 2,908
-12%

360°

13 days • 12 nights

4.7
(3527)

From $ 1,994

Art & Culture

8 days • 7 nights


From $ 1,429

A large mosque with multiple domes and six minarets overlooking a sea filled with ships under a clear blue sky.
Top seller
City Escape

5 days • 4 nights

4.7
(937)

From $ 761

360°

11 days • 10 nights

4.7
(3259)

From $ 2,588


From $ 1,726
$ 1,818
-5%

Safari

9 days • 8 nights


From $ 3,257

Salt pans with channels of water reflecting a colorful sunset sky with pink and blue clouds.
Top seller

From $ 1,856

Active, Surf

8 days • 7 nights


From $ 1,453
$ 1,628
-10%

Active, Trekking & Hiking

5 days • 4 nights


From $ 697
$ 813
-14%

A modern city skyline with tall skyscrapers reflecting in the calm water under a blue sky with scattered clouds.
Top seller
360°, City Escape

6 days • 5 nights

4.7
(3114)

From $ 1,231

360°

8 days • 7 nights

4.8
(363)

From $ 2,030

Active, Trekking & Hiking

7 days • 6 nights


From $ 917

Art & Culture, Expedition, History

9 days • 8 nights


From $ 2,190

Active, Trekking & Hiking

4 days • 3 nights


From $ 917


From $ 3,051

Four women in traditional clothing walk through a terraced rice field, with lush green mountains in the background.
Top seller
360°

13 days • 12 nights

4.8
(2194)

From $ 1,392


From $ 2,229
$ 2,464
-9%

360°

12 days • 11 nights

4.7
(145)

From $ 2,229

360°, On the road

12 days • 11 nights

4.8
(1331)

From $ 2,379

360°

9 days • 8 nights

4.8
(3802)

From $ 1,172

360°, Art & Culture, On the road

9 days • 8 nights


From $ 985

360°

14 days • 13 nights

4.6
(35)

From $ 3,051

Expedition, Multi country

14 days • 13 nights


From $ 2,799


From $ 2,698

360°

12 days • 11 nights

4.7
(1348)

From $ 1,682

360°, Safari

11 days • 10 nights

4.9
(192)

From $ 2,816

Expedition, Safari

10 days • 9 nights

4.9
(127)

From $ 3,308

On the road

14 days • 13 nights


From $ 3,134

360°

15 days • 14 nights

4.8
(43)

From $ 3,637

Art & Culture, City Escape, History, On the road, Train

8 days • 7 nights


From $ 1,622


From $ 1,171