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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!

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92 trips found
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360°

8 days • 7 nights

4.8
(1225)

From $ 879
$ 1,099
-20%


From $ 765
$ 806
-5%


From $ 870
$ 1,160
-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 $ 533
$ 695
-23%

City Escape

5 days • 4 nights

4.7
(1627)

From $ 753
$ 811
-7%

Art & Culture

5 days • 4 nights


From $ 771
$ 811
-5%

360°, Architecture, Art & Culture, History

9 days • 8 nights


From $ 1,423
$ 1,498
-5%

360°

8 days • 7 nights

4.8
(8471)

From $ 1,138
$ 1,438
-20%


From $ 765
$ 806
-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 $ 586
$ 689
-15%

360°, Active, Trekking & Hiking

9 days • 8 nights

4.8
(1173)

From $ 672
$ 927
-27%


From $ 765
$ 806
-5%


From $ 1,690
$ 1,806
-6%

A person in a hat stands on a rocky outcrop with arms outstretched, overlooking a range of colorful, striped mountains under a blue sky.
Top seller

From $ 1,717
$ 2,030
-15%

360°, Beach Life

13 days • 12 nights

4.7
(236)

From $ 2,065
$ 2,437
-15%

City Escape

5 days • 4 nights

4.7
(1171)

From $ 737
$ 863
-14%

360°

10 days • 9 nights

4.7
(240)

From $ 1,821
$ 2,147
-15%

360°

9 days • 8 nights

4.8
(489)

From $ 1,206
$ 1,427
-15%

360°, Beach Life

8 days • 7 nights

4.6
(1592)

From $ 867
$ 983
-11%

Active, Trekking & Hiking

8 days • 7 nights


From $ 1,163
$ 1,671
-30%


From $ 1,160
$ 1,252
-7%

Beach Life

11 days • 10 nights


From $ 2,959


From $ 2,321
$ 2,669
-13%

360°, Expedition

11 days • 10 nights

4.8
(67)

From $ 1,090
$ 1,566
-30%

City Escape

7 days • 6 nights


From $ 1,234
$ 1,371
-10%

360°, Art & Culture, History

8 days • 7 nights

4.7
(140)

From $ 846
$ 1,218
-30%

Art & Culture, History, Multi country

13 days • 12 nights

5
(3)

From $ 2,321
$ 2,634
-11%

360°

9 days • 8 nights

4.8
(723)

From $ 1,129
$ 1,613
-30%

Art & Culture, History, Multi country

23 days • 22 nights


From $ 2,547
$ 2,894
-12%

360°

13 days • 12 nights

4.7
(3527)

From $ 1,566
$ 1,972
-20%

Art & Culture

8 days • 7 nights


From $ 1,429

City Escape

5 days • 4 nights

4.7
(937)

From $ 521
$ 753
-30%

A WeRoad group leader stands with a woman in a traditional kimono and parasol at the base of stairs leading to an orange temple.
Top seller
360°

11 days • 10 nights

4.7
(3259)

From $ 2,270
$ 2,582
-12%


From $ 1,708
$ 1,798
-5%

Safari

9 days • 8 nights


From $ 2,882
$ 3,228
-10%


From $ 1,632
$ 1,852
-11%

Active, Surf

8 days • 7 nights


From $ 1,440
$ 1,613
-10%

Active, Trekking & Hiking

5 days • 4 nights


From $ 690
$ 806
-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 $ 904
$ 1,218
-25%

360°

8 days • 7 nights

4.8
(363)

From $ 1,405
$ 2,017
-30%

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 $ 2,847
$ 2,997
-5%

360°

13 days • 12 nights

4.8
(2194)

From $ 1,180
$ 1,389
-15%


From $ 2,190
$ 2,420
-9%

Tall, thin rock pillars topped with green vegetation rise from a dense forest, with misty mountains in the background.
Top seller
360°

12 days • 11 nights

4.7
(145)

From $ 1,949
$ 2,205
-11%

360°, On the road

12 days • 11 nights

4.8
(1331)

From $ 1,794
$ 2,432
-26%

360°

9 days • 8 nights

4.8
(3802)

From $ 834
$ 1,160
-28%

360°, Art & Culture, On the road

9 days • 8 nights


From $ 682
$ 984
-30%

360°

14 days • 13 nights

4.6
(35)

From $ 2,112
$ 3,018
-30%

Expedition, Multi country

14 days • 13 nights


From $ 2,799


From $ 2,438
$ 2,669
-8%

360°

12 days • 11 nights

4.7
(1348)

From $ 1,169
$ 1,679
-30%

360°, Safari

11 days • 10 nights

4.9
(192)

From $ 2,367
$ 2,785
-15%

A herd of wildebeest and a single zebra walk along the shore of a lake teeming with pink flamingos.
Top seller
Expedition, Safari

10 days • 9 nights

4.9
(127)

From $ 2,790
$ 3,285
-15%

On the road

14 days • 13 nights


From $ 2,188
$ 3,126
-30%

360°

15 days • 14 nights

4.8
(43)

From $ 3,052
$ 3,598
-15%

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

8 days • 7 nights


From $ 1,622


From $ 1,171