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Group trips in May

Where to go in May? The weather is perfect, destinations aren’t overcrowded yet, prices are budget-friendly and summer is just around the corner: it’s the best time to travel!

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162 trips found
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An aerial view of a tropical beach with palm trees, white sand, and clear turquoise water under a blue sky.
Maldives Beach Life: Dolphins, Turtles & Sunset Sandbanks in Vaavu Atoll
7 days
4.9(132)
From$ 961
$ 1,100
-12%
See trip
A panoramic aerial view of a rugged, green coastline and deep blue sea, with a large sailing ship and other boats.
Madeira 360°: Hiking & Canyoning on Europe's Wildest Atlantic Island
8 days
4.8(601)
From$ 1,240
$ 1,506
-17%
See trip
A long blue train travels across a stone arched bridge surrounded by a dense green forest under a cloudy sky.
Sri Lanka 360° Summer
12 days
4.8(1329)
From$ 1,228
$ 1,448
-15%
See trip
Aerial view of a large rock fortress with ancient ruins on its summit, surrounded by a vast, dense green jungle.
Sri Lanka 360° Winter
12 days
4.8(851)
From$ 984
$ 1,274
-22%
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The exterior of Mr. D'z, a retro Route 66 diner, glows with colorful neon signs at twilight.
Route 66: on the road from Chicago to LA
15 days
4.8(506)
From$ 2,086
$ 2,318
-10%
See trip
A WeRoad group trip photographs a herd of elephants from a safari jeep in a grassy savanna at sunset.
Sri Lanka in 8 days: temples, nature, and the ocean
8 days
4.9(45)
From$ 973
$ 1,216
-20%
See trip
An aerial view of a lush tropical island with buildings and docks, surrounded by turquoise and deep blue ocean.
Bahamas 360° Beach Life: true paradise
7 days
From$ 2,211
See trip
A row of yurts sits on a wide green plain, with rolling hills and a vast, snow-capped mountain range behind them.
Kyrgyzstan 360°: Expedition in the Heart of Central Asia
9 days
4.9(116)
From$ 1,147
$ 1,390
-17%
See trip
An ancient Greek temple with large columns stands on a rocky hill under a blue sky with white clouds at sunset.
Greece 360°: Athens, Meteora & the Peloponnese Coast
8 days
4.7(187)
From$ 1,298
$ 1,448
-10%
See trip
A Buddhist monk in orange robes prays among ancient stone stupas with a mountain landscape in the background.
Indonesia 360°: Java, Bali and the Gili islands
13 days
4.7(3762)
From$ 1,715
$ 1,912
-10%
See trip
A person in a purple robe holding a blue umbrella walks past a traditional gatehouse on a path in an autumn forest.
South Korea 360°: Between Modernity And Tradition
10 days
4.8(285)
From$ 1,820
$ 2,086
-12%
See trip
An ornate white temple with intricate carvings and spires stands under a clear blue sky.
Thailand 360° Summer: Bangkok, Chiang Mai and Koh Tao
12 days
4.8(1443)
From$ 1,332
$ 1,564
-14%
See trip
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What to do in May

May bank holiday breaks: best short trips

A long weekend is all you need. Whether you're after city breaks or something more adventurous, these are the best destinations you can reach.

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Best places to visit in May

May might just be the most underrated travel month of the year. The summer crowds haven't arrived yet and the world is looking its very best.

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Best time to visit Tuscany

Rolling hills, world-class wine and medieval towns frozen in time: Tuscany is always a good idea. Here's when to go to get the very best of it.

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10 reasons to choose a trip at this time of year

Why travel in May?

In May, the weather is mild, destinations are beautiful and prices haven’t reached their summer peak yet. Here are 10 reasons why a group trip in May is a great idea:

A WeRoad group trip of people posing in a line against a solid turquoise wall on a concrete pavement.

1. The perfect weather

No winter chill, no extreme heat: May offers ideal temperatures

2. Before peak season

Top destinations are still enjoyable without July and August crowds

3. Pre-summer prices

Flights and accommodations still cost less than in the coming months

4. Longer days

The sun sets late: more time to explore and enjoy every destination

5. Nature at its best

Blooming landscapes, crystal-clear waters and national parks at their finest

6. Long weekend opportunities

May bank holidays are the perfect excuse to extend your trip

7. Dream European destinations

Mediterranean cities are lively but not overcrowded yet

8. Iconic destinations

Japan, Iceland and Peru are among the best places to visit in May

9. The energy of late spring

Travelling in May means embracing the lightness of the season

10. Travel before everyone else

Leave in May and you’ll return with the best memories of the year already made