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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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A large terracotta-tiled dome and an ornate bell tower stand against a blue sky with white clouds, viewed over a stone ledge.
Italy 360: Venice, Florence, Rome
8 days
From$ 3,014
See trip
Salt pans with channels of water reflecting a colorful sunset sky with pink and blue clouds.
Mexico 360°: Discovering Yucatan from Cancun to Mayan Ruins
13 days
4.7(2583)
From$ 1,669
$ 2,028
-17%
See trip
A modern city skyline with tall skyscrapers reflecting in the calm water under a blue sky with scattered clouds.
New York 360°: discovering Manhattan, Brooklyn and Harlem
6 days
4.8(3281)
From$ 1,193
$ 1,332
-10%
See trip
Two giraffes stand on a grassy hill next to a tree in the savanna under a clear blue sky.
Tanzania 360° Collection: from the Savannah to Zanzibar
12 days
4.7(15)
From$ 5,624
$ 6,088
-7%
See trip
A WeRoad group trip rides a line of camels over orange desert sand dunes under a partly cloudy sky.
Southern Morocco: From Marrakech to Essaouira, between deserts and kasbahs
9 days
4.8(3971)
From$ 938
$ 1,042
-10%
See trip
An aerial view of people swimming and snorkeling in clear turquoise water next to a white sand beach backed by lush green hills.
Malaysia Collection: Kuala Lumpur and the Perhentian Islands
11 days
From$ 2,516
$ 2,956
-14%
See trip
A WeRoad group trip riding in a camel caravan across vast orange sand dunes in the desert.
Morocco 360°: Marrakech, Chefchaouen, Fes & the Desert
9 days
4.8(672)
From$ 857
$ 1,042
-17%
See trip
A dense cityscape of colorful buildings on a hill, illuminated at dusk with reflections on the river in the foreground.
Portugal Collection: Porto, the Douro Valley, and Lisbon
8 days
From$ 1,773
$ 2,086
-15%
See trip
A red multi-tiered pagoda stands among blooming cherry blossom trees, overlooking a city and a distant snow-capped mountain at sunset.
Japan Express: Tokyo, Kyoto, Nara & Osaka in 8 Days
8 days
From$ 1,924
$ 2,260
-14%
See trip
An ancient temple with tall spires and palm trees reflected in a calm body of water against an orange sky at sunrise.
Vietnam, Cambodia and Thailand: Indochina adventure
15 days
5(3)
From$ 2,260
$ 2,550
-11%
See trip
An aerial view of a resort with overwater bungalows arranged in a curve above the turquoise ocean.
Maldives Beach Life Collection: Relaxation in Vaavu Atoll
7 days
From$ 3,246
$ 3,710
-12%
See trip
A WeRoad group trip walks single-file along a narrow boardwalk attached to the sheer rock face of a large canyon.
Andalusia Weekend: Malaga and the Caminito del Rey
3 days
5(63)
From$ 439
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