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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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The bridges of Prague over the Vltava river surrounded by autumn colours.
From$ 1,182
$ 1,390
-15%

A wooden boathouse on stilts and rowboats on a calm lake, with snow-capped mountains reflected in the water.
From$ 1,379
$ 1,506
-8%

A person in a yellow cap sits on a rocky clifftop, looking out over a bright blue alpine lake surrounded by snow-capped mountains.
From$ 3,188
$ 3,594
-11%

A smiling WeRoad group trip wearing helmets takes a selfie inside a vibrant turquoise ice cave.
From$ 950
$ 1,158
-18%

A panoramic view of a large, historic square flanked by three ornate buildings with intricate tilework, tall minarets, and blue domes.
From$ 1,112
$ 1,332
-16%

A group of people in red robes look towards a large white stupa with colorful prayer flags strung from its spire against a blue sky.
From$ 1,008
$ 1,158
-13%

A WeRoad group trip of three women sitting on a clifftop, arms raised, overlooking a coastal village surrounded by mountains and sea.
From$ 1,820
$ 2,028
-10%

An aerial view of a tropical beach with clear turquoise water, bordered by a dense forest of palm trees and a green hill.
From$ 1,228
$ 1,448
-15%

The bright red facade of The Temple Bar, a corner pub on a cobblestone street, adorned with lush hanging green plants.
From$ 416

A WeRoad group trip on a safari jeep photographs a large elephant crossing a road in the savanna.
From$ 2,202
$ 2,666
-17%

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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