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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 silhouette of a cowboy on a horse looking out at a sunset with three birds flying in the sky.
From$ 2,633

A large, ancient stone amphitheater stands under a teal sky filled with wispy clouds, with a crowd of people gathered in front.
From$ 457

A herd of wildebeest and a single zebra walk along the shore of a lake teeming with pink flamingos.
From$ 2,713
$ 3,014
-10%

A palm tree leans out from a rocky, verdant cliff over a white sand beach with turquoise water.
From$ 1,274
$ 1,506
-15%

A winding road snakes through lush green vineyards towards a distant village under a sky full of dark storm clouds.
From$ 1,741

A WeRoad group trip on a catamaran is silhouetted on the ocean against a vibrant orange sunset.
From$ 1,046

Several marine iguanas rest on a white sand beach beside a turquoise ocean under a bright blue sky.
From$ 3,594
$ 4,058
-11%

A Turkish flag waves over a sunlit cityscape of domes and minarets, with seagulls flying over a body of water.
From$ 1,332
$ 1,506
-11%

A red and white lighthouse with an adjacent building sits atop a grassy hill under a clear teal sky, with a path leading up to it.
From$ 868
$ 926
-6%

A wooden building with a traditional curved roof overlooks a tranquil pond with water lilies, with lush mountains in the background at sunset.
From$ 2,666
$ 3,130
-14%

An expansive view of misty mountains rising from the ocean, featuring a distinct conical peak and a distant statue on a summit.
From$ 2,434
$ 2,574
-5%

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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