Up to 30% off selected trips + $150 off your first WeRoad trip!

Group trips in May

A WeRoad is waiting for you!

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!

This month’s deals

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181 trips found
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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$ 655
$ 937
-30%

A rocky river flows through a pine forest with misty mountains in the background under a sunset sky.
From$ 444
$ 643
-30%

A WeRoad group trip on a catamaran is silhouetted on the ocean against a vibrant orange sunset.
From$ 655
$ 936
-30%

A silhouette of a cowboy on a horse looking out at a sunset with three birds flying in the sky.
From$ 2,686

A WeRoad group trip walks single-file along a narrow boardwalk attached to the sheer rock face of a large canyon.
From$ 431
$ 454
-5%

Ancient Greek temples and ruins sit atop a rocky hill overlooking a dense forest during a golden sunset.
From$ 349
$ 466
-25%

A modern, sail-shaped glass hotel stands by a sandy beach at sunset, with palm trees and people paddleboarding in the sea.
From$ 407

Salt pans with channels of water reflecting a colorful sunset sky with pink and blue clouds.
From$ 1,576
$ 1,973
-20%

A wooden boathouse on stilts and rowboats on a calm lake, with snow-capped mountains reflected in the water.
From$ 1,171
$ 1,465
-20%

A panoramic view from a rocky mountain peak overlooking a vast mountain range with two blue alpine lakes in a valley below.
From$ 851
$ 910
-6%

A WeRoad group leader stands with a woman in a traditional kimono and parasol at the base of stairs leading to an orange temple.
From$ 1,922
$ 2,403
-20%

An aerial view of an illuminated city skyline at dusk, featuring a replica of the Eiffel Tower next to large hotels and a lake.
From$ 984
$ 1,406
-30%

An elevated view of a historic European city square at dusk, with people walking below and dining at outdoor cafes.
From$ 331
$ 349
-5%

Tall baobab trees with thick trunks glow in the golden sunset light along a dirt road under a partly cloudy sky.
From$ 2,494
$ 2,627
-5%

A WeRoad group trip riding in a camel caravan across vast orange sand dunes in the desert.
From$ 840
$ 1,050
-20%

A large, ancient stone amphitheater stands under a teal sky filled with wispy clouds, with a crowd of people gathered in front.
From$ 466

A Turkish flag waves over a sunlit cityscape of domes and minarets, with seagulls flying over a body of water.
From$ 1,365
$ 1,517
-10%

A WeRoad group trip stands silhouetted on a lakeshore, watching the sunset over mountains and a city.
From$ 2,396
$ 2,522
-5%

Aerial view of a sandy peninsula stretching into shallow turquoise water, with mountains on the distant coastline under a blue sky.
8 days
4.7(860)
From$ 886
$ 1,108
-20%

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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.

Read more

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.

Read more

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.

Read more

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:

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