Last minute flash sale to Asia đŸ”„ New to WeRoad? Save with WEROADER100

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

All available itineraries

View by
67 trips found
Show maps
A modern city skyline with tall skyscrapers reflecting in the calm water under a blue sky with scattered clouds.
From$ 1,333

A person in a hat stands on a rocky outcrop with arms outstretched, overlooking a range of colorful, striped mountains under a blue sky.
From$ 2,232

Aerial view of a large rock fortress with ancient ruins on its summit, surrounded by a vast, dense green jungle.
winter trend
From$ 1,391

The exterior of Mr. D'z, a retro Route 66 diner, glows with colorful neon signs at twilight.
From$ 2,726

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$ 2,436

An elevated view of a historic European city square at dusk, with people walking below and dining at outdoor cafes.
From$ 328
$ 346
-5%

A tall, narrow waterfall cascades down a cliff face in the center of a dense, lush green jungle under an overcast sky.
From$ 1,672

Show
Page 2 of 5

Book with confidence

Book with $ 0

Lock in your spot and only pay once it's confirmed

Free changes

Switch dates or destination within 31 days, at no extra cost

Maximum Flexibility

New Flexible Cancellation! Cancel up to 24hrs before

Pay in installments

Spread the cost over time, interest-free

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:

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