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

Selected for you

All available itineraries

View by
181 trips found
Show maps
The large standing stones of the Stonehenge monument on a grassy field under a glowing sunrise sky.
From$ 3,518
$ 4,104
-14%

A WeRoad group leader with blonde hair stands at a railing, looking out at a large, cascading waterfall under a clear blue sky.
From$ 1,728
$ 2,160
-20%

Colorful wooden houses line a waterfront with a red boat moored nearby, at the base of a forested, misty hill.
From$ 1,400
$ 1,517
-7%

A large red suspension bridge spanning a bay at sunset, with cars crossing it and a city skyline in the background.
From$ 1,312
$ 1,875
-30%

A lush green, rocky headland forms a small cove with a sandy beach and clear, turquoise water on a sunny day.
8 days
4.7(2878)
From$ 984
$ 1,230
-20%

A white-headed capuchin monkey sits on a large green palm frond holding a dried leaf, surrounded by lush jungle foliage.
From$ 2,403
$ 2,990
-19%

An ancient Greek temple with large columns stands on a rocky hill under a blue sky with white clouds at sunset.
From$ 1,031
$ 1,289
-20%

A WeRoad group trip of people relaxing on yellow inflatable rings tied together in dark blue water, seen from above.
From$ 409
$ 585
-30%

A WeRoad group trip rides a line of camels over orange desert sand dunes under a partly cloudy sky.
From$ 843
$ 1,054
-20%

A river flows through a grassy meadow towards a range of snow-capped mountains under a partly cloudy sky.
From$ 2,578
$ 3,164
-18%

A modern city skyline with tall skyscrapers reflecting in the calm water under a blue sky with scattered clouds.
From$ 968
$ 1,213
-20%

Two large, overlapping red rock arches form a double arch against a cloudless blue sky.
From$ 1,757
$ 2,344
-25%

A coastal town with red-tiled roofs and a stone bell tower on the edge of a turquoise bay, with mountains in the distance.
From$ 1,412
$ 1,576
-10%

A WeRoad group trip wearing wetsuits carries surfboards into the ocean for a lesson with their coaches.
From$ 444

Diners sit at a riverside patio under colorful umbrellas as tour boats float past on the water.
From$ 655
$ 936
-30%

An ornate white tiered fountain with statues spraying water in a public park, with red plants in the foreground and tall trees behind.
From$ 491
$ 702
-30%

Show
Page 4 of 10
Book with confidence
Book with €/£/$0
Secure your spot for free. The €/£/$100 deposit will only be charged once the trip is confirmed
Change your trip
Move dates or switch destination 31 days before the trip, no extra fees
Protected trip
Medical and baggage insurance included in every trip, at no extra cost
Split payments
Split your payment into easy installments, no interest or surprises

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