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Group trips in May

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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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141 trips found
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Aerial view of a sandy peninsula stretching into shallow turquoise water, with mountains on the distant coastline under a blue sky.
Crete Beach Life
8 days
4.7
(860)
From$ 1,094
See trip
A wave splashes against the rocks of a sandy cove with turquoise water under a bright blue sky.
Italy Beach Life: North Sardinia
8 days
4.7
(956)
From$ 1,440
See trip
A pride of lions, including a lioness and cubs, walks through a field of tall, dry grass.
Kenya: Safari, Culture & Coast
9 days
From$ 2,767
$ 3,287
-15%
See trip
The exterior of Mr. D'z, a retro Route 66 diner, glows with colorful neon signs at twilight.
Route 66: on the road from Chicago to LA
15 days
4.8
(495)
From$ 2,998
See trip
A panoramic view of a long sandy beach along a calm blue sea, with a coastal city and mountains in the background.
Turkey Beach Life: Antalya & the Lycian Coast
10 days
From$ 1,383
$ 1,729
-20%
See trip
A woman with blonde dreadlocks in a red top, seen from behind, looking out over terraced salt evaporation ponds.
Peru: Inca Trail Trekking & Sacred Valley
7 days
From$ 910
See trip
A panoramic view of ancient stone ruins and terraces on a green mountainside with a prominent peak lit by sunlight.
Peru Trekking Express: Inca Trail
4 days
From$ 917
See trip
A large orange sand dune casts a deep shadow across itself in a rocky desert landscape under a clear blue sky.
Namibia 360°: Wildlife, Etosha Safari, and the Namib Desert
11 days
4.9
(210)
From$ 2,825
See trip
A wooden boat floats on a calm river that reflects the blue sky and clouds, with a dense green forest in the background.
Peru: Machu Picchu & the Amazon Experience
9 days
From$ 2,190
See trip
A yellow funicular tram travels up a steep, narrow cobblestone street lined with colorful buildings, with a view of the water in the distance.
Portugal Express: from Porto to Lisbon
5 days
4.7
(1173)
From$ 864
See trip
A WeRoad group trip of three women sitting on a clifftop, arms raised, overlooking a coastal village surrounded by mountains and sea.
Top seller
Norway 360°: discovering the Lofoten islands
8 days
4.9
(415)
From$ 1,959
See trip
A WeRoad group trip takes a smiling selfie on a narrow cobblestone street between colorful buildings.
Colombia 360°: Backpacking Edition
11 days
From$ 1,729
See trip
A panoramic view of a deep blue lake inside a volcanic caldera, surrounded by lush green mountains with the ocean in the distance.
Azores Trekking: adventures between volcanoes and ocean
8 days
5
(17)
From$ 1,671
See trip
A long reflecting pool leads to a large white marble mausoleum with minarets, surrounded by gardens where people are walking.
India: from Rajasthan to the Taj Mahal
9 days
4.8
(725)
From$ 1,652
See trip
A WeRoad group leader with blonde hair stands at a railing, looking out at a large, cascading waterfall under a clear blue sky.
Argentina and Brazil: A True South American Adventure
9 days
5
(20)
From$ 2,133
See trip
A pink vintage car parked on a narrow, sunlit street lined with colorful buildings, with a Cuban flag hanging from a balcony.
Cuba 360°: from Havana to Trinidad
12 days
4.7
(4326)
From$ 1,325
See trip
A volcano erupts at night, with glowing lava flowing down its dark slopes under a starry sky.
Guatemala and Belize: Volcanoes, Ruins, and Caribbean Vibes
13 days
5
(3)
From$ 2,156
$ 2,617
-17%
See trip
An aerial view of a narrow sandbar stretching into a turquoise sea, with a sailboat anchored offshore under a clear blue sky.
Ibiza and Formentera Beach Life: discovering the Balearics
8 days
5
(61)
From$ 1,729
See trip
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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:

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