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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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A European-style castle and village nestled in lush green mountains under a partly cloudy sky.
From$ 1,622

A coastal town with colorful buildings built into a steep cliffside, featuring a stone arched bridge over the blue sea.
From$ 1,100

A pride of four lions rests in the tall golden grass of a savanna, with acacia trees in the background.
From$ 3,468

The exterior of Mr. D'z, a retro Route 66 diner, glows with colorful neon signs at twilight.
From$ 2,608

An aerial view of a historic European city with a wide river, several stone bridges, and ornate architecture under a cloudy sky.
From$ 1,854

Four women in traditional clothing walk through a terraced rice field, with lush green mountains in the background.
From$ 1,622

An aerial view of a lush tropical island with buildings and docks, surrounded by turquoise and deep blue ocean.
From$ 2,202

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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 sidewalk.

1. Spring in full bloom

Flowers, colors, and natural light make every destination even more beautiful to experience.


2. Public holidays & long weekends

Easter and spring holidays are the perfect excuse for a getaway


3. Dream weather

From the Mediterranean to Asia, temperatures are ideal for exploring without overheating


4. Fewer crowds

Tourist hotspots aren’t packed yet: more space, more peace


5. Reasonable prices

Before the summer peak, flights remain more affordable


6. Nature at its best

Hiking, outdoor adventures, and excursions are perfect with April’s mild climate


7. Unmissable exotic destinations

Southeast Asia, East Africa, and Central America are at their best


8. Longer days

More daylight means more time to explore and fully enjoy each destination


9. The energy of a new beginning

April brings a natural boost: the perfect time to reset through travel


10. Traveling before the peak

While everyone is planning summer, you’re already living your adventure

From the WeRoad blog

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.

The best beaches in Mexico

Discover the best beaches in Mexico—from Riviera Maya favorites to Pacific surf spots—with tips on where to swim, relax, and skip the crowds.

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.

Everything you need to know about WeRoad trips

How does WeRoad work?

How does WeRoad work?

Choose your trip based on departure dates, destinations, and travel mood, and... book it! Once you get the email confirming your trip, book your Round-trip flights to and from the destination – nope, they're not included in the package, we like flexibility! 15 days before departure, the Group Leader will create a WhatsApp group so you can start getting to know your future travel buddies. You're all set: enjoy your WeRoad trip! You'll share incredible experiences, discover local culture, and live every minute to the fullest – you'll probably shed a tear or two when it's time to say goodbye, but that's totally normal! (To learn more about how it works, read here!)

Is the flight included?

Is the flight included?

Flights are not included—we love flexibility! This way you have total freedom to choose your departure airport, your airline, how many stops to make, and, if you wish, to stay a few extra days at your destination. Obviously, we can help you choose them (check out our flight purchase support here), and what’s more, we have many discounts you can use with some major airlines.

Are there any age limits?

Are there any age limits?

Yep, we have age limits. We organize groups split into different age groups. It won't be hard to find the perfect WeRoad for you!

How to choose your first WeRoad trip?

How to choose your first WeRoad trip?

Our advice is to start by asking yourself questions like: What's my budget? How long do I want to be away and when can I go? What am I in the mood for? Beach, nature, adventure, food, everything! And guess what, these are the filters you can set in all the search sections on our site.

By answering these questions, you'll have already narrowed down your choices and finding the perfect trip will be easier. What else can you consider at this point? Flight times and prices to the destination, the confirmation status of the tour, and maybe even the profile of the Group Leader if they're already assigned.

If after all this you still haven't found the right trip, or you're a Libra, Pisces, or Gemini, or you need assistance from our crew, you can find us on WhatsApp at +44 7716573700 or read this page.