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People ice-skating on an outdoor rink at night, with a large lit Christmas tree and tall city buildings in the background.

Christmas Break & New Year Group Trips

Two weeks, two moods: family Christmas, then a trip that's actually yours

Best destinations for Christmas Break 2026

Christmas markets across USA, one city or several. Warm-weather escapes if you'd rather trade sweaters for sand. A 360° trip if you're using the full break to see something new. And if it's New Year's Eve you're planning around, we've got destinations built for exactly that countdown. Organized group trips, confirmed departures, a group leader always with you.

All trips for Christmas 2026

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An aerial view of an iconic opera house and a city skyline at sunset, with a ferry crossing the harbor.
From$ 2,806
$ 2,956
-5%

A person in a yellow dress leans out of a blue train window traveling through lush green tea plantations.
From$ 1,854

Four women in traditional clothing walk through a terraced rice field, with lush green mountains in the background.
From$ 1,796

A WeRoad group trip stands silhouetted on a lakeshore, watching the sunset over mountains and a city.
From$ 2,808
$ 2,956
-5%

A WeRoad group trip takes a smiling selfie on a narrow cobblestone street between colorful buildings.
From$ 1,854

A long reflecting pool leads to a large white marble mausoleum with minarets, surrounded by gardens where people are walking.
From$ 1,680

An aerial view of a secluded sandy beach in a cove, with turquoise waves crashing between steep, green cliffs.
From$ 1,158

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$ 2,550

Large agave plants in the foreground of a historic stone church with two ornate bell towers at sunset.
From$ 2,202

An aerial view of a white sand beach lined with palm trees and thatched umbrellas next to a turquoise ocean under a partly cloudy sky.
From$ 1,498
$ 1,730
-13%

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8 great reasons to treat yourself

A WeRoad for Christmas

A bustling Christmas market with illuminated stalls and a large Christmas tree fills a historic city square at dusk.

1. Two weeks, not just two days
Christmas break is long enough for family time and a real trip;

2. Skip the market crowds, solo
Christmas markets are better with a small group;

3. Your group is ready to go
No family group chat vote on the destination. We're going. Full stop;

4. Your Group Leader
Handles the logistics so you can actually enjoy the moment;

5. Warm or festive, take your pick
Snow and markets or sun and sand: the break works either way;

6. Near or far, take your pick
A European city break or a bigger trip further out: both fit the calendar;

7. You come back with new friends
Ringing in the new year with strangers who become friends fast;

8. The gift wrapping can wait
It'll still be there in January. This trip won't.

Do you have doubts about your next trip?

How does WeRoad work?

How does WeRoad work?

We’ll keep it short. Choose your trip based on departure dates, destinations, and travel style… then book! Once you receive the email confirming your trip, book your round-trip flights to the destination - no, 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 mates. That’s it: enjoy your WeRoad trip! You’ll share incredible experiences, discover local culture, and live every moment to the fullest - you’ll probably shed a few tears when it’s time to say goodbye, but that’s totally normal!

Is the flight included?

Is the flight included?

Flights are not included: we like flexibility! This way, you’re free to choose which airport to depart from, which airline to fly with, how many layovers to make, and, if you wish, stay a few extra days at your destination.

We can help you choose your flights (just get in touch!), and we also offer discounts you can use with some of the major airlines.

Are WeRoad group trips suitable for solo travelers?

Are WeRoad group trips suitable for solo travelers?

Yes, and it’s actually the most common case. The vast majority of WeRoad travelers book individually, without a group of friends to travel with.

That said, you can also book and travel with one or more friends! It can be a great way to bond even more and meet new people together. The more, the merrier!

Is it possible to book a last minute trip?

Is it possible to book a last minute trip?

Yes, with WeRoad you can also book last minute and if you love flexibility, we even have a dedicated category for last-minute trips with the closest upcoming departures still available, at a discount!

What are the best places to travel for Christmas?

What are the best places to travel for Christmas?

Europe's Christmas markets are a classic pick, but warm-weather destinations work just as well if you'd rather skip the cold entirely.

Want to get to know us better before traveling with us?

Want to get to know us better before traveling with us?

We don’t have offices open to the public, it’s true, but you can find us everywhere, both online and offline we host many events all over Italy (check out the upcoming events here).

And if you’re not ready to jump into a 12-day trip on the other side of the world just yet, you can try the Express format: 5- or at most 6-day itineraries, perfect for understanding whether WeRoad is the kind of travel experience for you. That way, you’ll set off on bigger adventures with greater peace of mind, right?