Winter 2026/27 trips: the most stunning destinations to experience with your crew
Snow or palm trees, it doesn't matter: you pick the destination, we'll find the group
Every winter, a new story
For winter 2026/27, you'll find over 330 itineraries, from trips to warm destinations in Asia and Latin America, to snowy adventures in Northern Europe, and cities to explore off-season. Each itinerary is meticulously planned to help you experience authentic local moments with a group of people who share your same desire to keep exploring.
Travel ideas for Winter 2026/27
All available itineraries
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Free changes
Switch dates or destination within 31 days, at no extra cost
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Winter holidays: the best destinations month by month
And you, which month are you?
Some leave in December for the most memorable New Year's Eve of their lives, others wait for January for the best prices, and some choose February to avoid queues. Whatever your month, we have the right departures for you.
Got any doubts about your next winter trip?
How does WeRoad work?
Weâll 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, theyâre not included in the package, we like flexibility!
15 days before departure, the coordinator will create a WhatsApp group so you can start getting to know your future travel mates. Thatâs it: enjoy your WeRoad trip! Youâll share incredible experiences, discover local culture, and live every moment to the fullest - youâll probably shed a few tears when itâs time to say goodbye, but thatâs totally normal!
Is the flight included?
Flights are not included: we like flexibility! This way, youâre 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?
Yes, and itâs 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?
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!
Want to get to know us better before traveling with us?
We donât have offices open to the public, itâs 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 youâre 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, youâll set off on bigger adventures with greater peace of mind, right?