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Winter trips

Winter trips

Escape this winter: come on a WeRoad adventure and make friends for life!

No plans this winter? Whatever you do, don't stay in rainy Britain.

Are you ready for an epic winter adventure? Look no further! Discover unforgettable Winter trips with WeRoad. Imagine yourself surrounded by stunning snowy landscapes in Iceland, or lounging on the white sand beaches of the Maldives. And if exploring the vibrant culture and lush jungles of Thailand is more your style, we've got that too! WeRoad’s Winter trips are crafted for those who want more from their travel: real moments, shared laughter, and memories that outlast the season. So skip the routine. Come join us and embark on the adventure of a lifetime! Your next group trip - and your next great story - starts now.

Check out our departures over winter

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185 trips found
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Tall baobab trees with thick trunks glow in the golden sunset light along a dirt road under a partly cloudy sky.
Madagascar 360°: Beach, jungle, baobabs, lemurs and chameleons
14 days
5(1)
From$ 2,510
$ 2,644
-5%
See trip
A wide canyon with layered red rock formations and a winding river seen at sunset under an orange sky.
Grand Canyon Weekend: Rim to River
3 days
From$ 1,019
$ 1,465
-30%
See trip
A WeRoad group trip riding in a camel caravan across vast orange sand dunes in the desert.
Morocco 360°: Marrakech, Chefchaouen, Fes & the Desert
9 days
4.7(610)
From$ 843
$ 1,054
-20%
See trip
A large, ancient stone amphitheater stands under a teal sky filled with wispy clouds, with a crowd of people gathered in front.
Rome Weekend: between Trastevere and sunset from Pincio
3 days
5(12)
From$ 466
See trip
A Turkish flag waves over a sunlit cityscape of domes and minarets, with seagulls flying over a body of water.
Turkey 360°: Istanbul, Cappadocia and Ephesus
9 days
4.9(87)
From$ 1,370
$ 1,523
-10%
See trip
A WeRoad group trip stands silhouetted on a lakeshore, watching the sunset over mountains and a city.
Brazil Beach Life: Palms, Parties & Paradise
11 days
5(1)
From$ 2,411
$ 2,538
-5%
See trip
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$ 892
$ 1,115
-20%
See trip
A Buddhist monk in orange robes prays among ancient stone stupas with a mountain landscape in the background.
Indonesia 360°: Java, Bali and the Gili islands
13 days
4.7(3740)
From$ 1,503
$ 1,879
-20%
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$ 1,218
$ 1,523
-20%
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$ 3,290
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(496)
From$ 2,902
$ 3,055
-5%
See trip
View from a boat on a turquoise river winding through a steep, forested mountain canyon under a blue sky.
Albania 360°: Tirana, Butrint and Lake Koman
8 days
4.7(1847)
From$ 843
$ 1,054
-20%
See trip
Several marine iguanas rest on a white sand beach beside a turquoise ocean under a bright blue sky.
Ecuador 360º: Journey through the Galapagos Islands
15 days
4.8(66)
From$ 3,224
$ 3,811
-15%
See trip
View of the main mosque of Marrakech
Morocco Express: Marrakech, Essaouira and the Desert
5 days
4.8(3513)
From$ 561
$ 702
-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$ 927
See trip
A palm tree with green fronds leans over a white sand beach next to turquoise ocean water under a clear blue sky.
Jamaica Beach Life: Epic Beaches, Reggae and Nightlife
7 days
From$ 1,993
$ 2,579
-22%
See trip
An aerial view of a lush tropical island with buildings and docks, surrounded by turquoise and deep blue ocean.
Bahamas 360° Beach Life: true paradise
7 days
From$ 1,523
$ 2,109
-27%
See trip
A long highway bridge extends over the sea towards a distant, hazy shoreline.
Florida Express: On the road to Miami & Key West
5 days
From$ 1,066
$ 1,523
-30%
See trip
A WeRoad group trip on a catamaran is silhouetted on the ocean against a vibrant orange sunset.
Key West Weekend: Island Vibes & Sunsets
3 days
From$ 655
$ 936
-30%
See trip
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