EARLY BIRD: the perfect back-to-work treat! Up to £/€300 off all itineraries departing from December until the 30th of September.

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

Remember, you only need to pay an £100 deposit to secure your spot!

5
495 departure dates found
October 2025
360°
20 Oct 2025
Monday
12 days
31 Oct 2025
Friday

Confirmed

Coordinator

Michael

Show
group info

Total
$2,348
Private room included when booking for 2

360°
22 Oct 2025
Wednesday
12 days
02 Nov 2025
Sunday

Almost full

2 spots left

Coordinator

Yaser

Show
group info

Total
$2,348
Private room included when booking for 2

City Escape, On the road
22 Oct 2025
Wednesday
5 days
26 Oct 2025
Sunday

Almost full

3 spots left

Coordinator

Rosalind

Show
group info

Total
$1,056
-10%
$ 1,173

360°, Active, Beach Life, Multi country
23 Oct 2025
Thursday
15 days
06 Nov 2025
Thursday

Almost full

3 spots left

Coordinator

Erik

Show
group info

Total
$1,737
-10%
$ 1,937

360°
25 Oct 2025
Saturday
13 days
06 Nov 2025
Thursday

Confirmed

Coordinator

Francesco

Show
group info


Expected WeRoaders: 8

Total
$1,831
-8%
$ 1,995

City Escape
25 Oct 2025
Saturday
5 days
29 Oct 2025
Wednesday

Confirmed

Coordinator

Ceylin

Show
group info

Total
$668
-5%
$ 703

360°, Active, Trekking & Hiking
25 Oct 2025
Saturday
9 days
02 Nov 2025
Sunday

Confirmed

Show
group info


Expected WeRoaders: 8

Total
$997
-15%
$ 1,173
Private room included when booking for 2

City Escape
25 Oct 2025
Saturday
5 days
29 Oct 2025
Wednesday

Confirmed

Coordinator

Ana

Show
group info

Total
$703
-7%
$ 762
Private room included when booking for 2

Beach Life
26 Oct 2025
Sunday
8 days
02 Nov 2025
Sunday

Confirmed

Coordinator

Jeanne-Mari

Show
group info


Expected WeRoaders: 8

Total
$1,056
-10%
$ 1,173

Expedition, Multi country
26 Oct 2025
Sunday
14 days
08 Nov 2025
Saturday

On request

Coordinator

Marek

Show
group info

Total
$2,818

360°
28 Oct 2025
Tuesday
12 days
08 Nov 2025
Saturday

Confirmed

Coordinator

Natasha

Show
group info

Total
$1,349
Private room included when booking for 2

Northern Lights, On the road
28 Oct 2025
Tuesday
8 days
04 Nov 2025
Tuesday

Confirmed

Coordinator

Linda

Show
group info


Expected WeRoaders: 8

Total
$1,549
-14%
$ 1,819

Local traditions, Special events
29 Oct 2025
Wednesday
12 days
09 Nov 2025
Sunday

Confirmed

Show
group info


Expected WeRoaders: 8

Total
$2,114

City Escape, On the road
29 Oct 2025
Wednesday
5 days
02 Nov 2025
Sunday

Almost full

2 spots left

Coordinator

Erica

Show
group info

Total
$644
Private room included when booking for 2

Northern Lights
30 Oct 2025
Thursday
7 days
05 Nov 2025
Wednesday

Confirmed

Show
group info


Expected WeRoaders: 8

Total
$1,702
-6%
$ 1,819
Private room included when booking for 2

Art & Culture, City Escape, History
31 Oct 2025
Friday
5 days
04 Nov 2025
Tuesday

Confirmed

Coordinator

David

Show
group info


Expected WeRoaders: 11

Total
$644
-8%
$ 703
Private room included when booking for 2

November 2025
360°, Safari
01 Nov 2025
Saturday
13 days
13 Nov 2025
Thursday

Confirmed

Coordinator

Izem

Show
group info

Total
$2,642
Private room included when booking for 2

Active, Trekking & Hiking
02 Nov 2025
Sunday
13 days
14 Nov 2025
Friday

On request

Coordinator

Amy

Show
group info

Total
$3,910

360°
03 Nov 2025
Monday
13 days
15 Nov 2025
Saturday

Confirmed

Coordinator

Gearóid

Show
group info


Expected WeRoaders: 9

Total
$1,995

360°
03 Nov 2025
Monday
13 days
15 Nov 2025
Saturday

Confirmed

Coordinator

Soniamaria

Show
group info


Expected WeRoaders: 9

Total
$1,878
Private room included when booking for 2

Doubts? Questions? Contact our team!

Contact us!

Mon - Fri: 9:00 a.m. - 6:00 p.m.

Help with finding flights

Flights are not included in the price, but we'll be happy to help you find them!