BLACK FRIDAY IS HERE! 🌟 Up to 30% off your dream trip. Don't delay, SPOTS ARE LIMITED! 🔥

October Trips

October Trips 2025

A new beginning

Autumn is calling

and it might just be one of the most enchanting time of the year to travel

Fall is finally here, and on this page, you’ll find all our best group adventures departing in October. You can either spend these gloomy days dreaming about faraway destinations, or you can catch the first flight and spend an 'Autumn in New York' looking for Richard Gere - hopefully, you get the reference, if not, you're missing out on a great movie here! Moving on: whether you're looking for a beach getaway in October or a trip to Italy or maybe an adventure overseas... you're sure to find the perfect WeRoad for you here! Get inspired by the suggestions below (yes, New York is on the list indeed): maybe you fancy a camel ride at sunset on the Sahara in Morocco, or you'd like to have the first sight of season of the Northern Lights in Iceland? You can't go wrong, trust us!

All trips departing in October

99 departure dates found
October 2026
360°
01 Oct 2026
Thursday
11 days
11 Oct 2026
Sunday

Confirmed

Show
group info


Expected WeRoaders: 10

Black Friday!
Total
$1,886
-15%
$ 2,242
Private room included when booking for 2

360°
02 Oct 2026
Friday
14 days
15 Oct 2026
Thursday

Planned

Expected WeRoaders: 9

Black Friday!
Total
$1,290
-20%
$ 1,613
Private room included when booking for 2

Expedition, Safari
02 Oct 2026
Friday
10 days
11 Oct 2026
Sunday

Almost confirmed

Show
group info


People interested: 1

Expected WeRoaders: 8

Black Friday!
Total
$2,484
-20%
$ 3,105
Private room included when booking for 2

360°, Beach Life
03 Oct 2026
Saturday
8 days
10 Oct 2026
Saturday

Planned

Expected WeRoaders: 13

Black Friday!
Total
$875
-15%
$ 1,036
Private room included when booking for 2

360°
03 Oct 2026
Saturday
8 days
10 Oct 2026
Saturday

Planned

People interested: 1

Expected WeRoaders: 10

Black Friday!
Total
$875
-20%
$ 1,094
Private room included when booking for 2

Multi country, On the road, Train
03 Oct 2026
Saturday
7 days
09 Oct 2026
Friday

Planned

Expected WeRoaders: 12

Total
$1,520

City Escape
03 Oct 2026
Saturday
7 days
09 Oct 2026
Friday

Planned

Expected WeRoaders: 12

Black Friday!
Total
$1,420
-10%
$ 1,590

360°
03 Oct 2026
Saturday
13 days
15 Oct 2026
Thursday

Almost confirmed

People interested: 1

Expected WeRoaders: 9

Black Friday!
Total
$1,471
-20%
$ 1,839
Private room included when booking for 2

Art & Culture
03 Oct 2026
Saturday
8 days
10 Oct 2026
Saturday

Planned

Expected WeRoaders: 12

Total
$1,429

360°
03 Oct 2026
Saturday
8 days
10 Oct 2026
Saturday

Confirmed

Show
group info


Expected WeRoaders: 11

Black Friday!
Total
$1,103
-26%
$ 1,494
Private room included when booking for 2

360°, On the road
03 Oct 2026
Saturday
9 days
11 Oct 2026
Sunday

Planned

Expected WeRoaders: 8

Total
$1,806

360°, Active, Trekking & Hiking
03 Oct 2026
Saturday
9 days
11 Oct 2026
Sunday

Almost confirmed

Show
group info


People interested: 2

Expected WeRoaders: 9

Black Friday!
Total
$712
-27%
$ 976
Private room included when booking for 2

360°
03 Oct 2026
Saturday
10 days
12 Oct 2026
Monday

Almost confirmed

People interested: 4

Expected WeRoaders: 8

Black Friday!
Total
$1,655
-20%
$ 2,070
Private room included when booking for 2

360°
04 Oct 2026
Sunday
7 days
10 Oct 2026
Saturday

Almost confirmed

People interested: 2

Expected WeRoaders: 8

Black Friday!
Total
$965
-30%
$ 1,379

360°
04 Oct 2026
Sunday
12 days
15 Oct 2026
Thursday

Planned

People interested: 1

Expected WeRoaders: 8

Black Friday!
Total
$977
-26%
$ 1,322
Private room included when booking for 2

Beach Life
04 Oct 2026
Sunday
8 days
11 Oct 2026
Sunday

Planned

Expected WeRoaders: 8

Black Friday!
Total
$1,209
-30%
$ 1,728
Private room included when booking for 2

360°
04 Oct 2026
Sunday
9 days
12 Oct 2026
Monday

Planned

Expected WeRoaders: 8

Black Friday!
Total
$1,083
-30%
$ 1,555
Private room included when booking for 2

City Escape
04 Oct 2026
Sunday
5 days
08 Oct 2026
Thursday

Planned
Total
$804
Private room included when booking for 2

360°
04 Oct 2026
Sunday
12 days
15 Oct 2026
Thursday

Planned

Expected WeRoaders: 8

Black Friday!
Total
$1,679
-18%
$ 2,071
Private room included when booking for 2

360°
04 Oct 2026
Sunday
12 days
15 Oct 2026
Thursday

Planned

Expected WeRoaders: 11

Black Friday!
Total
$931
-26%
$ 1,265
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!