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October Departures

This October, Travel Together

(even if you start solo)

Fall is finally here, and 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! On this page, you’ll find all our best group adventures departing in October.

All trips departing in October

5
143 departure dates found
October 2025
Food & Wine
01 Oct 2025
Wednesday
5 days
05 Oct 2025
Sunday

Almost confirmed

2 people interested

Total
$1,038

Beach Life
01 Oct 2025
Wednesday
5 days
05 Oct 2025
Sunday

Planned

2 people interested

Total
$691

City Escape, On the road
01 Oct 2025
Wednesday
5 days
05 Oct 2025
Sunday

Almost confirmed

Group

1 WeRoader

Total
$1,558

City Escape
01 Oct 2025
Wednesday
5 days
05 Oct 2025
Sunday

Confirmed

Coordinator

Fabrizio

Group

5 WeRoaders

Total
$691

Art & Culture, City Escape, History
01 Oct 2025
Wednesday
5 days
05 Oct 2025
Sunday

Almost confirmed

Group

1 WeRoader

Total
$691
Private room included when booking for 2

City Escape
02 Oct 2025
Thursday
5 days
06 Oct 2025
Monday

On request

Coordinator

Luke Thomas

Group

7 WeRoaders

Total
$811

360°, Art & Culture
03 Oct 2025
Friday
9 days
11 Oct 2025
Saturday

Planned

1 person interested

Total
$3,117
Private room included when booking for 2

360°
03 Oct 2025
Friday
9 days
11 Oct 2025
Saturday

Almost confirmed

11 people interested

Total
$1,038
Private room included when booking for 2

360°, Safari
03 Oct 2025
Friday
13 days
15 Oct 2025
Wednesday

Almost confirmed

3 people interested

Total
$2,597
Private room included when booking for 2

360°
03 Oct 2025
Friday
12 days
14 Oct 2025
Tuesday

Confirmed

Coordinator

Yaiza

Group

4 WeRoaders

Total
$1,269
Private room included when booking for 2

360°, Beach Life
04 Oct 2025
Saturday
8 days
11 Oct 2025
Saturday

Almost confirmed

Group

1 WeRoader

Total
$1,153

City Escape
04 Oct 2025
Saturday
7 days
10 Oct 2025
Friday

Planned

Total
$1,361
-5%
$ 1,442

Art & Culture
04 Oct 2025
Saturday
8 days
11 Oct 2025
Saturday

Planned

Total
$1,303
-5%
$ 1,384

Art & Culture, City Escape, History
04 Oct 2025
Saturday
5 days
08 Oct 2025
Wednesday

Almost confirmed

3 people interested

Total
$1,211

360°, Active, Trekking & Hiking
04 Oct 2025
Saturday
8 days
11 Oct 2025
Saturday

Confirmed

Group

4 WeRoaders

Total
$1,269
Private room included when booking for 2

360°, On the road
04 Oct 2025
Saturday
9 days
12 Oct 2025
Sunday

Planned

1 person interested

Total
$1,846

Active, Surf
04 Oct 2025
Saturday
8 days
11 Oct 2025
Saturday

Planned

Total
$1,407
-6%
$ 1,500

360°, Active, Trekking & Hiking
04 Oct 2025
Saturday
9 days
12 Oct 2025
Sunday

Confirmed

Coordinator

Kerry Anne

Group

3 WeRoaders

Total
$1,269
Private room included when booking for 2

Expedition, Safari
04 Oct 2025
Saturday
10 days
13 Oct 2025
Monday

Almost confirmed

5 people interested

Total
$3,117
Private room included when booking for 2

Beach Life
05 Oct 2025
Sunday
6 days
10 Oct 2025
Friday

Planned

Total
$922
-5%
$ 980