LAST MINUTE DEALS!

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

Almost confirmed
All ages

People interested: 3

Expected WeRoaders: 9

Total
$1,044

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

Almost confirmed
All ages

People interested: 9

Expected WeRoaders: 8

Total
$695

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

Almost confirmed
All ages

People interested: 5

Expected WeRoaders: 9

Total
$1,567

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

Confirmed
All ages

Coordinator

Fabrizio

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group info


Expected WeRoaders: 13

Total
$695
Private room included when booking for 2

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

Almost confirmed
All ages

Show
group info


People interested: 11

Expected WeRoaders: 12

Total
$695
Private room included when booking for 2

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

On request
All ages

Coordinator

Luke Thomas

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group info

Total
$816

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

Confirmed
All ages

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group info


Expected WeRoaders: 11

Total
$1,044
Private room included when booking for 2

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

Confirmed
All ages

Coordinator

Yaiza

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group info


Expected WeRoaders: 11

Total
$1,276
Private room included when booking for 2

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

Almost confirmed
All ages

Show
group info


People interested: 7

Expected WeRoaders: 15

Total
$1,160

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

Planned
All ages

People interested: 1

Expected WeRoaders: 11

Total
$1,369
-5%
$ 1,451

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

Almost confirmed
All ages

Show
group info


Expected WeRoaders: 11

Total
$1,311
-5%
$ 1,393

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

Confirmed
All ages

Show
group info


Expected WeRoaders: 14

Total
$1,276
Private room included when booking for 2

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

Planned
All ages

People interested: 3

Expected WeRoaders: 8

Total
$1,857

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

Planned
All ages

People interested: 2

Expected WeRoaders: 12

Total
$1,416
-6%
$ 1,509

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

Confirmed
All ages

Coordinator

Kerry Anne

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group info


Expected WeRoaders: 9

Total
$1,276
Private room included when booking for 2

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

Almost confirmed
All ages

Show
group info


People interested: 2

Expected WeRoaders: 11

Total
$928
-5%
$ 986
Private room included when booking for 2

Food & Wine
05 Oct 2025
Sunday
5 days
09 Oct 2025
Thursday

Almost confirmed
All ages

Expected WeRoaders: 8

Total
$1,044

360°, Art & Culture
05 Oct 2025
Sunday
9 days
13 Oct 2025
Monday

Planned
All ages

People interested: 1

Expected WeRoaders: 11

Total
$2,322

Beach Life
05 Oct 2025
Sunday
8 days
12 Oct 2025
Sunday

Almost confirmed
All ages

People interested: 2

Expected WeRoaders: 12

Total
$928
Private room included when booking for 2

360°, On the road
05 Oct 2025
Sunday
12 days
16 Oct 2025
Thursday

Almost confirmed
All ages

Show
group info


People interested: 4

Expected WeRoaders: 8

Total
$2,345