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October Trips

October Trips 2025

Autumn is calling

This October, Travel Together

(even if you start solo)

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

5
71 departure dates found
October 2025
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: 10

Total
$697
Private room included when booking for 2

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

Confirmed
All ages

Coordinator

Sophie

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group info


Expected WeRoaders: 8

Total
$697
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
$818

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

Confirmed
All ages

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group info


Expected WeRoaders: 8

Total
$1,047
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: 9

Total
$1,280
Private room included when booking for 2

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

Almost confirmed
All ages

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group info


People interested: 10

Expected WeRoaders: 8

Total
$1,047

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

Confirmed
All ages

Coordinator

Kathryn

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group info


Expected WeRoaders: 13

Total
$1,280
Private room included when booking for 2

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: 8

Total
$1,163
Private room included when booking for 2

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

Almost confirmed
All ages

People interested: 5

Expected WeRoaders: 8

Total
$930
Private room included when booking for 2

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

Confirmed
All ages

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group info


Expected WeRoaders: 8

Total
$2,445

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

Almost confirmed
All ages

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group info


People interested: 5

Expected WeRoaders: 8

Total
$930
-5%
$ 989
Private room included when booking for 2

360°
05 Oct 2025
Sunday
13 days
17 Oct 2025
Friday

Confirmed
All ages

Coordinator

Izabela

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group info


Expected WeRoaders: 8

Total
$1,629
Private room included when booking for 2

360°
06 Oct 2025
Monday
13 days
18 Oct 2025
Saturday

Almost confirmed
All ages

People interested: 7

Expected WeRoaders: 8

Total
$1,979
Private room included when booking for 2

360°
06 Oct 2025
Monday
11 days
16 Oct 2025
Thursday

Confirmed
All ages

Coordinator

Ruben Louie Roy

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group info


Expected WeRoaders: 8

Total
$2,293
Private room included when booking for 2

Beach Life
06 Oct 2025
Monday
6 days
11 Oct 2025
Saturday

Confirmed
All ages

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group info


Expected WeRoaders: 8

Total
$989

Art & Culture
07 Oct 2025
Tuesday
5 days
11 Oct 2025
Saturday

Almost confirmed
All ages

Coordinator

Erica

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group info


People interested: 5

Expected WeRoaders: 8

Total
$814
Private room included when booking for 2

Art & Culture, City Escape, History
08 Oct 2025
Wednesday
5 days
12 Oct 2025
Sunday

Confirmed
All ages

Coordinator

David

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group info


Expected WeRoaders: 10

Total
$581
Private room included when booking for 2

360°
08 Oct 2025
Wednesday
12 days
19 Oct 2025
Sunday

Confirmed
All ages

Coordinator

Elena Diana

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group info


Expected WeRoaders: 11

Total
$2,328
Private room included when booking for 2

City Escape
09 Oct 2025
Thursday
5 days
13 Oct 2025
Monday

Almost confirmed
All ages

People interested: 8

Expected WeRoaders: 8

Total
$1,163

360°, Expedition
09 Oct 2025
Thursday
11 days
19 Oct 2025
Sunday

Confirmed
All ages

Coordinator

Kathryn

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group info


Expected WeRoaders: 8

Total
$1,513
Private room included when booking for 2

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