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

5
42 departure dates found
October 2025
City Escape
01 Oct 2025
Wednesday
5 days
05 Oct 2025
Sunday

Confirmed

Coordinator

Fabrizio

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group info


Expected WeRoaders: 8

Total
$644
-8%
$ 703

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

Confirmed

Coordinator

Sophie

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group info


Expected WeRoaders: 10

Total
$667
-5%
$ 703
Private room included when booking for 2

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

On request

Coordinator

Luke Thomas

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group info

Total
$824

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

Confirmed

Coordinator

Marta

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group info


Expected WeRoaders: 8

Total
$973
-7%
$ 1,055
Private room included when booking for 2

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

Almost full

2 spots left

Coordinator

Yaiza

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group info

Total
$1,289
Private room included when booking for 2

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

Confirmed

Coordinator

Antonio

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group info


Expected WeRoaders: 11

Total
$996
-5%
$ 1,055

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

Confirmed

Coordinator

Kerry Anne

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group info


Expected WeRoaders: 8

Total
$1,078
-8%
$ 1,172
Private room included when booking for 2

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

Confirmed

Coordinator

Izabela

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group info


Expected WeRoaders: 8

Total
$1,489
-9%
$ 1,642
Private room included when booking for 2

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

Almost full

1 spot left

Coordinator

Ruben Louie Roy

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group info

Total
$2,311

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

Confirmed

Coordinator

David

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group info


Expected WeRoaders: 8

Total
$491
-16%
$ 585
Private room included when booking for 2

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

Almost full

1 spot left

Coordinator

Kathryn

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group info

Total
$1,407
-7%
$ 1,524

360°
11 Oct 2025
Saturday
12 days
22 Oct 2025
Wednesday

Almost full

2 spots left

Coordinator

Andrea

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group info

Total
$2,346
Private room included when booking for 2

360°
11 Oct 2025
Saturday
9 days
19 Oct 2025
Sunday

Almost full

Coordinator

Alice

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group info

Total
$1,465
Private room included when booking for 2

City Escape
11 Oct 2025
Saturday
5 days
15 Oct 2025
Wednesday

Almost full

3 spots left

Coordinator

Isabella

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group info

Total
$703

360°
11 Oct 2025
Saturday
8 days
18 Oct 2025
Saturday

Confirmed

Coordinator

Viktorija

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group info

Total
$1,113
-5%
$ 1,172
Private room included when booking for 2

Art & Culture, City Escape, History
11 Oct 2025
Saturday
5 days
15 Oct 2025
Wednesday

Almost full

Coordinator

Katherine

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group info

Total
$703
-7%
$ 761
Private room included when booking for 2

360°
12 Oct 2025
Sunday
15 days
26 Oct 2025
Sunday

On request

Coordinator

Marco

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group info

Total
$3,285
-5%
$ 3,461

City Escape, On the road
15 Oct 2025
Wednesday
5 days
19 Oct 2025
Sunday

Almost confirmed

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group info


People interested: 3

Expected WeRoaders: 8

Total
$585
-9%
$ 644
Private room included when booking for 2

360°
18 Oct 2025
Saturday
9 days
26 Oct 2025
Sunday

Confirmed

Coordinator

Grainne

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group info


Expected WeRoaders: 9

Total
$1,348
-8%
$ 1,465
Private room included when booking for 2

City Escape
18 Oct 2025
Saturday
5 days
22 Oct 2025
Wednesday

Confirmed

Coordinator

Alonso

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group info


Expected WeRoaders: 12

Total
$644
-8%
$ 703

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