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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

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

Confirmed

Coordinator

Veronica

Show
group info


Expected WeRoaders: 10

Black Friday!
Total
$1,899
-15%
$ 2,258
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
$2,502
-20%
$ 3,128
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

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

Planned

Expected WeRoaders: 12

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

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: 12

Black Friday!
Total
$1,111
-26%
$ 1,505
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
$717
-27%
$ 983
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
$1,667
-20%
$ 2,085
Private room included when booking for 2

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

Planned

People interested: 2

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

360°
06 Oct 2026
Tuesday
12 days
17 Oct 2026
Saturday

Planned

Expected WeRoaders: 8

Black Friday!
Total
$1,794
-27%
$ 2,474
Private room included when booking for 2

Art & Culture, City Escape, History
07 Oct 2026
Wednesday
5 days
11 Oct 2026
Sunday

Almost full

Coordinator

Ginevra

Show
group info

Total
$694
Private room included when booking for 2

360°, On the road
08 Oct 2026
Thursday
9 days
16 Oct 2026
Friday

Confirmed

Show
group info


Expected WeRoaders: 10

Total
$2,896
Private room included when booking for 2

Active, Trekking & Hiking
08 Oct 2026
Thursday
11 days
18 Oct 2026
Sunday

Almost confirmed

Coordinator

Nikolaos

Show
group info


Expected WeRoaders: 8

Black Friday!
Total
$4,348
-5%
$ 4,578

360°
09 Oct 2026
Friday
8 days
16 Oct 2026
Friday

Planned

Expected WeRoaders: 10

Black Friday!
Total
$1,104
-26%
$ 1,495
Private room included when booking for 2

360°
09 Oct 2026
Friday
9 days
17 Oct 2026
Saturday

Planned

People interested: 1

Expected WeRoaders: 9

Black Friday!
Total
$747
-27%
$ 1,035
Private room included when booking for 2

360°, Art & Culture
09 Oct 2026
Friday
9 days
17 Oct 2026
Saturday

Planned

People interested: 2

Expected WeRoaders: 8

Black Friday!
Total
$1,048
-30%
$ 1,498
Private room included when booking for 2

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