October Departures

All of our October travel destinations

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!

All trips departing in October

5
140 departure dates found
October 2025
Food & Wine
Wed, 01 Oct 2025 Sun, 05 Oct 2025

Almost confirmed
Total
$937
Book your spot with a $104 deposit

Wed, 01 Oct 2025 Sun, 05 Oct 2025

Almost confirmed
Total
$1,041
Book your spot with a $104 deposit

Wed, 01 Oct 2025 Sun, 05 Oct 2025

Planned
Total
$728
Book your spot with a $104 deposit

Wed, 01 Oct 2025 Sun, 05 Oct 2025

Almost confirmed
Total
$676
Book your spot with a $104 deposit

Fri, 03 Oct 2025 Sat, 11 Oct 2025

Almost confirmed
Total
$1,041
Book your spot with a $104 deposit

360°
Fri, 03 Oct 2025 Wed, 15 Oct 2025

Almost confirmed
Total
$2,344
Book your spot with a $104 deposit

360°

12 days • 11 nights

Fri, 03 Oct 2025 Tue, 14 Oct 2025

Confirmed
Total
$1,197
Book your spot with a $104 deposit

360°
Sat, 04 Oct 2025 Sat, 11 Oct 2025

Almost confirmed
Total
$1,145
Book your spot with a $104 deposit

Beach Life
Sat, 04 Oct 2025 Sat, 11 Oct 2025

Planned
Total
$1,197
Book your spot with a $104 deposit

Sat, 04 Oct 2025 Wed, 08 Oct 2025

Almost confirmed
Total
$1,249
Book your spot with a $104 deposit

Art & Culture
Sat, 04 Oct 2025 Wed, 08 Oct 2025

Almost confirmed
Total
$1,093
Book your spot with a $104 deposit

360°
Sat, 04 Oct 2025 Sat, 11 Oct 2025

Confirmed
Total
$1,197
Book your spot with a $104 deposit

360°
Sat, 04 Oct 2025 Sun, 12 Oct 2025

Almost confirmed
Total
$1,145
Book your spot with a $104 deposit

360°
Sat, 04 Oct 2025 Sat, 18 Oct 2025

Almost confirmed
Total
$2,292
Book your spot with a $104 deposit

Sat, 04 Oct 2025 Sat, 11 Oct 2025

Almost confirmed
Total
$1,406
Book your spot with a $104 deposit

Beach Life

8 days • 7 nights

Sun, 05 Oct 2025 Sun, 12 Oct 2025

Almost confirmed
Total
$989
Book your spot with a $104 deposit

360°
Sun, 05 Oct 2025 Thu, 16 Oct 2025

Almost confirmed
Total
$2,104
Book your spot with a $104 deposit

Yoga, Wellness & Spirituality
Sun, 05 Oct 2025 Fri, 17 Oct 2025

Planned
Total
$2,988
Book your spot with a $104 deposit

Active, Trekking & Hiking
Sun, 05 Oct 2025 Fri, 17 Oct 2025

Almost confirmed
Total
$3,491
Book your spot with a $104 deposit

360°
Sun, 05 Oct 2025 Thu, 16 Oct 2025

Almost confirmed
Total
$1,406
Book your spot with a $104 deposit