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September Departures

This September, Travel Together

(even if you start solo)

Isn't September the hardest and most challenging month of the year? Maybe it's because summer is coming to an end, maybe it's that feeling that vacations are gone... what if we fight against that by planning a trip in September? One thing is sure: places are less crowded, prices are lower, and you'll be sure to enjoy and unforgettable adventure with new friends - well, that works all-year long with WeRoad, but we're not here to brag. So, now the question is: Peru for epic hikes, Italy for some great food, Jordan to feel like in another planet, or New York to enjoy some city vibes? On this page, you’ll find all our best group adventures departing in September.

All trips departing in September

5
158 departure dates found
September 2025
360°, Beach Life
01 Sep 2025
Monday
8 days
08 Sep 2025
Monday

Almost confirmed

Group

2 WeRoaders

Total
$1,153

360°
01 Sep 2025
Monday
8 days
08 Sep 2025
Monday

Confirmed

Coordinator

Mihaela Magdalena

Group

4 WeRoaders

Total
$1,269
Private room included when booking for 2

360°
01 Sep 2025
Monday
14 days
14 Sep 2025
Sunday

Confirmed

Coordinator

Lou

Group

3 WeRoaders

Total
$2,077
Private room included when booking for 2

Collection
Beach Life
02 Sep 2025
Tuesday
6 days
07 Sep 2025
Sunday

Planned

Total
$2,539

Beach Life, City Escape
03 Sep 2025
Wednesday
5 days
07 Sep 2025
Sunday

Planned

2 people interested

Total
$1,153
-5%
$ 1,224

Active, Beach Life, Surf
03 Sep 2025
Wednesday
8 days
10 Sep 2025
Wednesday

Planned

1 person interested

Total
$1,153

City Escape, On the road
03 Sep 2025
Wednesday
5 days
07 Sep 2025
Sunday

Almost confirmed

Group

2 WeRoaders

Total
$1,153

360°
03 Sep 2025
Wednesday
13 days
15 Sep 2025
Monday

Confirmed

Coordinator

Caragh

Group

4 WeRoaders

Total
$1,673
Private room included when booking for 2

City Escape
03 Sep 2025
Wednesday
5 days
07 Sep 2025
Sunday

Confirmed

Coordinator

Rafael Alejandro

Group

4 WeRoaders

Total
$691

Art & Culture, City Escape, History
03 Sep 2025
Wednesday
5 days
07 Sep 2025
Sunday

Confirmed

Coordinator

Oihane

Group

2 WeRoaders

Total
$691
Private room included when booking for 2

Active, Trekking & Hiking
03 Sep 2025
Wednesday
5 days
07 Sep 2025
Sunday

Almost confirmed

Group

1 WeRoader

Total
$749
Private room included when booking for 2

City Escape, On the road
03 Sep 2025
Wednesday
5 days
07 Sep 2025
Sunday

Almost confirmed

Group

2 WeRoaders

Total
$634

City Escape
04 Sep 2025
Thursday
5 days
08 Sep 2025
Monday

Planned

Total
$1,153

Expedition
05 Sep 2025
Friday
13 days
17 Sep 2025
Wednesday

Planned

Total
$2,655

Beach Life
05 Sep 2025
Friday
8 days
12 Sep 2025
Friday

Almost confirmed

Group

1 WeRoader

Total
$1,038
Private room included when booking for 2

360°
05 Sep 2025
Friday
12 days
16 Sep 2025
Tuesday

Confirmed

Group

3 WeRoaders

Total
$1,061
-20%
$ 1,327
Private room included when booking for 2

360°
05 Sep 2025
Friday
11 days
15 Sep 2025
Monday

Confirmed

Coordinator

Georgina

Group

6 WeRoaders

Total
$2,251
Private room included when booking for 2

Beach Life
05 Sep 2025
Friday
5 days
09 Sep 2025
Tuesday

Planned

2 people interested

Total
$1,153
Private room included when booking for 2

City Escape
05 Sep 2025
Friday
5 days
09 Sep 2025
Tuesday

Almost confirmed

Group

1 WeRoader

Total
$865
Private room included when booking for 2

Beach Life
06 Sep 2025
Saturday
11 days
16 Sep 2025
Tuesday

Planned

2 people interested

Total
$2,401
-5%
$ 2,539