September Trips 2026
It's not the end of summer
September holidays are calling your name
The heat eases, the crowds disappear, and the world opens up for a different kind of adventure
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.
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132 trips found
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Local traditions, Special events
5 days • 4 nights
From
$ 818
$ 862
-5%
Beach Life
8 days • 7 nights
From
$ 1,210
$ 1,274
-5%
Top seller
From
$ 844
$ 1,215
-30%
From
$ 3,000
$ 3,706
-19%
From
$ 1,042
$ 1,390
-25%
From
$ 1,054
$ 1,506
-30%
360°, Architecture, Art & Culture, History
9 days • 8 nights
From
$ 1,431
$ 1,506
-5%
From
$ 1,460
$ 1,854
-21%
winter trend
From
$ 1,413
$ 1,738
-18%
Top seller
From
$ 1,784
$ 2,260
-21%
Top seller
From
$ 717
$ 926
-22%
From
$ 1,006
$ 1,447
-30%
Active, Ski & Snowboard
8 days • 7 nights
From
$ 1,165
From
$ 1,159
$ 1,274
-9%
From
$ 822
$ 1,042
-21%
From
$ 1,170
$ 1,448
-19%
From
$ 2,596
$ 3,419
-24%
From
$ 1,006
$ 1,389
-27%
From
$ 770
$ 810
-5%
From
$ 1,042
$ 1,158
-10%
Top seller
From
$ 485
$ 694
-30%
360°
12 days • 11 nights
From
$ 1,737
$ 2,490
-30%
Top seller
From
$ 1,529
$ 1,854
-17%
From
$ 578
$ 694
-16%
From
$ 1,216
$ 1,622
-25%
City Escape, On the road
5 days • 4 nights
From
$ 520
From
$ 845
$ 1,216
-30%
From
$ 2,063
$ 2,434
-15%
Top seller
From
$ 1,309
$ 1,680
-22%
Top seller
From
$ 1,597
$ 2,200
-27%
From
$ 917
From
$ 520
$ 752
-30%
From
$ 1,100
$ 1,158
-5%
360°, Active, Trekking & Hiking
9 days • 8 nights
From
$ 671
$ 926
-27%
Active, On the road, Trekking & Hiking
14 days • 13 nights
From
$ 5,768
Active, Ski & Snowboard
5 days • 4 nights
From
$ 1,173
Active, Relax & Wellbeing, Ski & Snowboard, Spa & Wellness
5 days • 4 nights
From
$ 1,158
Top seller
Art & Culture, City Escape, History
5 days • 4 nights
From
$ 567
$ 810
-30%
From
$ 1,344
$ 1,622
-17%
Top seller
From
$ 1,633
$ 2,202
-25%
Active, Ski & Snowboard
6 days • 5 nights
From
$ 1,158
From
$ 747
$ 823
-9%
Art & Culture, History, On the road
6 days • 5 nights
From
$ 656
$ 690
-5%
From
$ 1,690
$ 1,806
-6%
From
$ 1,563
$ 2,084
-25%
From
$ 2,038
$ 2,918
-30%
From
$ 1,171
From
$ 1,290
$ 1,498
-13%
From
$ 891
$ 1,274
-30%
From
$ 1,216
From
$ 1,158
$ 1,251
-7%
From
$ 2,376
$ 2,608
-8%
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