£/$/€100 off your first WeRoad with code WEROADER100

foto di gruppo WeRoad nel deserto del Wadi Rum in Giordania

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.

View by
132 trips found
Show maps
A woman in a red dress and straw hat walks towards a large ancient temple carved into a cliff with colossal seated statues.
Top seller
From $ 616
$ 722
-14%

From $ 1,779

From $ 710

From $ 794
$ 842
-5%

From $ 2,645
$ 2,906
-8%

From $ 663
$ 829
-20%

From $ 1,482

From $ 1,216
$ 1,304
-6%

From $ 1,245

From $ 1,838

From $ 2,372

From $ 337
$ 354
-5%

A coastal town with colorful buildings built into a steep cliffside, featuring a stone arched bridge over the blue sea.
Top seller
From $ 734
$ 829
-11%

A group of people in red robes look towards a large white stupa with colorful prayer flags strung from its spire against a blue sky.
Top seller
From $ 1,102
$ 1,185
-7%

From $ 3,749
$ 4,034
-7%

From $ 1,850
$ 2,076
-10%

From $ 1,162
$ 1,245
-6%

From $ 2,592
$ 2,728
-5%

From $ 1,185

From $ 616
$ 651
-5%

From $ 1,351
$ 1,423
-5%

A modern church and a statue stand illuminated at night under the vibrant green Northern Lights.
Top seller
From $ 1,007

From $ 411

From $ 770

From $ 2,479
$ 2,669
-7%

From $ 1,114

From $ 1,423

From $ 1,066
$ 1,185
-10%

From $ 1,933
$ 2,076
-6%

From $ 2,099
$ 2,254
-6%

An aerial view of a green, rocky archipelago in a calm blue sea, with small boats sailing around its base.
winter trend
From $ 1,672
$ 1,838
-9%

From $ 1,328
$ 1,423
-6%

From $ 366

From $ 770
$ 829
-7%

From $ 2,135
$ 2,562
-16%

A WeRoad group trip riding in a camel caravan across vast orange sand dunes in the desert.
Top seller
From $ 912
$ 1,007
-9%

From $ 1,628

From $ 2,194

From $ 1,343

From $ 346
$ 370
-6%

From $ 473

From $ 437
$ 461
-5%

From $ 2,313
$ 2,491
-7%

Salt pans with channels of water reflecting a colorful sunset sky with pink and blue clouds.
Top seller
From $ 1,933
$ 2,076
-6%

From $ 461

From $ 1,976
$ 2,558
-22%

From $ 414

From $ 473
$ 509
-6%

From $ 1,515
$ 1,748
-13%

From $ 1,181

From $ 1,475

From $ 788
$ 829
-5%

From $ 829

From $ 1,148