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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.

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A modern church and a statue stand illuminated at night under the vibrant green Northern Lights.
Top seller
From $ 866
$ 1,018
-14%

A coastal town with colorful buildings built into a steep cliffside, featuring a stone arched bridge over the blue sea.
Top seller
From $ 690
$ 819
-15%

From $ 1,791
$ 2,108
-15%

From $ 1,721
$ 1,913
-10%

From $ 783
$ 832
-5%

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 $ 643
$ 713
-9%

Aerial view of a large rock fortress with ancient ruins on its summit, surrounded by a vast, dense green jungle.
winter trend
12 days
4.8
(793)
From $ 1,170

From $ 1,186
$ 1,324
-10%

An aerial view of a green, rocky archipelago in a calm blue sea, with small boats sailing around its base.
winter trend
From $ 1,557
$ 1,756
-11%

From $ 584
$ 643
-9%

From $ 3,045
$ 3,608
-15%

From $ 362

From $ 332
$ 349
-5%

From $ 814
$ 931
-12%

From $ 820
$ 1,170
-29%

A person seen from behind wearing a WeRoad t-shirt and red cap walks barefoot up a large orange sand dune.
Top seller
From $ 651
$ 698
-6%

From $ 2,694
$ 3,045
-11%

From $ 2,366
$ 2,635
-10%

From $ 1,756
$ 1,873
-6%

From $ 411

From $ 737
$ 819
-10%

From $ 1,280
$ 1,455
-12%

From $ 2,248
$ 2,551
-11%

From $ 1,217
$ 1,287
-5%

A silhouetted person photographs the green aurora borealis over snow-covered mountains, reflected in calm water at night.
Top seller
From $ 1,815

From $ 2,084
$ 2,342
-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 $ 830
$ 936
-11%

From $ 457

From $ 464

From $ 3,385
$ 3,807
-11%

From $ 1,908
$ 2,049
-6%

From $ 1,241
$ 1,405
-11%

A modern city skyline with tall skyscrapers reflecting in the calm water under a blue sky with scattered clouds.
Top seller
From $ 1,158
$ 1,229
-5%

From $ 2,460
$ 2,694
-8%

From $ 1,053
$ 1,112
-5%

From $ 1,334
$ 1,405
-5%

From $ 406

From $ 349

A large mosque with multiple domes and six minarets overlooking a sea filled with ships under a clear blue sky.
Top seller
From $ 523
$ 756
-30%

From $ 2,131
$ 2,363
-9%

From $ 919
$ 1,047
-12%

From $ 1,920
$ 2,049
-6%

From $ 1,850
$ 2,108
-12%

From $ 1,269
$ 1,397
-9%

From $ 791
$ 872
-9%

From $ 2,108
$ 2,530
-16%

From $ 686
$ 989
-30%

From $ 1,628

Four women in traditional clothing walk through a terraced rice field, with lush green mountains in the background.
Top seller
From $ 1,385
$ 1,455
-4%

From $ 2,560
$ 2,753
-7%

From $ 1,467
$ 1,630
-10%

From $ 3,565
$ 3,915
-8%

From $ 2,190

From $ 441

From $ 2,201
$ 2,342
-6%

Salt pans with channels of water reflecting a colorful sunset sky with pink and blue clouds.
Top seller
From $ 1,805
$ 2,003
-9%