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02
Days
15
Hours
49
Min
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 panoramic view of three large pyramids in a sandy desert with a sprawling city in the distance under a blue, cloudy sky.
Top seller
From $ 1,416
$ 1,594
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A modern city skyline with tall skyscrapers reflecting in the calm water under a blue sky with scattered clouds.
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$ 1,239
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A coastal town with colorful buildings built into a steep cliffside, featuring a stone arched bridge over the blue sea.
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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.
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A smiling WeRoad group trip wearing helmets takes a selfie inside a vibrant turquoise ice cave.
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An aerial view of a green, rocky archipelago in a calm blue sea, with small boats sailing around its base.
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A person seen from behind wearing a WeRoad t-shirt and red cap walks barefoot up a large orange sand dune.
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A massive blue glacier rises from the dark water, with snow-covered mountains in the background.
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Salt pans with channels of water reflecting a colorful sunset sky with pink and blue clouds.
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