Group trips in September

The perfect month to start traveling, again! Head off on a September trip while everyone else stays home. Lose yourself to then find yourself among breathtaking landscapes, unique cultures, and new friendships.

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146 trips found
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A long blue train travels across a stone arched bridge surrounded by a dense green forest under a cloudy sky.
From$ 1,042
$ 1,390
-25%

An aerial view of a tropical beach with palm trees, white sand, and clear turquoise water under a blue sky.
From$ 1,332
$ 1,622
-17%

A wave splashes against the rocks of a sandy cove with turquoise water under a bright blue sky.
From$ 1,669
$ 2,028
-17%

A person in a yellow dress leans out of a blue train window traveling through lush green tea plantations.
From$ 1,854

The exterior of Mr. D'z, a retro Route 66 diner, glows with colorful neon signs at twilight.
From$ 2,144
$ 2,608
-17%

A wooden boathouse on stilts and rowboats on a calm lake, with snow-capped mountains reflected in the water.
From$ 1,339
$ 1,674
-20%

An aerial view of a tropical beach with clear turquoise water, bordered by a dense forest of palm trees and a green hill.
From$ 1,124
$ 1,506
-25%

A waterfall cascades into a turquoise pool surrounded by a lush green rainforest.
From$ 2,376
$ 2,898
-18%

The bright red facade of The Temple Bar, a corner pub on a cobblestone street, adorned with lush hanging green plants.
From$ 416

A panoramic view of a deep blue lake inside a volcanic caldera, surrounded by lush green mountains with the ocean in the distance.
From$ 1,901
$ 2,318
-18%

Tall baobab trees with thick trunks glow in the golden sunset light along a dirt road under a partly cloudy sky.
From$ 2,434
$ 2,608
-6%

A coastal town with colorful buildings built into a steep cliffside, featuring a stone arched bridge over the blue sea.
From$ 852
$ 1,100
-22%

A panoramic view of a coastal village with colorful houses built into a cliff above a turquoise sea and sandy beach.
From$ 694

A European-style castle and village nestled in lush green mountains under a partly cloudy sky.
From$ 1,622

A row of yurts sits on a wide green plain, with rolling hills and a vast, snow-capped mountain range behind them.
From$ 1,344
$ 1,796
-25%

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10 reasons to choose a trip at this time of year

Why travel in September?

September is the best-kept secret of experienced travelers: summer isn’t over, but the crowds are gone. Here are 10 reasons why a group trip in September is a great idea:

A traveler snapping a selfie with their WeRoad group while riding camels through a desert with large rock formations.

1. Summer without the crowds

The heat is still lingering, but long lines and peak-season prices are gone


2. Better prices

Everything becomes more affordable right after mid-August


3. The sea is still warm

After summer, water temperatures are often perfect for swimming


4. Perfect light for photos

September offers the perfect natural lighting


5. Destinations rediscovered

Spain and Croatia feel completely different without the summer crowds


6. Nature begins to change

The first autumn colors in the mountains create postcard-worthy landscapes


7. The energy of a fresh start

It carries a unique motivation: perfect for recharging before autumn fully sets in


8. Exotic destinations

East Africa, India, and Japan enter one of their best travel seasons.


9. Slower, more authentic travel

Fewer tourists mean deeper connections with the local culture


10. One last escape before the routine

It’s your final big opportunity before daily life takes over again

From the WeRoad blog

Best places to travel in September

Summer's over, but the best travel is just getting started. September means fewer crowds and lower prices.

Fall in Japan: the ultimate guide

Spring gets all the attention, but Japan in autumn is pure magic. Here's how to experience Japan's most underrated season.

The best time to visit Patagonia

One of the most remote and awe-inspiring places on earth, Patagonia rewards those who plan well. Here's everything you need to know.

Everything you need to know about WeRoad trips

How does WeRoad work?

How does WeRoad work?

Choose your trip based on departure dates, destinations, and travel mood, and... book it! Once you get the email confirming your trip, book your round-trip flights to and from the destination – nope, they're not included in the package, we like flexibility! 15 days before departure, the Travel Coordinator will create a WhatsApp group so you can start getting to know your future travel buddies. You're all set: enjoy your WeRoad trip! You'll share incredible experiences, discover local culture, and live every minute to the fullest – you'll probably shed a tear or two when it's time to say goodbye, but that's totally normal! (To learn more about how it works, read here!)

Is the flight included?

Is the flight included?

Flights are not included, we love flexibility! This way you have the total freedom to choose which airport to depart from, which airline to fly with, how many stops to make, and, if you wish, to stay a few extra days at your destination. Obviously, we can help you choose them (here for flight purchase support) and what’s more, we have many discounts you can use with some of the major airlines.

Are there any age limits?

Are there any age limits?

Yep, we have age limits. We organize groups split into different age groups. It won't be hard to find the perfect WeRoad for you!

How to choose your first WeRoad trip?

How to choose your first WeRoad trip?

Our advice is to start by asking yourself questions like: What's my budget? How long do I want to be away and when can I go? What am I in the mood for? Beach, nature, adventure, food, everything! And guess what, these are the filters you can set in all the search sections on our site.

By answering these questions, you'll have already narrowed down your choices and finding the perfect trip will be easier. What else can you consider at this point? Flight times and prices to the destination, the confirmation status of the tour, and maybe even the profile of the Group Leader if they're already assigned.

If after all this you still haven't found the right trip, or you're a Libra, Pisces, or Gemini, or you need assistance from our crew, you can find us on WhatsApp on +44 7716573700 or read this page.