Save 20% on early Black Friday deals with BF20OFF

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.

All available itineraries

View by
147 trips found
Show maps
The silhouette of a large statue with outstretched arms overlooks a coastal city, a bay, and mountains during a colorful sunrise.
From$ 2,782

A river flows through a grassy meadow towards a range of snow-capped mountains under a partly cloudy sky.
From$ 3,304
$ 3,478
-5%

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

A winding road snakes through lush green vineyards towards a distant village under a sky full of dark storm clouds.
From$ 1,588

An aerial view of a narrow sandbar stretching into a turquoise sea, with a sailboat anchored offshore under a clear blue sky.
From$ 2,444

A volcano erupts at night, with glowing lava flowing down its dark slopes under a starry sky.
From$ 2,666

High-angle view of a sandy beach cove with turquoise water, large boulders, and villas nestled in a lush, green, palm-filled hillside.
From$ 3,536

A long stone wall with watchtowers winds across lush green mountains under the golden light of a sunrise.
From$ 5,218

A long blue train travels across a stone arched bridge surrounded by a dense green forest under a cloudy sky.
From$ 1,274

A person jumps in the air on an orange sand dune in the desert, next to a white pickup truck, with mountains in the background.
From$ 1,564

A mosque's golden dome and minaret rise above the sand-colored walls of a fortress, with distant mountains under a clear sky.
From$ 1,448

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

A person swims in clear turquoise water near a small, tree-covered island under a bright blue sky.
From$ 1,738

A high-angle view of people surfing and swimming in the ocean at a beach, with sand dunes visible in the distance.
From$ 4,116

Show
Page 8 of 10

Book with confidence

Book with $ 0

Lock in your spot and only pay once it's confirmed

Free changes

Switch dates or destination within 31 days, at no extra cost

Maximum Flexibility

With Flexible Cancellation, cancel up to 8 days before

Pay in installments

Spread the cost over time, interest-free

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.