October Trips

October Trips 2026

A new beginning

Autumn is calling

and it might just be one of the most enchanting time of the year to travel

Fall is finally here, and on this page, you’ll find all our best group adventures departing in October. You can either spend these gloomy days dreaming about faraway destinations, or you can catch the first flight and spend an 'Autumn in New York' looking for Richard Gere - hopefully, you get the reference, if not, you're missing out on a great movie here! Moving on: whether you're looking for a beach getaway in October or a trip to Italy or maybe an adventure overseas... you're sure to find the perfect WeRoad for you here! Get inspired by the suggestions below (yes, New York is on the list indeed): maybe you fancy a camel ride at sunset on the Sahara in Morocco, or you'd like to have the first sight of season of the Northern Lights in Iceland? You can't go wrong, trust us!

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60 trips found
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360°

11 days • 10 nights

4.7
(3259)

From $ 2,288

360°, Active, Trekking & Hiking

8 days • 7 nights

4.7
(517)

From $ 1,334

Expedition, Safari

10 days • 9 nights

4.9
(127)

From $ 3,134

360°, Beach Life

8 days • 7 nights

4.6
(1592)

From $ 1,043

An aerial view of a secluded sandy beach in a cove, with turquoise waves crashing between steep, green cliffs.
Top seller
360°

8 days • 7 nights

4.8
(1225)

From $ 1,101

City Escape

7 days • 6 nights


From $ 1,433
$ 1,604
-10%

Art & Culture, History, Multi country

23 days • 22 nights


From $ 2,559
$ 2,908
-12%

Art & Culture

8 days • 7 nights


From $ 1,429

360°

8 days • 7 nights

4.8
(8471)

From $ 1,525


From $ 1,819

360°, Art & Culture, On the road

9 days • 8 nights


From $ 985

360°, Active, Trekking & Hiking

9 days • 8 nights

4.8
(1173)

From $ 997

360°

10 days • 9 nights

4.7
(240)

From $ 2,112

360°

12 days • 11 nights

4.7
(4289)

From $ 1,349


From $ 1,740

360°

9 days • 8 nights

4.8
(723)

From $ 1,566

A coastal town with colorful buildings built into a steep cliffside, featuring a stone arched bridge over the blue sea.
Top seller
City Escape

5 days • 4 nights

4.7
(1627)

From $ 811


From $ 2,495

360°

13 days • 12 nights

4.7
(753)

From $ 2,205

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
Art & Culture, City Escape, History

5 days • 4 nights

4.8
(460)

From $ 703

A person seen from behind wearing a WeRoad t-shirt and red cap walks barefoot up a large orange sand dune.
Top seller
Art & Culture, City Escape, History

5 days • 4 nights

4.8
(3273)

From $ 820

360°, On the road

9 days • 8 nights


From $ 2,934

On the road

14 days • 13 nights


From $ 3,169

360°

9 days • 8 nights

4.8
(3802)

From $ 1,043

360°, Art & Culture

9 days • 8 nights


From $ 1,525

360°

15 days • 14 nights

4.8
(43)

From $ 3,521

360°

9 days • 8 nights

4.7
(565)

From $ 1,508

360°, Art & Culture, History

8 days • 7 nights

4.7
(140)

From $ 1,160

Safari

9 days • 8 nights


From $ 3,316

360°

9 days • 8 nights

4.7
(525)

From $ 1,466

Art & Culture, Expedition, History

9 days • 8 nights


From $ 2,190

Active, Trekking & Hiking

11 days • 10 nights


From $ 4,406
$ 4,638
-5%

360°

12 days • 11 nights

4.7
(145)

From $ 2,406

360°

9 days • 8 nights

4.8
(489)

From $ 1,392


From $ 2,641


From $ 2,641


From $ 2,089

A WeRoad group trip stands silhouetted on a lakeshore, watching the sunset over mountains and a city.
Top seller
Beach Life

11 days • 10 nights


From $ 2,511

Active, Surf

8 days • 7 nights


From $ 1,453
$ 1,628
-10%

360°, On the road

12 days • 11 nights

4.8
(1331)

From $ 2,464

A modern city skyline with tall skyscrapers reflecting in the calm water under a blue sky with scattered clouds.
Top seller
360°, City Escape

6 days • 5 nights

4.7
(3114)

From $ 1,218


From $ 1,749


From $ 1,642

Active, On the road, Trekking & Hiking

14 days • 13 nights


From $ 5,768

City Escape

5 days • 4 nights

4.7
(1171)

From $ 927

City Escape, On the road

5 days • 4 nights


From $ 639


From $ 872
$ 1,162
-24%

Expedition, Multi country

14 days • 13 nights


From $ 2,808

360°, Beach Life

13 days • 12 nights


From $ 2,210

360°

12 days • 11 nights

4.7
(1148)

From $ 1,290


From $ 2,808

360°

12 days • 11 nights

4.7
(1348)

From $ 1,760

Istanbul Express
Top seller
City Escape

5 days • 4 nights

4.7
(937)

From $ 753

360°, Expedition

11 days • 10 nights

4.8
(67)

From $ 1,525

360°

13 days • 12 nights

4.7
(3527)

From $ 1,877

City Escape

5 days • 4 nights


From $ 920

A silhouetted person photographs the green aurora borealis over snow-covered mountains, reflected in calm water at night.
Top seller
Northern Lights

7 days • 6 nights

4.8
(1606)

From $ 1,856


From $ 1,408

Art & Culture, History, Multi country

13 days • 12 nights

5
(3)

From $ 2,442
$ 2,640
-7%

Active, Trekking & Hiking

13 days • 12 nights

4.8
(421)

From $ 3,815