Adventure holidays in Cuba
With such an extraordinary culture, any trip to Cuba is bound to be an adventure. But our Cuba adventure holidays take it a step further, combining walking and horse riding, homestays and history, hectic Havana and the little explored east. You can discover caves and coral reefs, coffee and tobacco plantations and dive into waterfalls and natural springs. At night, the adventure continues – on the dancefloors of Cuba’s classic bars.
20 Adventure holidays in Cuba found
Cuba holiday, small group
The best of old-world Cuba
From £1,580£1,343 to £1,720 15 days ex flights
Small group travel:
Departs selected Saturdays every month throughout the year
Up to £250 off selected dates.
Late availability on these dates: 04 Jan, 25 Jan, 08 Feb, 01 Mar
Late availability on these dates: 04 Jan, 25 Jan, 08 Feb, 01 Mar
Cuba adventure tours
Authentic Cuba using guesthouses and local guides
From US $795 8 days ex flights
Small group travel:
Departs every Thursday throughout the year
Active Cuba holiday
Explore Cuba's natural wonders on an outdoor adventure
From US $1,790 10 days ex flights
Small group travel:
2026: 3 Feb, 17 Feb, 3 Mar, 17 Mar, 14 Apr, 28 Apr, 12 May, 26 May, 20 Oct, 3 Nov, 17 Nov, 1 Dec, 15 Dec
2027: 12 Jan
2027: 12 Jan
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $2,265 20 days ex flights
Small group travel:
2025: 26 Dec
2026: 9 Jan, 6 Mar, 20 Mar, 3 Apr, 10 Apr, 17 Apr, 1 May, 5 Jun, 3 Jul, 28 Aug, 25 Sep, 23 Oct, 6 Nov, 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan
2026: 9 Jan, 6 Mar, 20 Mar, 3 Apr, 10 Apr, 17 Apr, 1 May, 5 Jun, 3 Jul, 28 Aug, 25 Sep, 23 Oct, 6 Nov, 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Holidays to Cuba
A comprehensive and intriguing tour
From £1,995£1,740 to £2,215 15 days ex flights
Small group travel:
2026: 17 Jan, 28 Mar, 2 May, 17 Oct, 31 Oct, 14 Nov, 28 Nov, 22 Dec
Up to £430 off selected dates.
Late availability on these dates: 17 Jan
Late availability on these dates: 17 Jan
Cuba small group vacation
Cuba travel, legal, and local!
From US $2,700 9 days ex flights
Small group travel:
2026: 14 Mar
Women only tours to Cuba
Meet female entrepreneurs, artists, and change-makers in Cuba
From US $815 to US $850 8 days ex flights
Small group travel:
2026: 19 Feb, 19 Mar, 9 Apr, 7 May, 11 Jun, 9 Jul, 13 Aug, 3 Sep, 1 Oct, 5 Nov, 10 Dec, 17 Dec
Cuba cycling tour
Cycle from Havana to Varadero through the Yumuri Valley.
From £2,020 to £2,270 14 days ex flights
Small group travel:
2026: 5 Jan, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 2 Nov, 23 Nov, 7 Dec, 21 Dec
2027: 4 Jan, 25 Jan, 15 Feb, 8 Mar, 5 Apr, 19 Apr, 5 Jul, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 6 Dec, 20 Dec
2027: 4 Jan, 25 Jan, 15 Feb, 8 Mar, 5 Apr, 19 Apr, 5 Jul, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 6 Dec, 20 Dec
Late availability on these dates: 05 Jan, 09 Mar
Small group backroads and beaches tours to Cuba
Explore off the beaten track locations
From £995 to £1,195 8 days ex flights
Small group travel:
2026: 28 Mar, 23 May, 17 Oct, 24 Oct, 7 Nov, 21 Nov, 19 Dec
Cuba small group holiday, 8 days
Experience the best of Cuba's beaches, cigars and '50s cars
From £1,799£1,519 to £1,999 8 days ex flights
Small group travel:
2026: 7 Feb, 7 Mar, 4 Apr, 9 May, 3 Oct
Up to £380 off selected dates.
Late availability on these dates: 07 Feb, 07 Mar
Late availability on these dates: 07 Feb, 07 Mar
Best of Cuba holiday
A superb introduction to the fascinating island of Cuba
From £1,635 to £1,995 10 days ex flights
Small group travel:
2026: 28 Mar, 23 May, 17 Oct, 24 Oct, 7 Nov, 21 Nov, 19 Dec
Scuba diving and tour in Cuba
Scuba diving and roundtrip Cuba with homestays and/or hotels
From €2,592 to €3,592 15 days ex flights
Tailor made:
This trip can be tailor-made and departures can be arranged all year. The sample itinerary below can be modified to your personal wishes including departure date, duration, accommodation used & how long you spend in each destination.
Cuba adventure holiday, tailor made
Dive into Cuba’s vibrant soul for an eco-adventure
From £1,988 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba multi activity holiday
Explore Cuba by kayak, bike and on foot
From US $3,890 8 days ex flights
Small group travel:
The group tour departs every Sunday, please enquire to discuss your dates
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Cuba short break, Havana and Vinales
From the vibrant city to the lush countryside
From US $1,550 5 days ex flights
Small group travel:
2026: 29 Jan, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 19 Mar, 26 Mar, 2 Apr, 9 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 12 Nov, 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
Cuba activity holiday
Multi-activity holiday in Cuba: Cycling, trekking, kayaking!
From £1,611 8 days ex flights
Small group travel:
2026: 9 Jan, 6 Feb, 13 Mar, 10 Apr, 16 Oct, 14 Nov, 11 Dec
Eastern Cuba kayaking tour
Kayak and hike in the wake of Christopher Columbus
From US $3,190 8 days ex flights
Small group travel:
This trip departs on Sundays, please enquire to discuss your dates.
Small group tour to Western Cuba
Tour the 'Garden Province' of Cuba
From US $640 6 days ex flights
Small group travel:
2026: 9 Jan, 23 Jan, 6 Mar, 20 Mar, 3 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 19 Jun, 17 Jul, 11 Sep, 9 Oct, 6 Nov, 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan, 15 Jan
2027: 1 Jan, 15 Jan
Small group tours to Cuba
Discover the real Cuba on this small group tour
From £2,872 12 days ex flights
Small group travel
Cuba cultural tours
Experience authentic Cuba using local guides and guesthouses
From US $1,625 15 days ex flights
Small group travel:
Departs every Friday throughout the year
