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.

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Cuba holiday, small group

Cuba holiday, small group

The best of old-world Cuba
From £1,670 to £1,755 15 days ex flights
Small group travel: Departs selected Saturdays every month throughout the year
Cuba adventure tours

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
Small group tour to Cuba

Small group tour to Cuba

Discover the fascinating diversity of Cuba
From US $2,265 20 days ex flights
Small group travel: 2026: 23 Oct, 6 Nov, 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan, 15 Jan, 2 Feb, 5 Feb, 19 Feb, 5 Mar, 19 Mar, 20 Mar, 9 Apr, 23 Apr, 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 8 Oct, 22 Oct, 12 Nov, 26 Nov, 10 Dec, 24 Dec
Cuba cycling tour

Cuba cycling tour

Cycle from Havana to Varadero through the Yumuri Valley.
From £2,095 to £2,290 14 days ex flights
Small group travel: 2027: 4 Jan, 4 Oct, 1 Nov, 22 Nov, 20 Dec
2028: 3 Jan, 24 Jan, 3 Apr, 3 Jul, 2 Oct, 30 Oct, 20 Nov, 18 Dec
Responsible Travel, Travel Team

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 after 9am
Calling from outside the UK
Scuba diving and tour in Cuba

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.
Active Cuba holiday

Active Cuba holiday

Explore Cuba's natural wonders on an outdoor adventure
From US $1,790 10 days ex flights
Small group travel: 2026: 20 Oct, 3 Nov, 17 Nov, 1 Dec, 15 Dec
2027: 12 Jan, 2 Feb, 9 Feb, 9 Mar, 13 Apr, 11 May, 12 Oct, 2 Nov, 16 Nov, 7 Dec, 14 Dec
Best of Cuba adventure, tailormade

Best of Cuba adventure, tailormade

Ready to dive into Cuba like a local?
From £1,179 12 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba adventure holiday, tailor made

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

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
Cuba short break, Havana and Vinales

Cuba short break, Havana and Vinales

From the vibrant city to the lush countryside
From US $2,260 5 days ex flights
Small group travel: 2026: 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
2027: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 7 Oct, 14 Oct ...
Cuba activity holiday

Cuba activity holiday

Multi-activity holiday in Cuba: Cycling, trekking, kayaking!
From £1,611 8 days ex flights
Small group travel: 2026: 16 Oct, 14 Nov, 11 Dec
Eastern Cuba kayaking tour

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

Small group tour to Western Cuba

Tour the 'Garden Province' of Cuba
From US $640 6 days ex flights
Small group travel: 2026: 6 Nov, 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan, 15 Jan, 29 Jan, 16 Feb, 19 Feb, 5 Mar, 19 Mar, 2 Apr, 23 Apr, 7 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 27 Aug, 3 Sep, 17 Sep, 1 Oct, 22 Oct, 5 Nov, 26 Nov, 10 Dec, 24 Dec
2028: 7 Jan
Small group tours to Cuba

Small group tours to Cuba

Discover the real Cuba on this small group tour
From £2,872 12 days ex flights
Small group travel
Responsible Travel, Travel Team

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 after 9am
Calling from outside the UK
Cuba cultural tours

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
Women only tours to Cuba

Women only tours to Cuba

Meet female entrepreneurs, artists, and change-makers in Cuba
From US $850 8 days ex flights
Small group travel: 2026: 5 Nov, 10 Dec, 17 Dec
2027: 14 Jan, 11 Feb, 18 Mar, 15 Apr, 20 May, 10 Jun, 22 Jul, 12 Aug, 23 Sep, 14 Oct, 18 Nov, 16 Dec
    Photo credits: [Page banner: Alexandro Espinar]