Small group holidays in Cuba
Enjoy the luxury of having all your trip planning taken care of with a Cuba small group holiday. Your group leader can navigate and translate, leaving you free to enjoy the remarkable scenery, crumbling architecture and infectious culture of Cuba – alongside a small groups of likeminded travellers. Trips explore the culture or the nature, the beaches or the activities ,from walking and cycling to dancing and homestays.
45 Small group holidays in Cuba found
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £2,195 15 days ex flights
Small group travel:
2026: 18 Jan, 8 Mar
Cuba cultural holiday
Immerse yourself in Cuban culture on this 8 day adventure
From €690 to €1,115 8 days ex flights
Small group travel:
2025: 21 Dec, 28 Dec
2026: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2026: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
10 day Cuba tour, small group
Group tour exploring the beguiling and captivating Cuba
From €840 to €1,325 10 days ex flights
Small group travel:
2025: 21 Dec, 28 Dec
2026: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2026: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
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
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 cultural holidays, 15 days
Fun and legal way to experience Cuba's diversity
From US $2,850 15 days ex flights
Small group travel:
2026: 9 Mar, 6 Apr, 4 May, 1 Jun, 6 Jul, 24 Aug, 21 Sep, 19 Oct, 16 Nov, 14 Dec
2027: 11 Jan
2027: 11 Jan
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
Cycling holiday in Cuba, 7 days
Explore Cuba on two wheels in one week
From £965£887 to £1,145 7 days ex flights
Small group travel:
2026: 5 Jan, 26 Jan, 16 Feb, 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
Up to £90 off selected dates.
Late availability on these dates: 05 Jan, 26 Jan, 16 Feb, 09 Mar
Late availability on these dates: 05 Jan, 26 Jan, 16 Feb, 09 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
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 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 Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $2,700 11 days ex flights
Small group travel:
2025: 22 Dec, 23 Dec
2026: 23 Dec
2026: 23 Dec
Last minute spaces on our 22nd and 23rd December tours. Celebrate Christmas and welcome in the New Year Cuban style dancing and partying with the locals!
Cuba small group tour
Relaxing holiday of Cuban of history, culture & nature
From £1,180£826 to £1,310£1,270 8 days ex flights
Small group travel:
2025: 22 Dec
2026: 17 Jan, 24 Jan, 31 Jan, 7 Feb, 25 Feb, 28 Mar, 4 Apr, 11 Apr, 25 Apr, 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 25 Jul, 8 Aug, 22 Aug, 19 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 25 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec, 30 Dec
2027: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 24 Feb, 27 Feb, 6 Mar, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 28 Apr ...
2026: 17 Jan, 24 Jan, 31 Jan, 7 Feb, 25 Feb, 28 Mar, 4 Apr, 11 Apr, 25 Apr, 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 25 Jul, 8 Aug, 22 Aug, 19 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 25 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec, 30 Dec
2027: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 24 Feb, 27 Feb, 6 Mar, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 28 Apr ...
Up to £350 off selected dates.
Late availability on these dates: 22 Dec, 17 Jan, 24 Jan, 31 Jan, 07 Feb, 25 Feb
Late availability on these dates: 22 Dec, 17 Jan, 24 Jan, 31 Jan, 07 Feb, 25 Feb
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
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,860 9 days ex flights
Small group travel:
2026: 21 Jan, 18 Feb, 18 Mar, 7 Oct, 4 Nov, 2 Dec
2027: 27 Jan
2027: 27 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
Cuba small group vacation
Cuba travel, legal, and local!
From US $2,700 9 days ex flights
Small group travel:
2026: 14 Mar
Havana dance holiday in Cuba
Immersive salsa course in Cuba's capital city!
From £1,325 8 days ex flights
Small group travel:
2026: 1 Feb
Cuba small group cycling holiday
Cycle adventure to Cuba's highlights and hidden gems
From US $1,580 9 days ex flights
Small group travel:
2025: 21 Dec
2026: 18 Jan, 1 Feb, 15 Mar, 29 Mar, 5 Apr, 12 Apr, 10 May, 21 Jun, 19 Jul, 16 Aug, 13 Sep, 11 Oct, 8 Nov, 15 Nov, 29 Nov, 6 Dec, 13 Dec, 27 Dec
2027: 10 Jan
2026: 18 Jan, 1 Feb, 15 Mar, 29 Mar, 5 Apr, 12 Apr, 10 May, 21 Jun, 19 Jul, 16 Aug, 13 Sep, 11 Oct, 8 Nov, 15 Nov, 29 Nov, 6 Dec, 13 Dec, 27 Dec
2027: 10 Jan
Cycling holiday in Cuba
Explore the highlights of Cuba on two wheels
From £1,925£1,560 to £1,945 15 days ex flights
Small group travel:
2026: 31 Jan, 24 Oct, 14 Nov
Up to £380 off selected dates.
Late availability on these dates: 31 Jan
Late availability on these dates: 31 Jan
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
Eastern Cuba cycling holiday
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From £1,130£915 to £1,340 8 days ex flights
Small group travel:
2026: 11 Jan, 25 Jan, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 8 Nov, 29 Nov, 13 Dec, 27 Dec
2027: 10 Jan, 24 Jan, 31 Jan, 21 Feb, 14 Mar, 11 Apr, 25 Apr, 11 Jul, 10 Oct, 24 Oct, 7 Nov, 21 Nov, 28 Nov, 12 Dec, 26 Dec
2027: 10 Jan, 24 Jan, 31 Jan, 21 Feb, 14 Mar, 11 Apr, 25 Apr, 11 Jul, 10 Oct, 24 Oct, 7 Nov, 21 Nov, 28 Nov, 12 Dec, 26 Dec
Up to £300 off selected dates.
Late availability on these dates: 11 Jan, 25 Jan, 15 Mar
Late availability on these dates: 11 Jan, 25 Jan, 15 Mar
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,925 9 days ex flights
Small group travel:
2025: 28 Dec
2026: 11 Jan, 1 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 17 May, 14 Jun, 28 Jun, 12 Jul, 26 Jul, 9 Aug, 23 Aug, 6 Sep, 20 Sep, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2027: 3 Jan
2026: 11 Jan, 1 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 17 May, 14 Jun, 28 Jun, 12 Jul, 26 Jul, 9 Aug, 23 Aug, 6 Sep, 20 Sep, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2027: 3 Jan
Essential Cuba tour
9 day Comfort Tour using Cuba's best private guesthouses
From US $1,500 9 days ex flights
Small group travel:
2026: 29 Jan, 26 Mar, 23 Apr, 21 May, 18 Jun, 10 Sep, 8 Oct, 5 Nov, 3 Dec
Cuba music holidays
Music holiday of a lifetime in Santiago de Cuba
From £1,375 7 days ex flights
Small group travel:
2026: 25 Jan, 15 Mar
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
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 holiday, West to East
Cuba travel 24 days from West to East, best places
From US $2,900 to US $3,900 24 days ex flights
Small group travel:
2026: 25 Apr, 20 Nov
Cuba art & culture tour
A vibrant cultural journey with Havana, Trinidad + Vinales
From US $4,695 8 days ex flights
Small group travel:
2026: 14 Nov
Cuba cycling and culture tour
Explore quintessential Cuba by bike
From US $4,390 8 days ex flights
Small group travel:
This trip departs with a minimum of 4 people every Saturday, please enquire to discuss dates.
National Parks of Cuba walking holiday
Explore a Cuba few visitors get to see
From US $3,590 8 days ex flights
Small group travel:
This group tour can depart on any Sunday, please enquire to discuss your dates.
