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.
54 Small group holidays in Cuba found
Cuba holiday, small group
The best of old-world Cuba
From £1,640£1,279 to £1,980 15 days ex flights
Small group travel:
Departs selected Saturdays every month throughout the year
Up to £420 off selected dates.
Late availability on these dates: 22 Sep, 20 Oct, 10 Nov, 17 Nov, 24 Nov, 08 Dec, 22 Dec
Late availability on these dates: 22 Sep, 20 Oct, 10 Nov, 17 Nov, 24 Nov, 08 Dec, 22 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:
2024: 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2025: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep ...
2025: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep ...
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:
2024: 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2025: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep ...
2025: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep ...
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £1,975 to £2,175 15 days ex flights
Small group travel:
2024: 24 Nov, 15 Dec
2025: 19 Jan, 9 Feb, 9 Mar, 13 Apr, 16 Nov, 14 Dec
2025: 19 Jan, 9 Feb, 9 Mar, 13 Apr, 16 Nov, 14 Dec
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 adventure tours
Authentic Cuba using guesthouses and local guides
From US $705 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 £1,030£1,002 to £1,255 7 days ex flights
Small group travel:
2024: 7 Oct, 21 Oct, 4 Nov, 18 Nov, 9 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
Up to £120 off selected dates.
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
Cuba cultural holidays, 15 days
Fun and legal way to experience Cuba's diversity
From US $2,390 to US $2,525 15 days ex flights
Small group travel:
2024: 2 Oct, 18 Nov, 9 Dec, 23 Dec
2025: 13 Jan, 10 Feb, 10 Mar, 14 Apr, 12 May, 16 Jun, 14 Jul, 11 Aug, 15 Sep, 20 Oct, 24 Nov, 22 Dec
2025: 13 Jan, 10 Feb, 10 Mar, 14 Apr, 12 May, 16 Jun, 14 Jul, 11 Aug, 15 Sep, 20 Oct, 24 Nov, 22 Dec
Small group backroads and beaches tours to Cuba
Explore off the beaten track locations
From £999£799 to £1,299 8 days ex flights
Small group travel:
2024: 12 Oct, 19 Oct, 2 Nov, 23 Nov, 21 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
Up to £200 off selected dates.
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Cuba small group tour
Relaxing holiday of Cuban of history, culture & nature
From £1,220£854 to £1,450 8 days ex flights
Small group travel:
2024: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 2 Nov, 9 Nov, 13 Nov, 23 Nov, 27 Nov, 7 Dec, 11 Dec, 21 Dec, 23 Dec, 28 Dec
2025: 4 Jan, 8 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 12 Feb, 15 Feb, 22 Feb, 26 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 16 Apr, 19 Apr, 26 Apr, 30 Apr, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 6 Sep, 13 Sep, 27 Sep, 4 Oct ...
2025: 4 Jan, 8 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 12 Feb, 15 Feb, 22 Feb, 26 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 16 Apr, 19 Apr, 26 Apr, 30 Apr, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 6 Sep, 13 Sep, 27 Sep, 4 Oct ...
Up to £360 off selected dates.
Late availability on these dates: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 02 Nov, 09 Nov, 13 Nov, 23 Nov, 27 Nov, 07 Dec, 11 Dec, 21 Dec, 23 Dec
Late availability on these dates: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 02 Nov, 09 Nov, 13 Nov, 23 Nov, 27 Nov, 07 Dec, 11 Dec, 21 Dec, 23 Dec
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,680 9 days ex flights
Small group travel:
2024: 13 Nov, 11 Dec
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr, 15 Oct, 12 Nov, 10 Dec
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr, 15 Oct, 12 Nov, 10 Dec
Cuba small group vacation
Cuba travel, legal, and local!
From US $2,500 to US $2,600 9 days ex flights
Small group travel:
2024: 9 Nov, 26 Dec
2025: 15 Mar
2025: 15 Mar
Women only tours to Cuba
Meet female entrepreneurs, artists, and change-makers in Cuba
From US $740 8 days ex flights
Small group travel:
2024: 7 Nov, 19 Dec
2025: 9 Jan, 13 Feb, 13 Mar, 3 Apr, 1 May, 12 Jun, 17 Jul, 14 Aug, 11 Sep, 16 Oct, 13 Nov, 18 Dec
2025: 9 Jan, 13 Feb, 13 Mar, 3 Apr, 1 May, 12 Jun, 17 Jul, 14 Aug, 11 Sep, 16 Oct, 13 Nov, 18 Dec
Havana long weekend in Cuba holiday
Fun weekend exploring beautiful, vibrant Havana!
From US $1,200 4 days ex flights
Small group travel:
2024: 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2025: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
2025: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
Eastern Cuba cycling holiday
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From £1,215£1,178 to £1,440 8 days ex flights
Small group travel:
2024: 13 Oct, 27 Oct, 24 Nov, 15 Dec, 29 Dec
2025: 12 Jan, 2 Feb, 23 Feb, 16 Mar, 13 Apr, 13 Jul, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
2026: 11 Jan, 1 Feb, 22 Feb, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 13 Dec, 27 Dec
2025: 12 Jan, 2 Feb, 23 Feb, 16 Mar, 13 Apr, 13 Jul, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
2026: 11 Jan, 1 Feb, 22 Feb, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 13 Dec, 27 Dec
Up to £70 off selected dates.
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
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 tour, 9 days
Fun and legal tour for American travelers
From US $1,750 9 days ex flights
Small group travel:
2024: 22 Sep, 13 Oct, 10 Nov, 24 Nov, 8 Dec, 15 Dec, 29 Dec
2025: 5 Jan, 19 Jan, 26 Jan, 2 Feb, 16 Feb, 23 Feb, 9 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 25 May, 8 Jun, 22 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 23 Nov, 7 Dec, 21 Dec, 28 Dec
2025: 5 Jan, 19 Jan, 26 Jan, 2 Feb, 16 Feb, 23 Feb, 9 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 25 May, 8 Jun, 22 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 23 Nov, 7 Dec, 21 Dec, 28 Dec
Essential Cuba tour
9 day Comfort Tour using Cuba's best private guesthouses
From US $1,390 9 days ex flights
Small group travel:
2024: 28 Nov, 12 Dec, 26 Dec
2025: 23 Jan, 6 Feb, 20 Feb, 20 Mar, 17 Apr, 15 May, 5 Jun, 30 Oct, 27 Nov, 18 Dec
2025: 23 Jan, 6 Feb, 20 Feb, 20 Mar, 17 Apr, 15 May, 5 Jun, 30 Oct, 27 Nov, 18 Dec
Cuba Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $2,100 11 days ex flights
Small group travel:
2024: 22 Dec, 23 Dec
2025: 22 Dec, 23 Dec
2025: 22 Dec, 23 Dec
Cuba music holidays
Music holiday of a lifetime in Santiago de Cuba
From £1,275 7 days ex flights
Small group travel:
2025: 25 Jan, 15 Mar
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $1,970 20 days ex flights
Small group travel:
2024: 4 Oct, 13 Dec, 27 Dec
2025: 10 Jan, 24 Jan, 14 Feb, 28 Feb, 14 Mar, 28 Mar, 4 Apr, 18 Apr, 2 May, 13 Jul, 18 Jul, 22 Aug, 12 Sep, 17 Oct, 7 Nov, 21 Nov, 5 Dec, 26 Dec
2025: 10 Jan, 24 Jan, 14 Feb, 28 Feb, 14 Mar, 28 Mar, 4 Apr, 18 Apr, 2 May, 13 Jul, 18 Jul, 22 Aug, 12 Sep, 17 Oct, 7 Nov, 21 Nov, 5 Dec, 26 Dec
Family adventure holiday to Cuba
A captivating Caribbean holiday with the family
From £1,639 to £1,855 15 days ex flights
Small group travel:
2024: 21 Dec
2025: 5 Apr, 19 Jul, 26 Jul, 2 Aug, 20 Dec
2025: 5 Apr, 19 Jul, 26 Jul, 2 Aug, 20 Dec
Late availability on these dates: 21 Dec
Cuba cultural tours
Experience authentic Cuba using local guides and guesthouses
From US $1,395 15 days ex flights
Small group travel:
Departs every Friday throughout the year
Best of Cuba holiday
A superb introduction to the fascinating island of Cuba
From £1,379£1,179 to £1,499 10 days ex flights
Small group travel:
2024: 12 Oct, 19 Oct, 2 Nov, 23 Nov, 21 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
Up to £200 off selected dates.
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Modern Cuba culture holiday, Hip Havana
Dive into the New Cuba: music, art and social enterprise
From £999 7 days ex flights
Small group travel:
2024: 10 Oct, 15 Nov
Cuba on a Shoestring small group holiday
Discover Cuba, from historic Havana to Trinidad
From £860£731 to £965 8 days ex flights
Small group travel:
2024: 12 Oct, 9 Nov, 23 Nov, 7 Dec
Up to £120 off selected dates.
Late availability on these dates: 12 Oct, 09 Nov, 23 Nov, 07 Dec
Late availability on these dates: 12 Oct, 09 Nov, 23 Nov, 07 Dec
Active Cuba holiday
Explore Cuba's natural wonders on an outdoor adventure
From US $1,700 10 days ex flights
Small group travel:
2024: 26 Nov, 10 Dec, 17 Dec
2025: 7 Jan, 11 Feb, 18 Feb, 11 Mar, 25 Mar, 15 Apr, 22 Apr, 20 May, 14 Oct, 4 Nov, 11 Nov, 25 Nov, 9 Dec, 18 Dec
2025: 7 Jan, 11 Feb, 18 Feb, 11 Mar, 25 Mar, 15 Apr, 22 Apr, 20 May, 14 Oct, 4 Nov, 11 Nov, 25 Nov, 9 Dec, 18 Dec
Holidays to Cuba
A comprehensive and intriguing tour
From £1,799£1,449 to £2,099 15 days ex flights
Small group travel:
2024: 19 Oct, 26 Oct, 9 Nov, 16 Nov, 21 Dec
2025: 11 Jan, 1 Feb, 15 Feb, 22 Feb, 8 Mar, 22 Mar, 29 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 28 Jun, 19 Jul, 2 Aug, 16 Aug, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 8 Nov, 15 Nov, 20 Dec
2025: 11 Jan, 1 Feb, 15 Feb, 22 Feb, 8 Mar, 22 Mar, 29 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 28 Jun, 19 Jul, 2 Aug, 16 Aug, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 8 Nov, 15 Nov, 20 Dec
Up to £350 off selected dates.
Late availability on these dates: 19 Oct, 26 Oct, 09 Nov, 16 Nov, 21 Dec
Late availability on these dates: 19 Oct, 26 Oct, 09 Nov, 16 Nov, 21 Dec
Small group tour to Western Cuba
Tour the 'Garden Province' of Cuba
From US $575 6 days ex flights
Small group travel:
2024: 18 Oct, 29 Nov, 13 Dec, 27 Dec
2025: 10 Jan, 24 Jan, 7 Feb, 28 Feb, 14 Mar, 28 Mar, 11 Apr, 18 Apr, 2 May, 16 May, 27 Jun, 1 Aug, 5 Sep, 26 Sep, 31 Oct, 21 Nov, 5 Dec, 19 Dec
2026: 9 Jan
2025: 10 Jan, 24 Jan, 7 Feb, 28 Feb, 14 Mar, 28 Mar, 11 Apr, 18 Apr, 2 May, 16 May, 27 Jun, 1 Aug, 5 Sep, 26 Sep, 31 Oct, 21 Nov, 5 Dec, 19 Dec
2026: 9 Jan
Cuba holiday, West to East
Cuba travel 24 days from West to East, best places
From US $2,829 to US $3,662 24 days ex flights
Small group travel:
2024: 20 Nov
Cuba women only holiday
Womens retreat into experience Cuba's music, art and landscapes
From US $3,995 8 days ex flights
Small group travel:
2024: 16 Nov
Havana dance holiday in Cuba
Immersive salsa course in Cuba's capital city!
From £975 to £1,230 8 days ex flights
Small group travel:
2024: 17 Nov
2025: 2 Feb, 2 Mar, 30 Mar
2025: 2 Feb, 2 Mar, 30 Mar
