Small group vacations in Cuba
Enjoy the luxury of having all your trip planning taken care of with a Cuba small group vacation. 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 travelers. Trips explore the culture or the nature, the beaches or the activities ,from walking and cycling to dancing and homestays.
50 Small group vacations in Cuba found
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £1,875 to £1,975 15 days ex flights
Small group travel:
2024: 10 Mar, 28 Apr, 30 Jun, 24 Nov, 15 Dec
Cuba cultural vacation
Immerse yourself in Cuban culture on this 8 day adventure
From €690 to €1,115 8 days ex flights
Small group travel:
2024: 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 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
vacations to Cuba
A comprehensive and intriguing tour
From US $2,290 to US $2,580 15 days ex flights
Small group travel:
2024: 17 Feb, 9 Mar, 30 Mar, 20 Apr, 11 May, 25 May, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 21 Dec
Late availability on these dates: 17 Feb, 09 Mar, 30 Mar, 20 Apr, 11 May
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
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Cuba adventure tours
Authentic Cuba using guesthouses and local guides
From US $705 to US $740 8 days ex flights
Small group travel:
Departs every Thursday throughout the year
Small group tours to Cuba
Explore off the beaten track locations
From US $1,210US $1,020 to US $1,520 8 days ex flights
Small group travel:
2024: 10 Feb, 17 Feb, 9 Mar, 23 Mar, 27 Apr, 11 May, 25 May, 12 Oct, 19 Oct, 2 Nov, 9 Nov, 23 Nov, 21 Dec
Up to US $200 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar, 23 Mar, 27 Apr, 11 May
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar, 23 Mar, 27 Apr, 11 May
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $1,970 20 days ex flights
Small group travel:
2024: 15 Mar, 19 Apr, 17 May, 14 Jun, 12 Jul, 23 Aug, 6 Sep, 4 Oct, 1 Nov, 15 Nov, 13 Dec, 27 Dec
Cuba small group cycling vacation
Cycle adventure to Cuba's highlights and hidden gems
From US $1,495 9 days ex flights
Small group travel:
2024: 28 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 3 Nov, 1 Dec, 15 Dec, 29 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 16 Nov, 30 Nov, 7 Dec, 21 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 16 Nov, 30 Nov, 7 Dec, 21 Dec
Skyline Trail cycling tour in Western Cuba
Cycle the spectacular Skyline Trail through Western Cuba
From £1,299 8 days ex flights
Small group travel:
2024: 11 Feb, 3 Mar, 7 Apr, 5 May, 14 Jul, 20 Oct, 10 Nov, 24 Nov, 8 Dec, 22 Dec
Cuba cultural vacations, 15 days
Fun and legal way to experience Cuba's diversity
From US $2,525 15 days ex flights
Small group travel:
2024: 8 Apr, 29 Apr, 20 May, 10 Jun, 1 Jul, 12 Aug, 9 Sep, 2 Oct, 18 Nov, 9 Dec, 23 Dec
Biking vacation in Cuba, 7 days
Explore Cuba on two wheels in one week
From US $1,430US $1,200 to US $1,575 7 days ex flights
Small group travel:
2024: 12 Feb, 25 Mar, 8 Apr, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
Up to US $300 off selected dates.
Late availability on these dates: 12 Feb, 25 Mar, 08 Apr
Late availability on these dates: 12 Feb, 25 Mar, 08 Apr
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: 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov
Cuba small group vacation
Cuba travel, legal, and local!
From US $2,500 9 days ex flights
Small group travel:
2024: 9 Nov, 26 Dec
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,750 9 days ex flights
Small group travel:
2024: 11 Feb, 23 Mar, 7 Apr, 21 Apr, 5 May, 19 May, 2 Jun, 14 Jul, 18 Aug, 22 Sep, 13 Oct, 10 Nov, 24 Nov, 8 Dec, 15 Dec, 29 Dec
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
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: 15 Feb, 14 Mar, 11 Apr, 2 May, 6 Jun, 4 Jul, 8 Aug, 5 Sep, 10 Oct, 7 Nov, 19 Dec
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,680 9 days ex flights
Small group travel:
2024: 6 Mar, 24 Apr, 23 Oct, 13 Nov, 11 Dec
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr
Havana long weekend in Cuba vacation
Fun weekend exploring beautiful, vibrant Havana!
From US $1,200 4 days ex flights
Small group travel:
2024: 15 Feb, 22 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 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
2025: 2 Jan
Highlights of Cuba cycling vacation
Explore Cuba on bicycle from Havana to Trinidad
From US $2,190 to US $2,290 10 days ex flights
Small group travel:
2024: 5 Apr, 25 Oct, 1 Nov, 8 Nov, 20 Dec
Late availability on these dates: 05 Apr
Eastern Cuba biking vacation
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From US $1,665US $1,582 to US $1,885 8 days ex flights
Small group travel:
2024: 18 Feb, 31 Mar, 14 Apr, 16 Jun, 7 Jul, 13 Oct, 10 Nov, 24 Nov, 15 Dec, 29 Dec
Up to US $80 off selected dates.
Late availability on these dates: 18 Feb, 31 Mar, 14 Apr
Late availability on these dates: 18 Feb, 31 Mar, 14 Apr
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: 22 Feb, 25 Apr, 9 May, 6 Jun, 10 Oct, 14 Nov
Cuba Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $1,420 11 days ex flights
Small group travel:
2024: 22 Dec
Cuba music vacations
Music holiday of a lifetime in Santiago de Cuba
From £985 7 days ex flights
Small group travel:
2024: 17 Mar, 5 May
Cuba small group holiday, 9 days
Experience the best of Cuba's beaches, cigars and '50s cars,
From US $2,242US $1,915 to US $2,250 8 days ex flights
Small group travel:
2024: 9 Mar, 6 Apr, 13 Jul, 5 Oct
Up to US $320 off selected dates.
Late availability on these dates: 09 Mar, 06 Apr
Late availability on these dates: 09 Mar, 06 Apr
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: 25 Mar, 20 Nov
Family adventure vacation to Cuba
A captivating Caribbean holiday with the family
From US $2,220 to US $2,420 15 days ex flights
Small group travel:
2024: 30 Mar, 13 Jul, 27 Jul, 3 Aug, 21 Dec
Up to US $160 off selected dates.
Late availability on these dates: 30 Mar
Late availability on these dates: 30 Mar
Cuba family vacations
A superb introduction to the fascinating island of Cuba
From US $1,850US $1,720 to US $1,940 10 days ex flights
Small group travel:
2024: 10 Feb, 17 Feb, 9 Mar, 23 Mar, 27 Apr, 11 May, 25 May, 12 Oct, 19 Oct, 2 Nov, 9 Nov, 23 Nov, 21 Dec
Up to US $130 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar, 23 Mar, 27 Apr, 11 May
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar, 23 Mar, 27 Apr, 11 May
Cuba cycling tour
The main sights & stunning scenery
From US $4,342US $3,910 to US $4,350 15 days ex flights
Small group travel:
2024: 24 Feb, 12 Oct
Up to US $430 off selected dates.
Late availability on these dates: 24 Feb
Late availability on these dates: 24 Feb
Havana dance vacation in Cuba
Immersive salsa course in Cuba's capital city!
From £975 8 days ex flights
Small group travel:
2024: 26 Oct, 17 Nov
Cuba cycling and culture tour
Explore quintessential Cuba by bike
From US $4,190 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 vacation
Explore a Cuba few visitors get to see
From US $3,390 8 days ex flights
Small group travel:
This group tour can depart on any Sunday, please enquire to discuss your dates.
