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.
47 Small group vacations in Cuba found
Cuba cultural vacation
Immerse yourself in Cuban culture on this 8 day adventure
From €635 to €700 8 days ex flights
Small group travel:
2022: 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
2023: 1 Jan, 8 Jan, 15 Jan, 22 Jan, 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 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, 5 Nov
2023: 1 Jan, 8 Jan, 15 Jan, 22 Jan, 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 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, 5 Nov
vacations to Cuba
A comprehensive and intriguing tour
From US $2,230 to US $2,730 16 days ex flights
Small group travel:
2022: 7 Oct, 14 Oct, 28 Oct, 11 Nov, 18 Nov, 18 Dec
2023: 13 Jan, 3 Feb, 17 Feb, 10 Mar, 31 Mar, 21 Jul, 27 Jul, 4 Aug, 18 Aug, 6 Oct, 13 Oct, 18 Oct, 27 Oct, 10 Nov, 17 Nov, 19 Dec
2023: 13 Jan, 3 Feb, 17 Feb, 10 Mar, 31 Mar, 21 Jul, 27 Jul, 4 Aug, 18 Aug, 6 Oct, 13 Oct, 18 Oct, 27 Oct, 10 Nov, 17 Nov, 19 Dec
Late availability on these dates: 07 Oct, 14 Oct, 28 Oct, 11 Nov, 18 Nov
Cuba cycling vacation
Cycle the quiet country roads of Cuba
From US $2,179 8 days ex flights
Small group travel
Cuba salsa dance holiday
Learn to salsa with the pros in Santiago de Cuba, tuition, day trips and nights out
From £1,650 15 days ex flights
Small group travel:
2022: 6 Nov, 27 Nov, 18 Dec
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Cuba cultural tours
Experience authentic Cuba using local guides and guesthouses
From US $935 to US $970 15 days ex flights
Small group travel:
Departs every Friday throughout the year
Western Cuba small group tour
Discover the highlights of western Cuba in style
From £3,018 12 days ex flights
Small group travel:
2022: 1 Nov
Cuba adventure tours
Authentic Cuba using guesthouses and local guides
From US $445 to US $470 8 days ex flights
Small group travel:
Departs every Thursday throughout the year
Save $25 on the Sept 21st departure of our 8 Day Tour
Small group tours to Cuba
Explore off the beaten track locations
From US $1,150 to US $1,570 9 days ex flights
Small group travel:
2022: 14 Oct, 11 Nov, 25 Nov, 20 Dec
2023: 20 Jan, 10 Feb, 17 Feb, 10 Mar, 5 May, 28 Jul, 11 Aug, 18 Aug, 13 Oct, 20 Oct, 3 Nov, 10 Nov, 24 Nov, 19 Dec
2023: 20 Jan, 10 Feb, 17 Feb, 10 Mar, 5 May, 28 Jul, 11 Aug, 18 Aug, 13 Oct, 20 Oct, 3 Nov, 10 Nov, 24 Nov, 19 Dec
Late availability on these dates: 14 Oct, 11 Nov
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,650 9 days ex flights
Small group travel:
2022: 16 Oct, 30 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 25 Dec
2023: 8 Jan, 15 Jan, 29 Jan, 12 Feb, 26 Feb, 12 Mar, 19 Mar, 26 Mar, 9 Apr, 23 Apr, 7 May, 21 May, 4 Jun, 2 Jul, 16 Jul, 30 Jul, 20 Aug, 3 Sep, 24 Sep, 15 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 26 Nov, 3 Dec, 10 Dec, 24 Dec
2023: 8 Jan, 15 Jan, 29 Jan, 12 Feb, 26 Feb, 12 Mar, 19 Mar, 26 Mar, 9 Apr, 23 Apr, 7 May, 21 May, 4 Jun, 2 Jul, 16 Jul, 30 Jul, 20 Aug, 3 Sep, 24 Sep, 15 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 26 Nov, 3 Dec, 10 Dec, 24 Dec
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $1,170 to US $1,250 20 days ex flights
Small group travel:
2022: 11 Nov, 25 Nov, 2 Dec, 23 Dec, 30 Dec
2023: 6 Jan, 13 Jan, 20 Jan, 27 Jan, 3 Feb, 10 Feb, 17 Feb, 24 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 19 May, 2 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 22 Sep, 6 Oct, 20 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2023: 6 Jan, 13 Jan, 20 Jan, 27 Jan, 3 Feb, 10 Feb, 17 Feb, 24 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 19 May, 2 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 22 Sep, 6 Oct, 20 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
Classic Cuba biking vacation
Cycle Cuba - Beaches, Mountains and Revolution!
From £1,849 to £1,949 15 days ex flights
Small group travel:
2022: 13 Aug, 15 Oct, 12 Nov, 17 Dec
Skyline Trail cycling tour in Western Cuba
Cycle the spectacular Skyline Trail through Western Cuba
From £999 to £1,099 8 days ex flights
Small group travel:
2022: 13 Aug, 22 Oct, 12 Nov, 24 Dec
Small group tours to Cuba
Discover the real Cuba on this small group tour
From £3,210 15 days ex flights
Small group travel:
2022: 8 Nov, 13 Dec
Biking vacation in Cuba, 7 days
Explore Cuba on two wheels in one week
From US $1,395US $1,382 to US $1,645 7 days ex flights
Small group travel:
2022: 7 Nov, 14 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec
2023: 9 Jan, 30 Jan, 13 Feb, 20 Feb, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 29 May, 12 Jun, 3 Jul, 17 Jul, 9 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
2023: 9 Jan, 30 Jan, 13 Feb, 20 Feb, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 29 May, 12 Jun, 3 Jul, 17 Jul, 9 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
Up to US $70 off selected dates.
Late availability on these dates: 07 Nov, 14 Nov
Late availability on these dates: 07 Nov, 14 Nov
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
10 day Cuba tour, small group
Group tour exploring the beguiling and captivating Cuba
From €770 to €850 10 days ex flights
Small group travel:
2022: 23 Oct, 30 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
2023: 1 Jan, 8 Jan, 15 Jan, 22 Jan, 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 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 ...
2023: 1 Jan, 8 Jan, 15 Jan, 22 Jan, 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 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 ...
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,595 9 days ex flights
Small group travel:
2022: 16 Nov, 14 Dec
2023: 11 Jan, 8 Feb, 8 Mar, 5 Apr, 26 Apr
2023: 11 Jan, 8 Feb, 8 Mar, 5 Apr, 26 Apr
Havana long weekend in Cuba vacation
Fun weekend exploring beautiful, vibrant Havana!
From US $1,290 4 days ex flights
Small group travel:
2022: 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
2023: 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 ...
2023: 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 ...
Classic Cuba tours
Experience Cuba's culture and beaches in style
From US $2,880US $2,580 16 days ex flights
Small group travel:
2022: 4 Nov
Late availability on these dates: 04 Nov
Cuba highlights walking vacation
Walking vacations in Western Cuba
From US $1,410 9 days ex flights
Small group travel:
2022: 28 Oct
Late availability on these dates: 28 Oct
Cuba cultural vacations, 15 days
Fun and legal way to experience Cuba's diversity
From US $2,390 15 days ex flights
Small group travel:
2022: 14 Nov, 28 Nov, 12 Dec
2023: 2 Jan, 23 Jan, 13 Feb, 6 Mar, 27 Mar, 17 Apr, 8 May, 29 May, 19 Jun, 17 Jul, 7 Aug, 28 Aug, 18 Sep, 16 Oct, 6 Nov, 20 Nov, 4 Dec
2023: 2 Jan, 23 Jan, 13 Feb, 6 Mar, 27 Mar, 17 Apr, 8 May, 29 May, 19 Jun, 17 Jul, 7 Aug, 28 Aug, 18 Sep, 16 Oct, 6 Nov, 20 Nov, 4 Dec
Cuba music vacations
Music holiday of a lifetime in Santiago de Cuba
From £985 7 days ex flights
Small group travel
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:
2022: 29 Nov, 15 Dec
2023: 27 Jan, 1 Mar, 5 Apr, 5 May, 7 Jun, 20 Jul, 20 Nov
2023: 27 Jan, 1 Mar, 5 Apr, 5 May, 7 Jun, 20 Jul, 20 Nov
Cuba family vacations
A superb introduction to the fascinating island of Cuba
From US $1,750 to US $2,110 11 days ex flights
Small group travel:
2022: 19 Aug, 14 Oct, 21 Oct, 11 Nov, 25 Nov, 20 Dec
2023: 20 Jan, 10 Feb, 17 Feb, 10 Mar, 5 May, 28 Jul, 11 Aug, 18 Aug, 13 Oct, 20 Oct, 3 Nov, 10 Nov, 24 Nov, 19 Dec
2023: 20 Jan, 10 Feb, 17 Feb, 10 Mar, 5 May, 28 Jul, 11 Aug, 18 Aug, 13 Oct, 20 Oct, 3 Nov, 10 Nov, 24 Nov, 19 Dec
Late availability on these dates: 19 Aug, 14 Oct, 21 Oct, 11 Nov
Cuba small group vacation
Cuba travel, legal and local
From US $2,400 9 days ex flights
Small group travel:
2022: 4 Nov, 26 Dec
2023: 23 Mar
2023: 23 Mar
Cuba small group tour with homestays
Authentic Cuba in 10 intensive days
From US $1,445 to US $1,695 10 days ex flights
Small group travel:
2022: 25 Aug, 29 Nov, 22 Dec
2023: 17 Jan, 27 Jan, 1 Mar, 12 Mar, 5 Apr, 5 May, 7 Jun, 20 Jul, 12 Aug, 5 Sep, 15 Oct, 10 Nov, 5 Dec, 23 Dec
2023: 17 Jan, 27 Jan, 1 Mar, 12 Mar, 5 Apr, 5 May, 7 Jun, 20 Jul, 12 Aug, 5 Sep, 15 Oct, 10 Nov, 5 Dec, 23 Dec
Women only tours to Cuba
Meet female entrepreneurs, artists, and change-makers in Cuba
From US $470 8 days ex flights
Small group travel:
2022: 20 Oct, 22 Dec
2023: 5 Jan, 2 Feb, 2 Mar, 6 Apr, 4 May, 1 Jun, 6 Jul, 3 Aug
2023: 5 Jan, 2 Feb, 2 Mar, 6 Apr, 4 May, 1 Jun, 6 Jul, 3 Aug
Cuba small group cycling vacation
Cycle adventure to Cuba's highlights and hidden gems
From US $1,080 8 days ex flights
Small group travel:
2022: 30 Oct, 27 Nov, 4 Dec
2023: 15 Jan, 19 Feb, 19 Mar, 16 Apr, 21 May, 11 Jun, 16 Jul, 20 Aug, 17 Sep, 22 Oct, 19 Nov, 17 Dec
2023: 15 Jan, 19 Feb, 19 Mar, 16 Apr, 21 May, 11 Jun, 16 Jul, 20 Aug, 17 Sep, 22 Oct, 19 Nov, 17 Dec
Cuba history and culture expedition
Cuba's highlights through the lens of the revolution
From US $11,750 16 days ex flights
Small group travel:
2023: 8 May
Cycling vacation in Cuba
Explore the highlights of Cuba on two wheels
From US $2,720 to US $2,910 16 days ex flights
Small group travel:
2022: 28 Oct, 11 Nov
2023: 3 Feb, 17 Feb, 31 Mar, 27 Oct, 10 Nov
2023: 3 Feb, 17 Feb, 31 Mar, 27 Oct, 10 Nov
Late availability on these dates: 28 Oct, 11 Nov
Cuba vacation, Havana and Vinales
From the vibrant city to the lush countryside
From US $1,495 5 days ex flights
Small group travel:
2022: 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
2023: 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 ...
2023: 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 ...
