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.
37 Small group vacations in Cuba found
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £2,345 15 days ex flights
Small group travel:
2027: 17 Jan
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:
2026: 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 cultural vacation
Immerse yourself in Cuban culture on this 8 day adventure
From €690 to €1,115 8 days ex flights
Small group travel:
2026: 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 Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $2,975 11 days ex flights
Small group travel:
2026: 23 Dec
2028: 23 Dec
2028: 23 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
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
Biking vacation in Cuba, 7 days
Explore Cuba on two wheels in one week
From US $1,460 to US $1,550 7 days ex flights
Small group travel:
2027: 4 Jan, 4 Oct, 1 Nov, 22 Nov, 20 Dec
2028: 3 Jan, 24 Jan, 7 Feb, 21 Feb, 13 Mar, 3 Apr, 3 Jul, 2 Oct, 30 Oct, 20 Nov, 18 Dec
2028: 3 Jan, 24 Jan, 7 Feb, 21 Feb, 13 Mar, 3 Apr, 3 Jul, 2 Oct, 30 Oct, 20 Nov, 18 Dec
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
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 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
Cuba cultural vacations, 15 days
Fun and legal way to experience Cuba's diversity
From US $3,380 15 days ex flights
Small group travel:
2026: 16 Nov, 14 Dec
2027: 11 Jan, 8 Feb, 8 Mar, 12 Apr, 10 May, 14 Jun, 19 Jul, 16 Aug, 13 Sep, 11 Oct, 8 Nov, 13 Dec
2028: 17 Jan
2027: 11 Jan, 8 Feb, 8 Mar, 12 Apr, 10 May, 14 Jun, 19 Jul, 16 Aug, 13 Sep, 11 Oct, 8 Nov, 13 Dec
2028: 17 Jan
Small group tours to Cuba
Discover the real Cuba on this small group tour
From £2,872 12 days ex flights
Small group travel
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $2,375 9 days ex flights
Small group travel:
2026: 18 Oct, 1 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2027: 3 Jan, 17 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 9 May, 23 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 26 Sep, 3 Oct, 24 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2028: 2 Jan
2027: 3 Jan, 17 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 9 May, 23 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 26 Sep, 3 Oct, 24 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2028: 2 Jan
Havana dance vacation in Cuba
Immersive salsa course in Cuba's capital city!
From £1,325 8 days ex flights
Small group travel:
2026: 1 Nov, 22 Nov
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,860 9 days ex flights
Small group travel:
2026: 4 Nov, 2 Dec
2027: 27 Jan, 10 Feb, 10 Mar, 7 Apr, 13 Oct, 10 Nov, 15 Dec
2027: 27 Jan, 10 Feb, 10 Mar, 7 Apr, 13 Oct, 10 Nov, 15 Dec
Cycling vacation in Cuba
Explore the highlights of Cuba on two wheels
From US $2,670 to US $2,760 15 days ex flights
Small group travel:
2026: 24 Oct, 14 Nov
2027: 30 Jan, 6 Mar, 23 Oct, 6 Nov
2027: 30 Jan, 6 Mar, 23 Oct, 6 Nov
Late availability on these dates: 24 Oct, 14 Nov
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 cycling tour
Cycle from Havana to Varadero through the Yumuri Valley.
From US $3,065 to US $3,250 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
2028: 3 Jan, 24 Jan, 3 Apr, 3 Jul, 2 Oct, 30 Oct, 20 Nov, 18 Dec
Eastern Cuba biking vacation
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From US $1,700 to US $1,800 8 days ex flights
Small group travel:
2027: 10 Jan, 10 Oct, 7 Nov, 28 Nov, 26 Dec
2028: 9 Jan, 30 Jan, 13 Feb, 27 Feb, 19 Mar, 9 Apr, 9 Jul, 8 Oct, 5 Nov, 26 Nov, 24 Dec
2028: 9 Jan, 30 Jan, 13 Feb, 27 Feb, 19 Mar, 9 Apr, 9 Jul, 8 Oct, 5 Nov, 26 Nov, 24 Dec
Active Cuba vacation
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
2027: 12 Jan, 2 Feb, 9 Feb, 9 Mar, 13 Apr, 11 May, 12 Oct, 2 Nov, 16 Nov, 7 Dec, 14 Dec
Classic Cuba biking vacation
Cycle Cuba - Beaches, Mountains and Revolution!
From £2,615 15 days ex flights
Small group travel:
2026: 6 Nov, 20 Nov, 4 Dec
Cuba music vacations
Music holiday of a lifetime in Santiago de Cuba
From £1,495 7 days ex flights
Small group travel:
2027: 24 Jan, 14 Mar
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: 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 vacation
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.
Cuba multi activity vacation
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 small group tour with homestays
Authentic Cuba in 15 intensive days
From €2,249 to €2,409 15 days ex flights
Small group travel:
2026: 20 Nov, 28 Dec
2027: 15 Jan
2027: 15 Jan
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
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
Cuba small group cycling vacation
Cycle adventure to Cuba's highlights and hidden gems
From US $1,580 9 days ex flights
Small group travel:
2026: 8 Nov, 15 Nov, 29 Nov, 6 Dec, 13 Dec, 27 Dec
2027: 10 Jan, 24 Jan, 7 Feb, 14 Feb, 28 Feb, 7 Mar, 14 Mar, 28 Mar, 4 Apr, 11 Apr, 30 May, 20 Jun, 11 Jul, 1 Aug, 12 Sep, 24 Oct, 7 Nov, 14 Nov, 5 Dec, 26 Dec
2028: 16 Jan
2027: 10 Jan, 24 Jan, 7 Feb, 14 Feb, 28 Feb, 7 Mar, 14 Mar, 28 Mar, 4 Apr, 11 Apr, 30 May, 20 Jun, 11 Jul, 1 Aug, 12 Sep, 24 Oct, 7 Nov, 14 Nov, 5 Dec, 26 Dec
2028: 16 Jan
Cuba vacation, 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 ...
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 ...
Modern Cuba culture vacation, Hip Havana
Dive into the New Cuba: music, art and social enterprise
From £1,428 7 days ex flights
Small group travel:
2026: 16 Oct, 13 Nov
Skyline Trail cycling tour in Western Cuba
Cycle the spectacular Skyline Trail through Western Cuba
From £1,520 8 days ex flights
Small group travel:
2026: 16 Oct, 13 Nov
