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.

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Cuba salsa dance holiday

Cuba salsa dance holiday

Learn to salsa in Santiago de Cuba
From £1,875 to £1,975 15 days ex flights
Small group travel: 2023: 26 Nov, 15 Dec
2024: 14 Jan, 11 Feb, 8 Mar, 28 Apr, 30 Jun, 24 Nov, 15 Dec
Cuba cultural vacation

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: 2023: 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 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 ...
vacations to Cuba

vacations to Cuba

A comprehensive and intriguing tour
From US $2,290 to US $2,550 15 days ex flights
Small group travel: 2023: 19 Dec
2024: 13 Jan, 3 Feb, 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: 19 Dec, 13 Jan, 03 Feb, 17 Feb
Cuba cultural tours

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
Responsible Travel, Travel Team

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.
1-866-821-6866
Call toll free
Calling from outside the USA
Cuba adventure tours

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
Small group tours to Cuba

Small group tours to Cuba

Explore off the beaten track locations
From US $1,340US $1,210 to US $1,480 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 $130 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb
Small group tour to Cuba

Small group tour to Cuba

Discover the fascinating diversity of Cuba
From US $1,970 20 days ex flights
Small group travel: 2024: 19 Jan, 9 Feb, 23 Feb, 8 Mar, 15 Mar, 5 Apr, 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

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: 2023: 19 Nov, 17 Dec
2024: 17 Mar, 14 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 17 Nov, 15 Dec
Skyline Trail cycling tour in Western Cuba

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: 2023: 3 Dec, 22 Dec
2024: 21 Jan, 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

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: 2023: 20 Nov, 4 Dec
2024: 15 Jan, 5 Feb, 18 Mar, 8 Apr, 29 Apr, 20 May, 10 Jun, 1 Jul, 12 Aug, 9 Sep, 4 Oct, 18 Nov, 25 Nov, 9 Dec, 23 Dec
Biking vacation in Cuba, 7 days

Biking vacation in Cuba, 7 days

Explore Cuba on two wheels in one week
From US $1,430 to US $1,605 7 days ex flights
Small group travel: 2023: 11 Dec, 18 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
Late availability on these dates: 11 Dec, 18 Dec, 08 Jan, 12 Feb
10 day Cuba tour, small group

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: 2023: 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 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 cultural tour, 9 days

Cuba cultural tour, 9 days

Fun and legal tour for American travelers
From US $1,650 9 days ex flights
Small group travel: 2023: 26 Nov, 3 Dec, 10 Dec
2024: 7 Jan, 14 Jan, 28 Jan, 11 Feb, 25 Feb, 10 Mar, 24 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
Women only tours to Cuba

Women only tours to Cuba

Meet female entrepreneurs, artists, and change-makers in Cuba
From US $740 8 days ex flights
Small group travel: 2023: 7 Dec
2024: 4 Jan, 15 Feb, 14 Mar, 11 Apr, 2 May, 6 Jun, 4 Jul, 8 Aug, 5 Sep, 10 Oct, 7 Nov, 19 Dec
Responsible Travel, Travel Team

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.
1-866-821-6866
Call toll free
Calling from outside the USA
Cuba birdwatching tour

Cuba birdwatching tour

Birding in Western Cuba's pristine natural parks
From US $1,680 9 days ex flights
Small group travel: 2023: 13 Dec
2024: 10 Jan, 7 Feb, 6 Mar, 3 Apr, 24 Apr, 23 Oct, 13 Nov, 11 Dec
2025: 8 Jan
Havana long weekend in Cuba vacation

Havana long weekend in Cuba vacation

Fun weekend exploring beautiful, vibrant Havana!
From US $1,085 to US $1,150 4 days ex flights
Small group travel: 2023: 7 Dec, 28 Dec
2024: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 29 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, 3 Oct, 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
Highlights of Cuba cycling vacation

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: 1 Mar, 5 Apr, 25 Oct, 1 Nov, 8 Nov, 20 Dec
Eastern Cuba biking vacation

Eastern Cuba biking vacation

Cycle Eastern Cuba and experience the serene Yumuri Valley.
From US $1,665 to US $1,830 8 days ex flights
Small group travel: 2023: 17 Dec, 24 Dec
2024: 14 Jan, 18 Feb, 31 Mar, 14 Apr, 16 Jun, 7 Jul, 13 Oct, 10 Nov, 24 Nov, 15 Dec, 29 Dec
Late availability on these dates: 17 Dec, 24 Dec, 14 Jan, 18 Feb
Essential Cuba tour

Essential Cuba tour

9 day Comfort Tour using Cuba's best private guesthouses
From US $1,390 9 days ex flights
Small group travel: 2023: 30 Nov, 21 Dec
2024: 8 Feb, 22 Feb, 7 Mar, 4 Apr, 25 Apr, 9 May, 6 Jun, 11 Jul, 15 Aug, 5 Sep, 10 Oct, 14 Nov, 28 Nov, 12 Dec, 26 Dec
Cuba Christmas & New Year tour

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: 2023: 22 Dec
2024: 22 Dec
Cuba music vacations

Cuba music vacations

Music holiday of a lifetime in Santiago de Cuba
From £985 7 days ex flights
Small group travel: 2024: 15 Mar, 3 May
Cuba small group holiday, 9 days

Cuba small group holiday, 9 days

Experience the best of Cuba's beaches, cigars and '50s cars,
From US $2,025 to US $2,235US $2,095 8 days ex flights
Small group travel: 2023: 16 Dec
2024: 9 Mar, 6 Apr
Late availability on these dates: 16 Dec
Cuba holiday, West to East

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: 2023: 20 Nov
2024: 25 Mar, 20 Nov
Family adventure vacation to Cuba

Family adventure vacation to Cuba

A captivating Caribbean holiday with the family
From US $2,150 to US $2,610 15 days ex flights
Small group travel: 2023: 17 Dec
2024: 30 Mar, 13 Jul, 27 Jul, 3 Aug, 21 Dec
Late availability on these dates: 17 Dec
Cuba family vacations

Cuba family vacations

A superb introduction to the fascinating island of Cuba
From US $1,850US $1,720 to US $1,880 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
Cuba cycling tour

Cuba cycling tour

The main sights & stunning scenery
From US $4,055 15 days ex flights
Small group travel: 2024: 24 Feb, 23 Mar
Late availability on these dates: 24 Feb
Cuba small group vacation

Cuba small group vacation

Cuba travel, legal, and local!
From US $2,400 9 days ex flights
Small group travel: 2023: 26 Dec
Havana dance vacation in Cuba

Havana dance vacation in Cuba

Immersive salsa course in Cuba's capital city!
From £925 8 days ex flights
Small group travel: 2024: 25 Feb, 17 Nov
Cuba cycling and culture tour

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

National Parks of Cuba walking vacation

Explore a Cuba few visitors get to see
From US $3,190 to US $3,390 8 days ex flights
Small group travel: This group tour can depart on any Sunday, please enquire to discuss your dates.
Photo credits: [Page banner: Alexandro Espinar] [An unmissable atmosphere : Jessica Knowlden] [Casas familiares : DirkvdM] [Traveling with kids in Cuba : Guillaume Baviere] [Self drive vacations : Pim Nuijten] [Cycling : Cubania Travel] [Types of vacations: John Y. Can]