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 cultural vacation

Cuba cultural vacation

Immerse yourself in Cuban culture on this 8 day adventure
From 690 8 days ex flights
Small group travel: 2023: 26 Mar, 2 Apr, 9 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

vacations to Cuba

A comprehensive and intriguing tour
From US $2,050 to US $2,570US $2,380 16 days ex flights
Small group travel: 2023: 4 Aug, 6 Oct, 13 Oct, 18 Oct, 27 Oct, 10 Nov, 17 Nov, 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
Cuba cycling vacation

Cuba cycling vacation

Cycle the quiet country roads of Cuba
From US $2,249 to US $2,549 8 days ex flights
Small group travel: 2023: 29 Apr, 22 Jul, 28 Oct, 25 Nov, 23 Dec
2024: 10 Feb, 16 Mar, 27 Apr, 20 Jul
Late availability on these dates: 29 Apr
Cuba salsa dance holiday

Cuba salsa dance holiday

Learn to salsa with the pros in Santiago de Cuba, tuition, day trips and nights out
From 1,750 to 1,850 15 days ex flights
Small group travel: 2023: 16 Apr, 5 May, 2 Jul, 26 Nov, 18 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 cultural tours

Cuba cultural tours

Experience authentic Cuba using local guides and guesthouses
From US $1,160 to US $1,195 15 days ex flights
Small group travel: Departs every Friday throughout the year
Cuba adventure tours

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
Small group tours to Cuba

Small group tours to Cuba

Explore off the beaten track locations
From US $1,320 to US $1,420 9 days ex flights
Small group travel: 2023: 5 May, 28 Jul, 11 Aug, 18 Aug, 13 Oct, 20 Oct, 3 Nov, 10 Nov, 24 Nov, 19 Dec
2024: 20 Jan, 10 Feb, 17 Feb, 9 Mar, 23 Mar, 13 Apr, 27 Apr, 11 May, 25 May, 12 Oct, 19 Oct, 2 Nov, 9 Nov, 23 Nov, 21 Dec
Late availability on these dates: 05 May
Cuba cultural tour, 9 days

Cuba cultural tour, 9 days

Fun and legal tour for American travelers
From US $1,500 to US $1,650 9 days ex flights
Small group travel: 2023: 9 Apr, 23 Apr, 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

Small group tour to Cuba

Discover the fascinating diversity of Cuba
From US $1,620 to US $1,700 20 days ex flights
Small group travel: 2023: 7 Apr, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 20 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
Skyline Trail cycling tour in Western Cuba

Skyline Trail cycling tour in Western Cuba

Cycle the spectacular Skyline Trail through Western Cuba
From 1,199 to 1,299 8 days ex flights
Small group travel: 2023: 1 Apr, 9 Apr, 23 Apr, 14 May, 11 Jun, 9 Jul, 16 Jul, 6 Aug, 3 Sep, 8 Oct, 22 Oct, 5 Nov, 12 Nov, 3 Dec, 22 Dec
Classic Cuba biking vacation

Classic Cuba biking vacation

Cycle Cuba - Beaches, Mountains and Revolution!
From 2,099 to 2,199 15 days ex flights
Small group travel: 2023: 24 Mar, 7 Apr, 21 Apr, 12 May, 9 Jun, 7 Jul, 4 Aug, 1 Sep, 6 Oct, 20 Oct, 3 Nov, 10 Nov, 1 Dec, 15 Dec
Cuba cycling tour

Cuba cycling tour

The main sights & stunning scenery
From US $4,349 to US $4,649 15 days ex flights
Small group travel: 2023: 25 Mar, 15 Apr, 8 Jul, 14 Oct, 11 Nov, 2 Dec
2024: 24 Feb, 23 Mar, 13 Apr, 6 Jul
Late availability on these dates: 25 Mar, 15 Apr
Biking vacation in Cuba, 7 days

Biking vacation in Cuba, 7 days

Explore Cuba on two wheels in one week
From US $1,450 to US $1,620 7 days ex flights
Small group travel: 2023: 3 Jul, 9 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
2024: 8 Jan, 12 Feb, 11 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 27 May, 10 Jun, 1 Jul, 15 Jul, 7 Oct, 4 Nov, 11 Nov, 18 Nov, 25 Nov, 2 Dec, 9 Dec, 16 Dec, 23 Dec
10 day Cuba tour, small group

10 day Cuba tour, small group

Group tour exploring the beguiling and captivating Cuba
From 840 10 days ex flights
Small group travel: 2023: 26 Mar, 2 Apr, 9 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
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 $1,150 9 days ex flights
Small group travel: 2023: 25 Oct, 15 Nov, 13 Dec
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: 30 Mar, 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, 19 Oct, 26 Oct, 2 Nov, 9 Nov, 16 Nov, 23 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec, 28 Dec
Cuba cultural vacations, 15 days

Cuba cultural vacations, 15 days

Fun and legal way to experience Cuba's diversity
From US $2,290 to US $2,390 15 days ex flights
Small group travel: 2023: 17 Apr, 17 Jul, 7 Aug, 28 Aug, 18 Sep, 16 Oct, 6 Nov, 20 Nov, 4 Dec, 25 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: 2023: 1 May
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: 5 Apr, 5 May, 7 Jun, 20 Jul, 20 Nov
Cuba family vacations

Cuba family vacations

A superb introduction to the fascinating island of Cuba
From US $1,620 to US $1,910 11 days ex flights
Small group travel: 2023: 5 May, 28 Jul, 11 Aug, 18 Aug, 13 Oct, 20 Oct, 3 Nov, 10 Nov, 24 Nov, 19 Dec
2024: 20 Jan, 10 Feb, 17 Feb, 9 Mar, 23 Mar, 13 Apr, 27 Apr, 11 May, 25 May, 12 Oct, 19 Oct, 2 Nov, 9 Nov, 23 Nov, 21 Dec
Late availability on these dates: 05 May
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: 11 Nov, 26 Dec
Cuba small group tour with homestays

Cuba small group tour with homestays

Authentic Cuba in 10 intensive days
From 892 to 1,695 10 days ex flights
Small group travel: 2023: 5 Apr, 5 May, 7 Jun, 20 Jul, 12 Aug, 5 Sep, 15 Oct, 10 Nov, 5 Dec, 23 Dec
2024: 17 Jan
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: 1 Jun, 6 Jul, 3 Aug, 14 Sep, 5 Oct, 2 Nov, 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
Cuba small group cycling vacation

Cuba small group cycling vacation

Cycle adventure to Cuba's highlights and hidden gems
From US $1,430 to US $1,495 8 days ex flights
Small group travel: 2023: 16 Apr, 21 May, 16 Jul, 20 Aug, 17 Sep, 22 Oct, 19 Nov, 17 Dec
Cycling vacation in Cuba

Cycling vacation in Cuba

Explore the highlights of Cuba on two wheels
From US $2,500 to US $2,640 16 days ex flights
Small group travel: 2023: 31 Mar, 27 Oct, 10 Nov
2024: 2 Feb, 16 Feb, 29 Mar, 25 Oct, 8 Nov
Late availability on these dates: 31 Mar
Cuba vacation, Havana and Vinales

Cuba vacation, Havana and Vinales

From the vibrant city to the lush countryside
From US $1,335 to US $1,400 5 days ex flights
Small group travel: 2023: 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, 19 Oct, 26 Oct, 2 Nov, 9 Nov, 16 Nov, 23 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec, 28 Dec
Highlights of Cuba cycling vacation

Highlights of Cuba cycling vacation

Explore Cuba on bicycle from Havana to Trinidad
From US $2,070 to US $2,380 11 days ex flights
Small group travel: 2023: 7 Apr, 27 Oct, 3 Nov, 10 Nov, 22 Dec
Late availability on these dates: 07 Apr
Cuba cycling tour

Cuba cycling tour

Cycle from Havana to Varadero through the Yumuri Valley.
From US $3,065 to US $3,195 14 days ex flights
Small group travel: 2023: 3 Jul, 9 Oct, 13 Nov, 11 Dec, 18 Dec
2024: 8 Jan, 12 Feb, 11 Mar, 25 Mar, 27 May, 1 Jul, 7 Oct, 11 Nov, 9 Dec, 16 Dec
Cuba road cycling tour

Cuba road cycling tour

Cycle the highlights of the Vuelta de Cuba
From 2,199 15 days ex flights
Small group travel: 2023: 24 Mar, 10 Nov
Cuba vacations, soul of Cuba

Cuba vacations, soul of Cuba

A truly intimate, all inclusive experience, only 6 people
From US $2,195 6 days ex flights
Small group travel: 2023: 24 Mar, 31 Mar
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]