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]