Small group holidays in Cuba

Enjoy the luxury of having all your trip planning taken care of with a Cuba small group holiday. 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 travellers. 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: 15 Dec
2024: 14 Jan, 8 Mar, 28 Apr, 30 Jun, 24 Nov, 15 Dec
Cuba holiday, small group

Cuba holiday, small group

The best of old-world Cuba
From 1,6401,312 to 1,7801,770 15 days ex flights
Small group travel: Departs selected Saturdays every month throughout the year
Up to 440 off selected dates.
Late availability on these dates: 17 Dec, 21 Jan, 28 Jan, 11 Feb, 18 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: 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 holiday

Cuba cultural holiday

Immerse yourself in Cuban culture on this 8 day adventure
From 690 to 1,115 8 days ex flights
Small group travel: 2023: 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, 24 Nov, 1 Dec, 8 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.
01273 823 700
Call us tomorrow after 9am
Calling from outside the UK
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
Cycling holiday in Cuba, 7 days

Cycling holiday in Cuba, 7 days

Explore Cuba on two wheels in one week
From 1,025820 to 1,160 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
Up to 220 off selected dates.
Late availability on these dates: 11 Dec, 18 Dec, 08 Jan, 12 Feb
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 holidays, 15 days

Cuba cultural holidays, 15 days

Fun and legal way to experience Cuba's diversity
From US $2,390 15 days ex flights
Small group travel: 2023: 4 Dec
2024: 5 Feb, 8 Apr, 4 Oct, 25 Nov
Cuba small group cycling holiday

Cuba small group cycling holiday

Cycle adventure to Cuba's highlights and hidden gems
From US $1,495 9 days ex flights
Small group travel: 2023: 17 Dec
2024: 17 Mar, 14 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 17 Nov, 15 Dec
Small group backroads and beaches tours to Cuba

Small group backroads and beaches tours to Cuba

Explore off the beaten track locations
From 899 to 1,099 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
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar
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
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 holiday

Havana long weekend in Cuba holiday

Fun weekend exploring beautiful, vibrant Havana!
From 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 holiday

Highlights of Cuba cycling holiday

Explore Cuba on bicycle from Havana to Trinidad
From 1,629 to 1,699 10 days ex flights
Small group travel: 2024: 1 Mar, 5 Apr, 25 Oct, 1 Nov, 8 Nov, 20 Dec
Late availability on these dates: 01 Mar
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.
01273 823 700
Call us tomorrow after 9am
Calling from outside the UK
Cuba cycling tour

Cuba cycling tour

Cycle from Havana to Varadero through the Yumuri Valley.
From 2,1601,836 to 2,5302,277 14 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
Up to 360 off selected dates.
Late availability on these dates: 11 Dec, 18 Dec, 08 Jan, 12 Feb
Eastern Cuba cycling holiday

Eastern Cuba cycling holiday

Cycle Eastern Cuba and experience the serene Yumuri Valley.
From 1,190952 to 1,3001,240 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
Up to 320 off selected dates.
Late availability on these dates: 17 Dec, 24 Dec, 14 Jan, 18 Feb
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: 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
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: 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 small group tour

Cuba small group tour

Relaxing holiday of Cuban of history, culture & nature
From 1,215850 to 1,3551,310 8 days ex flights
Small group travel: 2023: 9 Dec, 20 Dec, 25 Dec
2024: 1 Jan, 6 Jan, 8 Jan, 13 Jan, 20 Jan, 27 Jan, 2 Feb, 16 Feb, 28 Feb, 4 Mar, 9 Mar, 20 Mar, 30 Mar, 3 Apr, 8 Apr, 13 Apr, 17 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 1 Jul, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 30 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 2 Nov, 6 Nov, 9 Nov, 13 Nov, 16 Nov, 23 Nov, 27 Nov ...
Up to 360 off selected dates.
Late availability on these dates: 09 Dec, 20 Dec, 25 Dec, 01 Jan, 06 Jan, 08 Jan, 13 Jan, 20 Jan, 27 Jan, 02 Feb, 16 Feb, 28 Feb, 04 Mar, 09 Mar
Cuba music holidays

Cuba music holidays

Music holiday of a lifetime in Santiago de Cuba
From 985 7 days ex flights
Small group travel: 2024: 17 Mar, 5 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 2,6952,645 to 3,045 9 days inc UK flights
Small group travel: 2023: 16 Dec
2024: 9 Mar, 6 Apr
Up to 50 off selected dates.
Late availability on these dates: 16 Dec, 09 Mar
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
Family adventure holiday to Cuba

Family adventure holiday to Cuba

A captivating Caribbean holiday with the family
From 1,599 to 1,940 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 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
Best of Cuba holiday

Best of Cuba holiday

A superb introduction to the fascinating island of Cuba
From 1,3791,279 to 1,399 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 100 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar
Cuba cycling tour

Cuba cycling tour

The main sights & stunning scenery
From 4,3754,275 to 4,3754,295 16 days inc UK flights
Small group travel: 2024: 24 Feb, 23 Mar
Up to 100 off selected dates.
Late availability on these dates: 24 Feb
Modern Cuba culture holiday, Hip Havana

Modern Cuba culture holiday, Hip Havana

Dive into the New Cuba: music, art and social enterprise
From 999 7 days ex flights
Small group travel: 2024: 8 Mar, 12 Apr, 17 May, 12 Jul, 10 Oct, 15 Nov
Cuba on a Shoestring small group holiday

Cuba on a Shoestring small group holiday

Discover Cuba, from historic Havana to Trinidad
From 860688 to 965 8 days ex flights
Small group travel: 2023: 9 Dec
2024: 20 Jan, 2 Mar, 13 Apr, 27 Apr, 25 May, 8 Jun, 6 Jul, 17 Aug, 14 Sep, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 30 Nov, 7 Dec, 21 Dec, 28 Dec
Up to 190 off selected dates.
Late availability on these dates: 09 Dec, 20 Jan, 02 Mar
Active Cuba holiday

Active Cuba holiday

Explore Cuba's natural wonders on an outdoor adventure
From US $1,700 10 days ex flights
Small group travel: 2023: 19 Dec
2024: 5 Mar, 26 Mar, 23 Apr, 14 May, 1 Oct, 5 Nov, 26 Nov, 17 Dec
Photo credits: [Page banner: Alexandro Espinar] [An unmissable atmosphere : Jessica Knowlden] [Casas familiares : DirkvdM] [Travelling with kids in Cuba : Guillaume Baviere] [Self drive holidays : Pim Nuijten] [Cycling : Cubania Travel] [Types of holidays: John Y. Can]