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 holiday, small group

Cuba holiday, small group

The best of old-world Cuba
From 1,3951,186 to 1,790 15 days ex flights
Small group travel: Departs selected Saturdays every month throughout the year
Up to 310 off selected dates.
Late availability on these dates: 30 Oct, 06 Nov, 13 Nov, 20 Nov, 27 Nov, 04 Dec, 18 Dec, 08 Jan
Cuba cultural holiday

Cuba cultural holiday

Immerse yourself in Cuban culture on this 8 day adventure
From 635 to 700 8 days ex flights
Small group travel: 2022: 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
2023: 1 Jan, 8 Jan, 15 Jan, 22 Jan, 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar, 26 Mar, 2 Apr, 9 Apr, 16 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
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 1,650 to 1,750 15 days ex flights
Small group travel: 2022: 6 Nov, 27 Nov, 18 Dec
2023: 12 Feb, 12 Mar, 16 Apr, 7 May, 25 Jun, 5 Nov, 26 Nov, 24 Dec
Cuba adventure tours

Cuba adventure tours

Authentic Cuba using guesthouses and local guides
From US $445 to US $510 8 days ex flights
Small group travel: Departs every Thursday 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.
Cycling holiday in Cuba, 7 days

Cycling holiday in Cuba, 7 days

Explore Cuba on two wheels in one week
From 1,000750 to 1,195 7 days ex flights
Small group travel: 2022: 7 Nov, 14 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec
2023: 9 Jan, 13 Feb, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 29 May, 12 Jun, 3 Jul, 17 Jul, 9 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
Up to 250 off selected dates.
Late availability on these dates: 07 Nov, 14 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec, 09 Jan
Classic Cuba cycling holiday

Classic Cuba cycling holiday

Cycle Cuba - Beaches, Mountains and Revolution!
From 1,849 to 1,949 15 days ex flights
Small group travel: 2022: 15 Oct, 12 Nov, 17 Dec
Skyline Trail cycling tour in Western Cuba

Skyline Trail cycling tour in Western Cuba

Cycle the spectacular Skyline Trail through Western Cuba
From 999 to 1,099 8 days ex flights
Small group travel: 2022: 22 Oct, 12 Nov, 24 Dec
Cuba birdwatching tour

Cuba birdwatching tour

Birding in Western Cuba's pristine natural parks
From US $1,595 9 days ex flights
Small group travel: 2022: 14 Dec
2023: 11 Jan, 8 Feb, 8 Mar, 5 Apr, 26 Apr
Havana long weekend in Cuba holiday

Havana long weekend in Cuba holiday

Fun weekend exploring beautiful, vibrant Havana!
From US $1,290 4 days ex flights
Small group travel: 2022: 13 Oct, 20 Oct, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2023: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 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, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov, 9 Nov ...
Cuba highlights walking holiday

Cuba highlights walking holiday

Walking holidays in Western Cuba
From 1,969 9 days inc UK flights
Small group travel: 2022: 28 Oct
Late availability on these dates: 28 Oct
Cuba cycling tour

Cuba cycling tour

Cycle from Havana to Varadero through the Yumuri Valley.
From 2,115 to 2,530 14 days ex flights
Small group travel: 2022: 14 Nov, 19 Dec
2023: 9 Jan, 13 Feb, 13 Mar, 27 Mar, 29 May, 3 Jul, 9 Oct, 13 Nov, 11 Dec, 18 Dec
Up to 120 off selected dates.
Late availability on these dates: 14 Nov, 19 Dec, 09 Jan
10 day Cuba tour, small group

10 day Cuba tour, small group

Group tour exploring the beguiling and captivating Cuba
From 770 to 850 10 days ex flights
Small group travel: 2022: 23 Oct, 30 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
2023: 1 Jan, 8 Jan, 15 Jan, 22 Jan, 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar, 26 Mar, 2 Apr, 9 Apr, 16 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 ...
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: 2 Jan, 23 Jan, 13 Feb, 6 Mar, 27 Mar, 17 Apr, 8 May, 29 May, 19 Jun, 17 Jul, 7 Aug, 28 Aug, 18 Sep, 16 Oct, 6 Nov, 20 Nov, 4 Dec, 25 Dec
Cuba small group tour

Cuba small group tour

Relaxing holiday of Cuban of history, culture & nature
From 1,120990 to 1,390 8 days ex flights
Small group travel: 2022: 12 Oct, 15 Oct, 2 Nov, 5 Nov, 9 Nov, 12 Nov, 16 Nov, 19 Nov, 21 Nov, 23 Nov, 26 Nov, 28 Nov, 3 Dec, 12 Dec, 14 Dec, 17 Dec, 19 Dec, 24 Dec, 28 Dec, 31 Dec
2023: 2 Jan, 7 Jan, 9 Jan, 11 Jan, 14 Jan, 21 Jan, 25 Jan, 28 Jan, 3 Feb, 8 Feb, 11 Feb, 15 Feb, 17 Feb, 18 Feb, 20 Feb, 22 Feb, 25 Feb, 1 Mar, 4 Mar, 6 Mar, 8 Mar, 10 Mar, 11 Mar, 13 Mar, 15 Mar, 17 Mar, 18 Mar, 20 Mar, 22 Mar, 25 Mar, 29 Mar, 1 Apr, 3 Apr, 5 Apr ...
Up to 170 off selected dates.
Late availability on these dates: 12 Oct, 15 Oct, 02 Nov, 05 Nov, 09 Nov, 12 Nov, 16 Nov, 19 Nov, 21 Nov, 23 Nov, 26 Nov, 28 Nov, 03 Dec, 12 Dec, 14 Dec, 17 Dec, 19 Dec, 24 Dec, 28 Dec, 31 Dec, 02 Jan, 07 Jan, 09 Jan, 11 Jan
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.
Cuba music holidays

Cuba music holidays

Music holiday of a lifetime in Santiago de Cuba
From 985 7 days ex flights
Small group travel: 2023: 13 Mar, 8 May
Small group tour to Cuba

Small group tour to Cuba

Discover the fascinating diversity of Cuba
From US $1,170 to US $1,250 20 days ex flights
Small group travel: 2022: 11 Nov, 23 Dec, 30 Dec
2023: 6 Jan, 13 Jan, 20 Jan, 27 Jan, 3 Feb, 10 Feb, 17 Feb, 24 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 19 May, 2 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 22 Sep, 6 Oct, 20 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
Modern Cuba culture holiday, Hip Havana

Modern Cuba culture holiday, Hip Havana

Dive into the New Cuba: music, art and social enterprise
From 899 7 days ex flights
Small group travel: 2022: 7 Nov, 5 Dec
Eastern Cuba cycling holiday

Eastern Cuba cycling holiday

Cycle Eastern Cuba and experience the serene Yumuri Valley.
From 1,235 to 1,370 8 days ex flights
Small group travel: 2022: 20 Nov, 25 Dec
2023: 15 Jan, 19 Feb, 5 Mar, 19 Mar, 2 Apr, 7 May, 4 Jun, 9 Jul, 20 Aug, 15 Oct, 19 Nov, 17 Dec, 24 Dec
Up to 60 off selected dates.
Late availability on these dates: 20 Nov, 25 Dec
Cuba on a Shoestring small group holiday

Cuba on a Shoestring small group holiday

Discover Cuba, from historic Havana to Trinidad
From 655524 to 865 8 days ex flights
Small group travel: 2022: 22 Oct, 5 Nov, 12 Nov, 19 Nov, 3 Dec, 10 Dec, 24 Dec, 31 Dec
2023: 7 Jan, 28 Jan, 11 Feb, 25 Feb, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 9 May, 13 May, 20 May, 23 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 27 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 1 Aug, 5 Aug, 19 Aug, 26 Aug, 16 Sep, 23 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 7 Nov, 11 Nov, 14 Nov, 18 Nov, 25 Nov, 2 Dec, 9 Dec ...
Up to 150 off selected dates.
Late availability on these dates: 22 Oct, 05 Nov, 12 Nov, 19 Nov, 03 Dec, 10 Dec, 24 Dec, 31 Dec, 07 Jan
Active Cuba holiday

Active Cuba holiday

Explore Cuba's natural wonders on an outdoor adventure
From US $945 10 days ex flights
Small group travel: 2022: 20 Dec
2023: 10 Jan, 7 Feb, 7 Mar, 28 Mar, 25 Apr, 16 May, 3 Oct, 31 Oct, 28 Nov, 19 Dec
Holidays to Cuba

Holidays to Cuba

A comprehensive and intriguing tour
From 2,385 to 2,778 16 days inc UK flights
Small group travel: 2023: 31 Mar, 4 Aug, 6 Oct, 13 Oct, 18 Oct, 27 Oct, 10 Nov, 17 Nov, 19 Dec
Small group backroads and beaches tours to Cuba

Small group backroads and beaches tours to Cuba

Explore off the beaten track locations
From 1,787 to 2,078 9 days inc UK 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
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: 2022: 6 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 25 Dec
2023: 8 Jan, 15 Jan, 29 Jan, 12 Feb, 26 Feb, 12 Mar, 19 Mar, 26 Mar, 9 Apr, 23 Apr, 7 May, 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
Essential Cuba tour

Essential Cuba tour

9 day Comfort Tour using Cuba's best private guesthouses
From US $1,200 9 days ex flights
Small group travel: 2022: 29 Dec
2023: 12 Jan, 26 Jan, 9 Feb, 23 Feb, 9 Mar, 23 Mar, 6 Apr, 20 Apr, 4 May, 18 May, 8 Jun, 13 Jul, 17 Aug, 7 Sep, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 30 Nov, 14 Dec, 21 Dec, 28 Dec
Small group tour to Western Cuba

Small group tour to Western Cuba

Tour the 'Garden Province' of Cuba
From US $250 to US $295 6 days ex flights
Small group travel: 2022: 21 Oct, 25 Nov, 2 Dec, 9 Dec, 16 Dec, 23 Dec, 30 Dec
2023: 6 Jan, 13 Jan, 20 Jan, 27 Jan, 3 Feb, 10 Feb, 17 Feb, 24 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, 2 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 22 Sep, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2024: 5 Jan, 12 Jan
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: 2022: 29 Nov, 15 Dec
2023: 27 Jan, 1 Mar, 5 Apr, 5 May, 7 Jun, 20 Jul, 20 Nov
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: 2022: 22 Dec
2023: 17 Jan, 27 Jan, 1 Mar, 12 Mar, 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 $470 8 days ex flights
Small group travel: 2022: 20 Oct, 22 Dec
2023: 5 Jan, 2 Feb, 2 Mar, 6 Apr, 4 May, 1 Jun, 6 Jul, 3 Aug, 7 Sep, 5 Oct, 2 Nov, 7 Dec
Cuba small group cycling holiday

Cuba small group cycling holiday

Cycle adventure to Cuba's highlights and hidden gems
From US $1,080 8 days ex flights
Small group travel: 2023: 15 Jan, 19 Feb, 19 Mar, 16 Apr, 21 May, 11 Jun, 16 Jul, 20 Aug, 17 Sep, 22 Oct, 19 Nov, 17 Dec
Cycling holiday in Cuba

Cycling holiday in Cuba

Explore the highlights of Cuba on two wheels
From 2,761 to 2,803 16 days inc UK flights
Small group travel: 2023: 31 Mar, 27 Oct, 10 Nov
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]