Caribbean holidays
If you’re looking for white-sand beaches, fringed with palms and ringed by coral cays then, yes, Caribbean holidays have got the lot. And if you’re more inclined towards cycling in Cuba, bird watching in St Lucia or trekking in Dominica then our partners can sort that too. Set sail on your very own Caribbean adventure... but don’t just stick to the obvious.
40 Caribbean holidays found
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £1,975 to £2,175 15 days ex flights
Small group travel:
2024: 24 Nov, 15 Dec
2025: 19 Jan, 9 Feb, 9 Mar, 13 Apr, 16 Nov, 14 Dec
2025: 19 Jan, 9 Feb, 9 Mar, 13 Apr, 16 Nov, 14 Dec
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:
2024: 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2025: 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 ...
2025: 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 ...
Cuba tours
Tailormade holidays in the pearl of the Carribean
From €995 15 days ex flights
Tailor made:
Our Cuba tours can be tailor-made and departures can be arranged all year. The sample itinerary shown can be modified to your personal wishes including departure date, duration, accommodation used & how long you spend in each destination
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,680 9 days ex flights
Small group travel:
2024: 13 Nov, 11 Dec
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr, 15 Oct, 12 Nov, 10 Dec
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr, 15 Oct, 12 Nov, 10 Dec
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Cuba cultural holidays, 15 days
Fun and legal way to experience Cuba's diversity
From US $2,390 to US $2,525 15 days ex flights
Small group travel:
2024: 2 Oct, 18 Nov, 9 Dec, 23 Dec
2025: 13 Jan, 10 Feb, 10 Mar, 14 Apr, 12 May, 16 Jun, 14 Jul, 11 Aug, 15 Sep, 20 Oct, 24 Nov, 22 Dec
2025: 13 Jan, 10 Feb, 10 Mar, 14 Apr, 12 May, 16 Jun, 14 Jul, 11 Aug, 15 Sep, 20 Oct, 24 Nov, 22 Dec
Self drive Cuba family holiday
Family holiday Cuba for parents & children
From €1,450 15 days ex flights
Tailor made:
This trip can be arranged at a time to suit you, and adapted to your requirements
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,750 9 days ex flights
Small group travel:
2024: 22 Sep, 13 Oct, 10 Nov, 24 Nov, 8 Dec, 15 Dec, 29 Dec
2025: 5 Jan, 19 Jan, 26 Jan, 2 Feb, 16 Feb, 23 Feb, 9 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 25 May, 8 Jun, 22 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 23 Nov, 7 Dec, 21 Dec, 28 Dec
2025: 5 Jan, 19 Jan, 26 Jan, 2 Feb, 16 Feb, 23 Feb, 9 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 25 May, 8 Jun, 22 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 23 Nov, 7 Dec, 21 Dec, 28 Dec
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:
2024: 20 Nov
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $1,970 20 days ex flights
Small group travel:
2024: 4 Oct, 13 Dec, 27 Dec
2025: 10 Jan, 24 Jan, 14 Feb, 28 Feb, 14 Mar, 28 Mar, 4 Apr, 18 Apr, 2 May, 13 Jul, 18 Jul, 22 Aug, 12 Sep, 17 Oct, 7 Nov, 21 Nov, 5 Dec, 26 Dec
2025: 10 Jan, 24 Jan, 14 Feb, 28 Feb, 14 Mar, 28 Mar, 4 Apr, 18 Apr, 2 May, 13 Jul, 18 Jul, 22 Aug, 12 Sep, 17 Oct, 7 Nov, 21 Nov, 5 Dec, 26 Dec
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
Scuba diving and tour in Cuba
Scuba diving and roundtrip Cuba with homestays and/or hotels
From €995 to €1,790 15 days ex flights
Tailor made:
This trip can be tailor-made and departures can be arranged all year. The sample itinerary below can be modified to your personal wishes including departure date, duration, accommodation used & how long you spend in each destination.
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: 10 Oct, 15 Nov
Small group tour to Western Cuba
Tour the 'Garden Province' of Cuba
From US $575 6 days ex flights
Small group travel:
2024: 18 Oct, 29 Nov, 13 Dec, 27 Dec
2025: 10 Jan, 24 Jan, 7 Feb, 28 Feb, 14 Mar, 28 Mar, 11 Apr, 18 Apr, 2 May, 16 May, 27 Jun, 1 Aug, 5 Sep, 26 Sep, 31 Oct, 21 Nov, 5 Dec, 19 Dec
2026: 9 Jan
2025: 10 Jan, 24 Jan, 7 Feb, 28 Feb, 14 Mar, 28 Mar, 11 Apr, 18 Apr, 2 May, 16 May, 27 Jun, 1 Aug, 5 Sep, 26 Sep, 31 Oct, 21 Nov, 5 Dec, 19 Dec
2026: 9 Jan
Cuba small group vacation
Cuba travel, legal, and local!
From US $2,500 to US $2,600 9 days ex flights
Small group travel:
2024: 9 Nov, 26 Dec
2025: 15 Mar
2025: 15 Mar
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Women only tours to Cuba
Meet female entrepreneurs, artists, and change-makers in Cuba
From US $740 8 days ex flights
Small group travel:
2024: 7 Nov, 19 Dec
2025: 9 Jan, 13 Feb, 13 Mar, 3 Apr, 1 May, 12 Jun, 17 Jul, 14 Aug, 11 Sep, 16 Oct, 13 Nov, 18 Dec
2025: 9 Jan, 13 Feb, 13 Mar, 3 Apr, 1 May, 12 Jun, 17 Jul, 14 Aug, 11 Sep, 16 Oct, 13 Nov, 18 Dec
Havana long weekend in Cuba holiday
Fun weekend exploring beautiful, vibrant Havana!
From US $1,200 4 days ex flights
Small group travel:
2024: 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, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
2025: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
LGBT Cuba tour
Take the pulse of Cuba through its progressive LGBTI scene
From £1,249 to £1,349 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Essential Cuba tour
9 day Comfort Tour using Cuba's best private guesthouses
From US $1,390 9 days ex flights
Small group travel:
2024: 28 Nov, 12 Dec, 26 Dec
2025: 23 Jan, 6 Feb, 20 Feb, 20 Mar, 17 Apr, 15 May, 5 Jun, 30 Oct, 27 Nov, 18 Dec
2025: 23 Jan, 6 Feb, 20 Feb, 20 Mar, 17 Apr, 15 May, 5 Jun, 30 Oct, 27 Nov, 18 Dec
Cuba Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $2,100 11 days ex flights
Small group travel:
2024: 22 Dec, 23 Dec
2025: 22 Dec, 23 Dec
2025: 22 Dec, 23 Dec
Cuba music holidays
Music holiday of a lifetime in Santiago de Cuba
From £1,275 7 days ex flights
Small group travel:
2025: 25 Jan, 15 Mar
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
Cuba women only holiday
Women’s retreat into experience Cuba's music, art and landscapes
From US $3,995 8 days ex flights
Small group travel:
2024: 16 Nov
Cuba 5 day holiday, footsteps of Hemingway
Havana and Viñales: classic cars, rum and cigars
From US $1,845 to US $2,245 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba cycling and culture tour
Explore quintessential Cuba by bike
From US $4,190 to US $4,390 8 days ex flights
Small group travel:
This trip departs with a minimum of 4 people every Saturday, please enquire to discuss dates.
Cuba kayaking holiday
Rare chance to kayak Western Cuba's waterways
From US $3,390 to US $3,590 8 days ex flights
Small group travel:
2024: 3 Nov, 17 Nov
2025: 19 Jan
2025: 19 Jan
Cuba multi activity holiday
Explore Cuba by kayak, bike and on foot
From US $3,690 8 days ex flights
Small group travel:
The group tour departs every Sunday, please enquire to discuss your dates
Cuba small group tour with homestays
Authentic Cuba in 10 intensive days
From €1,782 10 days ex flights
Small group travel:
2024: 19 Nov, 22 Dec
2025: 20 Mar, 20 Apr
2025: 20 Mar, 20 Apr
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:
2024: 10 Nov, 17 Nov, 1 Dec, 15 Dec, 29 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 9 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 9 Nov, 16 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 9 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 9 Nov, 16 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec
Cuba short break, Havana and Vinales
From the vibrant city to the lush countryside
From US $1,405 5 days ex flights
Small group travel:
2024: 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, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
2025: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
Short cycle tour in Cuba
Explore Havana and rural Cuba by bike
Minimum of 2 people
From £782 to £879 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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