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.
58 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 holiday, small group
The best of old-world Cuba
From £1,640£1,279 to £1,980 15 days ex flights
Small group travel:
Departs selected Saturdays every month throughout the year
Up to £420 off selected dates.
Late availability on these dates: 22 Sep, 20 Oct, 10 Nov, 17 Nov, 24 Nov, 08 Dec, 22 Dec
Late availability on these dates: 22 Sep, 20 Oct, 10 Nov, 17 Nov, 24 Nov, 08 Dec, 22 Dec
Jamaica highlights tour
Jamaica highlights tour in 12 days
From £2,379£2,150 to £2,500 10 days ex flights
Small group travel:
2024: 2 Oct, 30 Oct, 13 Nov, 27 Nov
2025: 22 Jan, 5 Feb, 19 Feb, 5 Mar, 19 Mar, 9 Apr, 1 Oct, 29 Oct, 12 Nov, 26 Nov
2025: 22 Jan, 5 Feb, 19 Feb, 5 Mar, 19 Mar, 9 Apr, 1 Oct, 29 Oct, 12 Nov, 26 Nov
Up to £300 off selected dates.
Late availability on these dates: 02 Oct, 30 Oct, 13 Nov, 27 Nov
Late availability on these dates: 02 Oct, 30 Oct, 13 Nov, 27 Nov
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:
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 ...
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 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 ...
Dominica holiday
Indulge on this adventure holiday in the Caribbean
From US $3,595 8 days ex flights
Small group travel:
2025: 5 Apr
Dominican Republic adventure tour
Explore this wild, rocky, rough, rugged, but beautiful area
From £1,955 to £2,295 8 days ex flights
Small group travel:
2024: 6 Oct
2025: 5 Mar, 5 Apr, 5 May, 5 Jun, 5 Jul, 5 Aug, 5 Sep, 5 Oct
2025: 5 Mar, 5 Apr, 5 May, 5 Jun, 5 Jul, 5 Aug, 5 Sep, 5 Oct
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
Cycling holiday in Cuba, 7 days
Explore Cuba on two wheels in one week
From £1,030£1,002 to £1,255 7 days ex flights
Small group travel:
2024: 7 Oct, 21 Oct, 4 Nov, 18 Nov, 9 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
Up to £120 off selected dates.
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
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
Eastern Cuba cycling holiday
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From £1,215£1,178 to £1,440 8 days ex flights
Small group travel:
2024: 13 Oct, 27 Oct, 24 Nov, 15 Dec, 29 Dec
2025: 12 Jan, 2 Feb, 23 Feb, 16 Mar, 13 Apr, 13 Jul, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
2026: 11 Jan, 1 Feb, 22 Feb, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 13 Dec, 27 Dec
2025: 12 Jan, 2 Feb, 23 Feb, 16 Mar, 13 Apr, 13 Jul, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
2026: 11 Jan, 1 Feb, 22 Feb, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 13 Dec, 27 Dec
Up to £70 off selected dates.
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
Small group backroads and beaches tours to Cuba
Explore off the beaten track locations
From £999£799 to £1,299 8 days ex flights
Small group travel:
2024: 12 Oct, 19 Oct, 2 Nov, 23 Nov, 21 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
Up to £200 off selected dates.
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
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 small group tour
Relaxing holiday of Cuban of history, culture & nature
From £1,220£854 to £1,450 8 days ex flights
Small group travel:
2024: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 2 Nov, 9 Nov, 13 Nov, 23 Nov, 27 Nov, 7 Dec, 11 Dec, 21 Dec, 23 Dec, 28 Dec
2025: 4 Jan, 8 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 12 Feb, 15 Feb, 22 Feb, 26 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 16 Apr, 19 Apr, 26 Apr, 30 Apr, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 6 Sep, 13 Sep, 27 Sep, 4 Oct ...
2025: 4 Jan, 8 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 12 Feb, 15 Feb, 22 Feb, 26 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 16 Apr, 19 Apr, 26 Apr, 30 Apr, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 6 Sep, 13 Sep, 27 Sep, 4 Oct ...
Up to £360 off selected dates.
Late availability on these dates: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 02 Nov, 09 Nov, 13 Nov, 23 Nov, 27 Nov, 07 Dec, 11 Dec, 21 Dec, 23 Dec
Late availability on these dates: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 02 Nov, 09 Nov, 13 Nov, 23 Nov, 27 Nov, 07 Dec, 11 Dec, 21 Dec, 23 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 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
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
Holidays to Cuba
A comprehensive and intriguing tour
From £1,799£1,449 to £2,099 15 days ex flights
Small group travel:
2024: 19 Oct, 26 Oct, 9 Nov, 16 Nov, 21 Dec
2025: 11 Jan, 1 Feb, 15 Feb, 22 Feb, 8 Mar, 22 Mar, 29 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 28 Jun, 19 Jul, 2 Aug, 16 Aug, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 8 Nov, 15 Nov, 20 Dec
2025: 11 Jan, 1 Feb, 15 Feb, 22 Feb, 8 Mar, 22 Mar, 29 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 28 Jun, 19 Jul, 2 Aug, 16 Aug, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 8 Nov, 15 Nov, 20 Dec
Up to £350 off selected dates.
Late availability on these dates: 19 Oct, 26 Oct, 09 Nov, 16 Nov, 21 Dec
Late availability on these dates: 19 Oct, 26 Oct, 09 Nov, 16 Nov, 21 Dec
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
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 ...
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
Family adventure holiday to Cuba
A captivating Caribbean holiday with the family
From £1,639 to £1,855 15 days ex flights
Small group travel:
2024: 21 Dec
2025: 5 Apr, 19 Jul, 26 Jul, 2 Aug, 20 Dec
2025: 5 Apr, 19 Jul, 26 Jul, 2 Aug, 20 Dec
Late availability on these dates: 21 Dec
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
A superb introduction to the fascinating island of Cuba
From £1,379£1,179 to £1,499 10 days ex flights
Small group travel:
2024: 12 Oct, 19 Oct, 2 Nov, 23 Nov, 21 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
Up to £200 off selected dates.
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
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
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