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.
103 Caribbean holidays found
Watch and swim with humpback whales in the Caribbean
Discover Silver Banks- a sanctuary for marine mammals
From £3,460 8 days ex flights
Small group travel:
2025: 22 Mar
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
Exciting Cuba family holiday, for all ages
Explore the vibrant culture of Cuba as a family
From £1,450 to £2,000 15 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
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
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
Cuba highlights and beach holiday
Balance Cuba’s culture & natural beauty with sunny paradise.
From £1,385 15 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way
Walking holiday in Cuba
Cuba off the beaten track: Private guided walking holiday
From £2,725 to £3,125 14 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
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
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 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
Havana and Eastern Cuba luxury tour
12 day journey through vibrant Havana & Eastern Cuba
From £6,599 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Western Cuba 8 day private tour
Cuba's culture, nature and adventure!
From £3,968 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Western Cuba tailor made holiday, 12 days
Cultural experience with Cuban people and their heritage
From US $1,983 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
9 day tour of Western Cuba
Delve into the African-Cuban heritage of Western Cuba
From £5,670 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Havana dance holiday in Cuba
Immersive salsa course in Cuba's capital city!
From £975 to £1,230 8 days ex flights
Small group travel:
2024: 17 Nov
2025: 2 Feb, 2 Mar, 30 Mar
2025: 2 Feb, 2 Mar, 30 Mar
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 photography tour
World class photo tour through classic Cuba
From US $3,190 8 days ex flights
Small group travel:
This trip runs on any Sunday with a minimum of 4 people booked on. Please enquire to discuss available dates.
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.
National Parks of Cuba walking holiday
Explore a Cuba few visitors get to see
From US $3,390 8 days ex flights
Small group travel:
This group tour can depart on any Sunday, please enquire to discuss your 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
St Lucia sailing holiday
Unforgettable sailing journey from St. Lucia to Martinique
From £899 5 days ex flights
Small group travel
St Lucia to Antigua sailing holiday
A relaxed sailing adventure in the Caribbean
Antigua
From £2,699 12 days ex flights
Small group travel
Grenada sailing regatta holiday
Unforgettable sailing experience in the enchanting Caribbean
From £1,899 7 days ex flights
Small group travel
Grenada to Antigua sailing holiday
Sailing practise while visiting stunning Grenadine islands
From £1,499 7 days ex flights
Small group travel
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