Caribbean vacations
If you’re looking for white-sand beaches, fringed with palms and ringed by coral cays then, yes, Caribbean vacations 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.
46 Caribbean vacations found
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £1,875 to £1,975 15 days ex flights
Small group travel:
2024: 10 Mar, 28 Apr, 30 Jun, 24 Nov, 15 Dec
Jamaica highlights tour
Jamaica highlights tour in 12 days
From US $3,200US $2,930 to US $3,360 10 days ex flights
Small group travel:
2024: 14 Feb, 20 Mar, 24 Apr, 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 US $270 off selected dates.
Late availability on these dates: 14 Feb, 20 Mar, 24 Apr
Late availability on these dates: 14 Feb, 20 Mar, 24 Apr
Dominican Republic adventure tour
Explore this wild, rocky, rough, rugged, but beautiful area
From £1,855 8 days ex flights
Small group travel:
2024: 10 Mar, 5 May, 9 Jun, 7 Jul, 4 Aug, 8 Sep, 6 Oct
Dominica nature and culture vacation
Discover Dominica's Caribbean-island secrets and treasures
From US $2,415 to US $2,615 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Contact Us
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vacations to Cuba
A comprehensive and intriguing tour
From US $2,290 to US $2,580 15 days ex flights
Small group travel:
2024: 17 Feb, 9 Mar, 30 Mar, 20 Apr, 11 May, 25 May, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 21 Dec
Late availability on these dates: 17 Feb, 09 Mar, 30 Mar, 20 Apr, 11 May
Cuba cycling tour
The main sights & stunning scenery
From US $4,342US $3,910 to US $4,350 15 days ex flights
Small group travel:
2024: 24 Feb, 12 Oct
Up to US $430 off selected dates.
Late availability on these dates: 24 Feb
Late availability on these dates: 24 Feb
Cuba tour, The Revolutionary Trail
Follow in the footsteps of the revolutionaries
From £2,450 to £2,850 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba tailor made vacation, 8 days
Fantastic immersive 8 day trip, highlights and hidden gems
From US $2,250 to US $2,350 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba cultural vacations, 15 days
Fun and legal way to experience Cuba's diversity
From US $2,525 15 days ex flights
Small group travel:
2024: 8 Apr, 29 Apr, 20 May, 10 Jun, 1 Jul, 12 Aug, 9 Sep, 2 Oct, 18 Nov, 9 Dec, 23 Dec
Luxury resort in Saint Lucia
A cornucopia of organic architecture celebrating nature
From US $1,050 to US $3,050 per accommodation per night
Accommodation
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: 25 Mar, 20 Nov
Cuba small group vacation
Cuba travel, legal, and local!
From US $2,500 9 days ex flights
Small group travel:
2024: 9 Nov, 26 Dec
Walking vacation 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
Cuba 5 day vacation, 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
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
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.
National Parks of Cuba walking vacation
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 vacation
Rare chance to kayak Western Cuba's waterways
From US $3,390 8 days ex flights
Small group travel:
This group tour departs on Sundays, please enquire to discuss your dates
St Lucia to Antigua sailing holiday
A relaxed sailing adventure in the Caribbean
Antigua
From £3,077 to £3,323 12 days ex flights
Small group travel:
2024: 26 Feb, 11 Mar, 1 Apr
Save $1000. Now only $2404 for Feb & Mar sailing
RORC Caribbean 600 sailing vacation
Classic Offshore Caribbean Race
From US $3,077 9 days ex flights
Small group travel:
2024: 16 Feb
Grenada sailing regatta vacation
7 days of fun Caribbean racing!
From US $2,338 7 days ex flights
Small group travel
St Maarten Regatta sailing vacation
St Maarten Regatta: Exhilarating & Fun!
From US $2,504 6 days ex flights
Small group travel:
2024: 27 Feb
Antigua to Dominican Republic sailing vacation
Enhance your sailing in azure blue Caribbean Sea
From US $3,381 12 days ex flights
Small group travel:
2024: 15 Apr
St Lucia & the Grenadines sailing holiday
The Windward Islands: St Lucia & the Grenadines
From US $3,323 12 days ex flights
Small group travel:
2024: 12 Feb
Save $1000. Now only $2404
Tobago yoga retreat
Vinyasa-style yoga retreat in the Caribbean
From £1,299 to £2,000 8 days ex flights
Small group travel
Dominican Republic authentic tour
Explore the authentic Dominican Republic
From £1,755 8 days ex flights
Small group travel:
2024: 10 Feb, 16 Mar, 13 Apr, 15 Jun, 13 Jul, 17 Aug
Dominican Republic wildlife tour
Specialist rare mammal tour - solenodons, hutias & bats
From £1,995 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Dominica adventure vacation
Action and adventure in the Caribbean's nature island
From US $2,735 to US $2,959 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cycling vacation in Cuba
Explore the highlights of Cuba on two wheels
From US $2,620US $2,530 to US $2,850 15 days ex flights
Small group travel:
2024: 29 Mar, 25 Oct, 8 Nov
2025: 11 Jan, 1 Feb, 15 Feb, 29 Mar, 25 Oct, 8 Nov
2025: 11 Jan, 1 Feb, 15 Feb, 29 Mar, 25 Oct, 8 Nov
Up to US $160 off selected dates.
Late availability on these dates: 29 Mar
Late availability on these dates: 29 Mar
Cuba cycling tour, 10 days
Enjoy the culture, nature and history of Cuba by bike!
From US $2,995 10 days ex flights
Small group travel:
2024: 9 Nov, 23 Nov, 7 Dec
Highlights of Cuba cycling vacation
Explore Cuba on bicycle from Havana to Trinidad
From US $2,190 to US $2,290 10 days ex flights
Small group travel:
2024: 5 Apr, 25 Oct, 1 Nov, 8 Nov, 20 Dec
Late availability on these dates: 05 Apr
