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.
31 Caribbean vacations found
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
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
Small group tours to Cuba
Explore off the beaten track locations
From US $1,210US $1,020 to US $1,520 8 days ex flights
Small group travel:
2024: 10 Feb, 17 Feb, 9 Mar, 23 Mar, 27 Apr, 11 May, 25 May, 12 Oct, 19 Oct, 2 Nov, 9 Nov, 23 Nov, 21 Dec
Up to US $200 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar, 23 Mar, 27 Apr, 11 May
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar, 23 Mar, 27 Apr, 11 May
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $1,970 20 days ex flights
Small group travel:
2024: 15 Mar, 19 Apr, 17 May, 14 Jun, 12 Jul, 23 Aug, 6 Sep, 4 Oct, 1 Nov, 15 Nov, 13 Dec, 27 Dec
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
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Calling from outside the USA
rosy@responsibletravel.com
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
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.
Cuba adventure tours
Authentic Cuba using guesthouses and local guides
From US $705 to US $740 8 days ex flights
Small group travel:
Departs every Thursday throughout the year
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
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
Cuba multi activity vacation
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
Grenada sailing regatta vacation
7 days of fun Caribbean racing!
From US $2,338 7 days ex flights
Small group travel
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
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: 15 Feb, 14 Mar, 11 Apr, 2 May, 6 Jun, 4 Jul, 8 Aug, 5 Sep, 10 Oct, 7 Nov, 19 Dec
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
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 vacation, Havana and Vinales
From the vibrant city to the lush countryside
From US $1,540 5 days ex flights
Small group travel:
2024: 8 Feb, 15 Feb, 22 Feb, 29 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 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
2025: 2 Jan
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
Cuba cycling tour
Cycle from Havana to Varadero through the Yumuri Valley.
From US $3,010US $2,860 to US $3,565 14 days ex flights
Small group travel:
2024: 12 Feb, 25 Mar, 8 Apr, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
Up to US $150 off selected dates.
Late availability on these dates: 12 Feb, 25 Mar, 08 Apr
Late availability on these dates: 12 Feb, 25 Mar, 08 Apr
Dominica vacation
Indulge on this adventure holiday in the Caribbean
From US $2,995 8 days ex flights
Small group travel:
2024: 20 Apr
Exuma Cays kayaking vacation in The Bahamas
Explore Uninhabited Cays in the Islands of The Bahamas.
From US $2,395 6 days ex flights
Small group travel
Cuba on a Shoestring small group vacation
Discover Cuba, from historic Havana to Trinidad
From US $1,195US $1,135 to US $1,350 8 days ex flights
Small group travel:
2024: 2 Mar, 25 May, 8 Jun, 6 Jul, 17 Aug, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 30 Nov, 7 Dec, 21 Dec, 28 Dec
Up to US $200 off selected dates.
Late availability on these dates: 02 Mar
Late availability on these dates: 02 Mar
18-29 tour in Cuba
Go back in time on the streets of Cuba during this trip
From US $745US $589 to US $815 8 days ex flights
Small group travel:
2024: 20 Feb, 16 Apr, 14 May, 9 Jul, 22 Oct, 19 Nov, 3 Dec, 24 Dec
Up to US $190 off selected dates.
Late availability on these dates: 20 Feb, 16 Apr, 14 May
Late availability on these dates: 20 Feb, 16 Apr, 14 May
Active Cuba vacation
Explore Cuba's natural wonders on an outdoor adventure
From US $1,700 10 days ex flights
Small group travel:
2024: 5 Mar, 26 Mar, 23 Apr, 14 May, 5 Nov, 26 Nov, 17 Dec
2025: 7 Jan, 18 Feb, 11 Mar, 25 Mar, 15 Apr, 20 May, 14 Oct, 4 Nov, 25 Nov, 18 Dec
2025: 7 Jan, 18 Feb, 11 Mar, 25 Mar, 15 Apr, 20 May, 14 Oct, 4 Nov, 25 Nov, 18 Dec
Cuba multi activity vacation
Multi-activity holiday in Cuba: Cycling, trekking, kayaking!
From £1,399 8 days ex flights
Small group travel:
2024: 16 Feb, 15 Mar, 19 Apr, 4 Oct, 8 Nov, 6 Dec
Bahamas liveaboard diving holiday in the Caribbean
Diving holidays in stunning Bahamian waters
From US $1,597 7 days ex flights
Small group travel
Caribbean Lionfish hunting in Carriacou, Grenada
Help nature in her fight against invasive lionfish
From US $875 to US $1,750 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Divemaster and instructor courses in the Caribbean
Eco-Divemaster course in Carriacou, Grenada.
From US $8,010 to US $8,040 8 weeks ex flights
Small group travel:
2024: 6 May, 3 Jun, 1 Jul, 29 Jul
Caribbean coral reef conservation in Carriacou
Marine Conservation in the heart of the Caribbean!
From US $1,750 to US $2,270 14 days ex flights
Tailor made:
This project is available to start between May and September
Eastern Cuba kayaking tour
Kayak and hike in the wake of Christopher Columbus
From US $3,190 8 days ex flights
Small group travel:
This trip departs on Sundays, please enquire to discuss your dates.
Cuba small group holiday, 9 days
Experience the best of Cuba's beaches, cigars and '50s cars,
From US $2,242US $1,915 to US $2,250 8 days ex flights
Small group travel:
2024: 9 Mar, 6 Apr, 13 Jul, 5 Oct
Up to US $320 off selected dates.
Late availability on these dates: 09 Mar, 06 Apr
Late availability on these dates: 09 Mar, 06 Apr
Small group tour to Western Cuba
Tour the 'Garden Province' of Cuba
From US $575 6 days ex flights
Small group travel:
2024: 8 Mar, 22 Mar, 29 Mar, 19 Apr, 3 May, 31 May, 28 Jun, 26 Jul, 9 Aug, 6 Sep, 20 Sep, 18 Oct, 15 Nov, 29 Nov, 13 Dec, 27 Dec
2025: 10 Jan
2025: 10 Jan
