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.
106 Caribbean vacations found
St Lucia resort accommodation
One of a kind, environmentally conscious Caribbean resort
From US $430 to US $1,595 per accommodation per night
Accommodation
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
Havana long weekend in Cuba vacation
Fun weekend exploring beautiful, vibrant Havana!
From US $1,200 4 days ex flights
Small group travel:
2024: 15 Feb, 22 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, 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
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
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 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
Bermuda walking vacation
Explore the quintessential island paradise of Bermuda
From £2,499 to £3,789 8 days inc UK flights
Tailor made:
This departs on select Sundays from Oct to May, please enquire for availability.
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
Cycle tour in Cuba
Explore Havana and rural Cuba by bike
From £782 to £879 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba self guided cycling vacation
Independent self-guided cycling through rural Cuba
From £849 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba road cycling tour
Cycle the highlights of the Vuelta de Cuba
From £2,199 15 days ex flights
Small group travel:
2024: 9 Feb, 15 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
Modern Cuba culture vacation, Hip Havana
Dive into the New Cuba: music, art and social enterprise
From £999 7 days ex flights
Small group travel:
2024: 8 Mar, 12 Apr, 17 May, 12 Jul, 10 Oct, 15 Nov
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
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
Eastern Cuba biking vacation
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From US $1,665US $1,582 to US $1,885 8 days ex flights
Small group travel:
2024: 18 Feb, 31 Mar, 14 Apr, 16 Jun, 7 Jul, 13 Oct, 10 Nov, 24 Nov, 15 Dec, 29 Dec
Up to US $80 off selected dates.
Late availability on these dates: 18 Feb, 31 Mar, 14 Apr
Late availability on these dates: 18 Feb, 31 Mar, 14 Apr
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:
2024: 23 Mar
2025: 22 Mar
2025: 22 Mar
23rd - 30th March 2024
Puerto Plata - Puerto Plata
Last few Cabins remaining
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
Classic Cuba biking vacation
Cycle Cuba - Beaches, Mountains and Revolution!
From £2,199 15 days ex flights
Small group travel:
2024: 16 Feb, 15 Mar, 19 Apr, 17 May, 18 Oct, 1 Nov, 15 Nov, 6 Dec, 13 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
Tailor made Cuba tours
Discover Cuba with a custom-made trip just for you.
From US $995 to US $2,250 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba eastern highlights tour
Already been to Havana? Explore Santiago and eastern Cuba.
From US $2,595 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Short Cuba trip, a long weekend in Havana
Limited time? Enjoy a 4 day trip in Havana
From US $995 to US $1,195 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Bahamas liveaboard diving holiday in the Caribbean
Diving holidays in stunning Bahamian waters
From US $1,597 7 days ex flights
Small group travel
Short Cuba tour, Havana and Viñales
In 5 days, discover Cuban history, culture & nature
From US $1,200 to US $1,375 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba vacation, Havana to Santiago de Cuba
An immersive, 10-14 day cross island trip of Cuba
From US $3,595 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
