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.
45 Caribbean vacations found
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
Cuba cultural vacation
Immerse yourself in Cuban culture on this 8 day adventure
From €690 to €1,115 8 days ex flights
Small group travel:
2024: 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 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
Cuba tours
Tailormade holidays in the pearl of the Carribean
From €995 15 days ex flights
Tailor made:
Our Cuba tours can be tailor-made and departures can be arranged all year. The sample itinerary shown can be modified to your personal wishes including departure date, duration, accommodation used & how long you spend in each destination
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
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
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
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 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 cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,750 9 days ex flights
Small group travel:
2024: 11 Feb, 23 Mar, 7 Apr, 21 Apr, 5 May, 19 May, 2 Jun, 14 Jul, 18 Aug, 22 Sep, 13 Oct, 10 Nov, 24 Nov, 8 Dec, 15 Dec, 29 Dec
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
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
One week tour of Cuba
Discover the history, culture and natural beauty of Cuba.
From US $1,200 to US $1,900 7 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
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
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
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: 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 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
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 vacation, 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
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
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
Cuba small group tour with homestays
Authentic Cuba in 10 intensive days
From €1,782 10 days ex flights
Small group travel:
2024: 25 Mar, 10 Jun, 15 Jul, 18 Nov
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
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
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
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
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
