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.
50 Caribbean vacations found
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:
2023: 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 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 ...
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 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 ...
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
Walking and sightseeing holiday in Dominica
An easy holiday on the rugged Caribbean island of Dominica
From US $1,600 to US $1,750 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Luxury resort in Saint Lucia, Jade Mountain
A cornucopia of organic architecture celebrating nature.
From US $1,050 to US $3,050 per accommodation per night
Accommodation
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Self drive Cuba family vacation
Family holiday Cuba for parents & children
From €1,450 15 days ex flights
Tailor made:
This trip can be arranged at a time to suit you, and adapted to your requirements
Small group tours to Cuba
Explore off the beaten track locations
From US $1,340US $1,210 to US $1,480 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 $130 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb
Late availability on these dates: 10 Feb, 17 Feb
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,650 9 days ex flights
Small group travel:
2023: 26 Nov, 3 Dec, 10 Dec
2024: 7 Jan, 14 Jan, 28 Jan, 11 Feb, 25 Feb, 10 Mar, 24 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
2024: 7 Jan, 14 Jan, 28 Jan, 11 Feb, 25 Feb, 10 Mar, 24 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: 19 Jan, 9 Feb, 23 Feb, 8 Mar, 15 Mar, 5 Apr, 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
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.
Bird watching vacation in Tobago
Spectacular bird watching in the Caribbean
From £1,299 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Firefly studio - perfect for solo travellers, gorgeous views and interior, compact and affordable:
Pre-Christmas break: Friday 8th - 15th December 2023.
New Year break: Tues 26th Dec - Tues 2nd Jan 2024
Tobago wellness vacation
Unwind with yoga and massage in Tobago
From £1,279 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Firefly studio - perfect for solo travellers, gorgeous views and interior, compact and affordable:
Pre-Christmas break: Friday 8th - 15th December 2023.
New Year break: Tues 26th Dec - Tues 2nd Jan 2024
Cuba small group cycling vacation
Cycle adventure to Cuba's highlights and hidden gems
From US $1,495 9 days ex flights
Small group travel:
2023: 19 Nov, 17 Dec
2024: 17 Mar, 14 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 17 Nov, 15 Dec
2024: 17 Mar, 14 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 17 Nov, 15 Dec
Skyline Trail cycling tour in Western Cuba
Cycle the spectacular Skyline Trail through Western Cuba
From £1,299 8 days ex flights
Small group travel:
2023: 3 Dec, 22 Dec
2024: 21 Jan, 11 Feb, 3 Mar, 7 Apr, 5 May, 14 Jul, 20 Oct, 10 Nov, 24 Nov, 8 Dec, 22 Dec
2024: 21 Jan, 11 Feb, 3 Mar, 7 Apr, 5 May, 14 Jul, 20 Oct, 10 Nov, 24 Nov, 8 Dec, 22 Dec
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
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
Biking vacation in Cuba, 7 days
Explore Cuba on two wheels in one week
From US $1,430 to US $1,605 7 days ex flights
Small group travel:
2023: 11 Dec, 18 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
Late availability on these dates: 11 Dec, 18 Dec, 08 Jan, 12 Feb
St Lucia sailing holiday
Unforgettable sailing journey from St. Lucia to Martinique
From US $1,107 5 days ex flights
Small group travel:
2023: 16 Dec
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:
2023: 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 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
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 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
Havana dance vacation in Cuba
Immersive salsa course in Cuba's capital city!
From £925 8 days ex flights
Small group travel:
2024: 25 Feb, 17 Nov
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
Grenada to Antigua sailing vacation
Caribbean Short Cruise: Grenada to Antigua
From US $1,878 7 days ex flights
Small group travel:
2024: 5 Feb
Tobago yoga retreat
Vinyasa-style yoga retreat in the Caribbean
From £1,299 to £2,000 8 days ex flights
Small group travel
Cuba small group tour with homestays
Authentic Cuba in 10 intensive days
From €1,782 10 days ex flights
Small group travel:
2023: 10 Dec
2024: 17 Jan, 25 Mar, 10 Jun, 15 Jul, 18 Nov
2024: 17 Jan, 25 Mar, 10 Jun, 15 Jul, 18 Nov
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,680 9 days ex flights
Small group travel:
2023: 13 Dec
2024: 10 Jan, 7 Feb, 6 Mar, 3 Apr, 24 Apr, 23 Oct, 13 Nov, 11 Dec
2025: 8 Jan
2024: 10 Jan, 7 Feb, 6 Mar, 3 Apr, 24 Apr, 23 Oct, 13 Nov, 11 Dec
2025: 8 Jan
St Lucia resort accommodation, Anse Chastanet
One of a kind, environmentally conscious Caribbean resort
From US $430 to US $1,595 per accommodation per night
Accommodation
Havana long weekend in Cuba vacation
Fun weekend exploring beautiful, vibrant Havana!
From US $1,085 to US $1,150 4 days ex flights
Small group travel:
2023: 7 Dec, 28 Dec
2024: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 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
2024: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 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
Cuba vacation, Havana and Vinales
From the vibrant city to the lush countryside
From US $1,400 5 days ex flights
Small group travel:
2023: 7 Dec, 21 Dec, 28 Dec
2024: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 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 ...
2024: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 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 ...
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
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
