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.
78 Caribbean vacations found
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £2,345 15 days ex flights
Small group travel:
2027: 17 Jan
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:
2026: 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
Tobago beach accommodation
17 beautiful accommodations in unique eco resort
From £154 to £463 per accommodation per night
Accommodation
Barbados relaxing beach honeymoon
Sun, sea and stylish comfort on Caribbean shores
From £4,358 8 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
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Calling from outside the USA
rosy@responsibletravel.com
St Lucia luxury vacation
Relax at luxurious Cap Maison & Jade Mountain
From £7,560 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Dominican Republic adventure tour
Explore this wild, rocky, rough, rugged, but beautiful area
From £2,445 to £3,295 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
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
Biking vacation in Cuba, 7 days
Explore Cuba on two wheels in one week
From US $1,460 to US $1,550 7 days ex flights
Small group travel:
2027: 4 Jan, 4 Oct, 1 Nov, 22 Nov, 20 Dec
2028: 3 Jan, 24 Jan, 7 Feb, 21 Feb, 13 Mar, 3 Apr, 3 Jul, 2 Oct, 30 Oct, 20 Nov, 18 Dec
2028: 3 Jan, 24 Jan, 7 Feb, 21 Feb, 13 Mar, 3 Apr, 3 Jul, 2 Oct, 30 Oct, 20 Nov, 18 Dec
Trinidad & Tobago nature vacation
The best of Trinidad & Tobago's widlife and natural scenery
From £4,485 15 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
Cuba tour, The Revolutionary Trail
Follow in the footsteps of the revolutionaries
From £2,550 to £2,750 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Caribbean small ship sailing cruise
Set sail on a luxurious journey through Caribbean Islands
From £4,239 to £4,829 8 days ex flights
Small group travel:
2026: 6 Dec
2027: 11 Jan, 25 Jan, 27 Nov
2027: 11 Jan, 25 Jan, 27 Nov
Jamaica small group highlights tour
Jamaica highlights tour in 12 days
From US $3,370US $3,090 to US $3,430 10 days ex flights
Small group travel:
2026: 26 Nov
2027: 14 Jan, 4 Feb, 18 Mar, 8 Apr, 28 Oct, 11 Nov, 25 Nov
2027: 14 Jan, 4 Feb, 18 Mar, 8 Apr, 28 Oct, 11 Nov, 25 Nov
Up to US $280 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
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 cultural tour, 9 days
Fun and legal tour for American travelers
From US $2,375 9 days ex flights
Small group travel:
2026: 18 Oct, 1 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2027: 3 Jan, 17 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 9 May, 23 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 26 Sep, 3 Oct, 24 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2028: 2 Jan
2027: 3 Jan, 17 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 9 May, 23 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 26 Sep, 3 Oct, 24 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2028: 2 Jan
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $2,265 20 days ex flights
Small group travel:
2026: 23 Oct, 6 Nov, 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan, 15 Jan, 2 Feb, 5 Feb, 19 Feb, 5 Mar, 19 Mar, 20 Mar, 9 Apr, 23 Apr, 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 8 Oct, 22 Oct, 12 Nov, 26 Nov, 10 Dec, 24 Dec
2027: 1 Jan, 15 Jan, 2 Feb, 5 Feb, 19 Feb, 5 Mar, 19 Mar, 20 Mar, 9 Apr, 23 Apr, 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 8 Oct, 22 Oct, 12 Nov, 26 Nov, 10 Dec, 24 Dec
Cuba cultural tours
Experience authentic Cuba using local guides and guesthouses
From US $1,625 15 days ex flights
Small group travel:
Departs every Friday throughout the year
Havana dance vacation in Cuba
Immersive salsa course in Cuba's capital city!
From £1,325 8 days ex flights
Small group travel:
2026: 1 Nov, 22 Nov
Tobago wellness vacation
Unwind with yoga and massage in Tobago
From £1,325 8 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
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,860 9 days ex flights
Small group travel:
2026: 4 Nov, 2 Dec
2027: 27 Jan, 10 Feb, 10 Mar, 7 Apr, 13 Oct, 10 Nov, 15 Dec
2027: 27 Jan, 10 Feb, 10 Mar, 7 Apr, 13 Oct, 10 Nov, 15 Dec
Cycling vacation in Cuba
Explore the highlights of Cuba on two wheels
From US $2,670 to US $2,760 15 days ex flights
Small group travel:
2026: 24 Oct, 14 Nov
2027: 30 Jan, 6 Mar, 23 Oct, 6 Nov
2027: 30 Jan, 6 Mar, 23 Oct, 6 Nov
Late availability on these dates: 24 Oct, 14 Nov
Bermuda walking vacation
Explore the quintessential island paradise of Bermuda
From £1,459 to £2,959 8 days ex flights
Tailor made:
This departs on select Sundays from Oct to May, please enquire for availability.
Cuba bikepacking cycle tour
Independent self-guided cycling through rural Cuba
From £1,205 12 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 £1,428 7 days ex flights
Small group travel:
2026: 16 Oct, 13 Nov
Eastern Cuba biking vacation
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From US $1,700 to US $1,800 8 days ex flights
Small group travel:
2027: 10 Jan, 10 Oct, 7 Nov, 28 Nov, 26 Dec
2028: 9 Jan, 30 Jan, 13 Feb, 27 Feb, 19 Mar, 9 Apr, 9 Jul, 8 Oct, 5 Nov, 26 Nov, 24 Dec
2028: 9 Jan, 30 Jan, 13 Feb, 27 Feb, 19 Mar, 9 Apr, 9 Jul, 8 Oct, 5 Nov, 26 Nov, 24 Dec
Watch and swim with humpback whales in the Caribbean
Discover Silver Banks- a sanctuary for marine mammals
From £3,440 to £3,630 8 days ex flights
Small group travel:
2027: 27 Feb
2028: 4 Mar
2029: 3 Mar
2028: 4 Mar
2029: 3 Mar
Active Cuba vacation
Explore Cuba's natural wonders on an outdoor adventure
From US $1,790 10 days ex flights
Small group travel:
2026: 20 Oct, 3 Nov, 17 Nov, 1 Dec, 15 Dec
2027: 12 Jan, 2 Feb, 9 Feb, 9 Mar, 13 Apr, 11 May, 12 Oct, 2 Nov, 16 Nov, 7 Dec, 14 Dec
2027: 12 Jan, 2 Feb, 9 Feb, 9 Mar, 13 Apr, 11 May, 12 Oct, 2 Nov, 16 Nov, 7 Dec, 14 Dec
Cuba cultural vacations, 15 days
Fun and legal way to experience Cuba's diversity
From US $3,380 15 days ex flights
Small group travel:
2026: 16 Nov, 14 Dec
2027: 11 Jan, 8 Feb, 8 Mar, 12 Apr, 10 May, 14 Jun, 19 Jul, 16 Aug, 13 Sep, 11 Oct, 8 Nov, 13 Dec
2028: 17 Jan
2027: 11 Jan, 8 Feb, 8 Mar, 12 Apr, 10 May, 14 Jun, 19 Jul, 16 Aug, 13 Sep, 11 Oct, 8 Nov, 13 Dec
2028: 17 Jan
Cuba Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $2,975 11 days ex flights
Small group travel:
2026: 23 Dec
2028: 23 Dec
2028: 23 Dec
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