Caribbean holidays
If you’re looking for white-sand beaches, fringed with palms and ringed by coral cays then, yes, Caribbean holidays 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.
82 Caribbean holidays found
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
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £2,345 15 days ex flights
Small group travel:
2027: 17 Jan
Dominica nature and culture holiday
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
Cuba cultural holiday
Immerse yourself in Cuban culture on this 8 day adventure
From €690 to €1,115 8 days ex flights
Small group travel:
2026: 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
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Cuba holiday, small group
The best of old-world Cuba
From £1,670 to £1,755 15 days ex flights
Small group travel:
Departs selected Saturdays every month throughout the year
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
St Lucia luxury holiday
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
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
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:
2026: 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
Trinidad & Tobago nature holiday
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
Tobago wellness holiday
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
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
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Cycling holiday in Cuba, 7 days
Explore Cuba on two wheels in one week
From £1,000 to £1,095 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
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
Trinidad & Tobago tours, tailor made
Exploring and R&R on Tobago around touring on Trinidad
From £3,440 15 days ex flights
Tailor made:
This trip can be tailormade throughout the year and can be adapted to suit your interests, budget and requirements as necessary
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
Havana dance holiday 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
Dominica adventure holiday
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
Bermuda walking holiday
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
Eastern Cuba cycling holiday
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From £1,170 to £1,280 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
Jamaica small group highlights tour
Jamaica highlights tour in 12 days
From £2,430£2,230 to £2,475 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 £200 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $2,375 9 days ex flights
Small group travel:
2026: 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
Cuba cultural holidays, 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 small group tour
Relaxing holiday of Cuban of history, culture & nature
From £1,195 to £1,255 8 days ex flights
Small group travel:
2027: 13 Feb, 13 Mar, 9 Oct, 23 Oct, 6 Nov, 20 Nov, 27 Nov, 11 Dec, 20 Dec, 29 Dec
2028: 1 Jan, 15 Jan, 29 Jan, 12 Feb, 19 Feb, 26 Feb, 11 Mar, 25 Mar, 8 Apr, 22 Apr, 6 May, 20 May, 17 Jun, 1 Jul, 22 Jul, 5 Aug, 19 Aug, 16 Sep, 7 Oct, 21 Oct, 4 Nov, 18 Nov, 25 Nov, 9 Dec, 18 Dec, 27 Dec
2028: 1 Jan, 15 Jan, 29 Jan, 12 Feb, 19 Feb, 26 Feb, 11 Mar, 25 Mar, 8 Apr, 22 Apr, 6 May, 20 May, 17 Jun, 1 Jul, 22 Jul, 5 Aug, 19 Aug, 16 Sep, 7 Oct, 21 Oct, 4 Nov, 18 Nov, 25 Nov, 9 Dec, 18 Dec, 27 Dec
Cuba holiday, West to East
Cuba travel 24 days from West to East, best places
From US $2,900 to US $3,900 24 days ex flights
Small group travel:
2026: 20 Nov
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 adventure tours
Authentic Cuba using guesthouses and local guides
From US $795 8 days ex flights
Small group travel:
Departs every Thursday throughout the year
Browse by destination
