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.
83 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 £2,195 15 days ex flights
Small group travel:
2026: 18 Jan, 8 Mar
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:
2025: 21 Dec, 28 Dec
2026: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 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
2026: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 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
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
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:
2025: 21 Dec, 28 Dec
2026: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 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
2026: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 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
Cuba holiday, small group
The best of old-world Cuba
From £1,580£1,343 to £1,720 15 days ex flights
Small group travel:
Departs selected Saturdays every month throughout the year
Up to £250 off selected dates.
Late availability on these dates: 04 Jan, 25 Jan, 08 Feb, 01 Mar
Late availability on these dates: 04 Jan, 25 Jan, 08 Feb, 01 Mar
Tobago beach accommodation
17 beautiful accommodations in unique eco resort
From £123 to £421 per accommodation per night
Accommodation
St Lucia luxury holiday
Relax at luxurious Cap Maison & Jade Mountain
From £7,200 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
Cycling holiday in Cuba, 7 days
Explore Cuba on two wheels in one week
From £965£887 to £1,145 7 days ex flights
Small group travel:
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 2 Nov, 23 Nov, 7 Dec, 21 Dec
2027: 4 Jan, 25 Jan, 15 Feb, 8 Mar, 5 Apr, 19 Apr, 5 Jul, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 6 Dec, 20 Dec
2027: 4 Jan, 25 Jan, 15 Feb, 8 Mar, 5 Apr, 19 Apr, 5 Jul, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 6 Dec, 20 Dec
Up to £90 off selected dates.
Late availability on these dates: 05 Jan, 26 Jan, 16 Feb, 09 Mar
Late availability on these dates: 05 Jan, 26 Jan, 16 Feb, 09 Mar
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: 21 Jan, 18 Feb, 18 Mar, 7 Oct, 4 Nov, 2 Dec
2027: 27 Jan
2027: 27 Jan
Cuba cultural holidays, 15 days
Fun and legal way to experience Cuba's diversity
From US $2,850 15 days ex flights
Small group travel:
2026: 9 Mar, 6 Apr, 4 May, 1 Jun, 6 Jul, 24 Aug, 21 Sep, 19 Oct, 16 Nov, 14 Dec
2027: 11 Jan
2027: 11 Jan
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 Feb
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
Women only tours to Cuba
Meet female entrepreneurs, artists, and change-makers in Cuba
From US $815 to US $850 8 days ex flights
Small group travel:
2026: 19 Feb, 19 Mar, 9 Apr, 7 May, 11 Jun, 9 Jul, 13 Aug, 3 Sep, 1 Oct, 5 Nov, 10 Dec, 17 Dec
Cycling holiday in Cuba
Explore the highlights of Cuba on two wheels
From £1,925£1,560 to £1,945 15 days ex flights
Small group travel:
2026: 31 Jan, 24 Oct, 14 Nov
Up to £380 off selected dates.
Late availability on these dates: 31 Jan
Late availability on these dates: 31 Jan
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 £1,130£915 to £1,340 8 days ex flights
Small group travel:
2026: 11 Jan, 25 Jan, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 8 Nov, 29 Nov, 13 Dec, 27 Dec
2027: 10 Jan, 24 Jan, 31 Jan, 21 Feb, 14 Mar, 11 Apr, 25 Apr, 11 Jul, 10 Oct, 24 Oct, 7 Nov, 21 Nov, 28 Nov, 12 Dec, 26 Dec
2027: 10 Jan, 24 Jan, 31 Jan, 21 Feb, 14 Mar, 11 Apr, 25 Apr, 11 Jul, 10 Oct, 24 Oct, 7 Nov, 21 Nov, 28 Nov, 12 Dec, 26 Dec
Up to £300 off selected dates.
Late availability on these dates: 11 Jan, 25 Jan, 15 Mar
Late availability on these dates: 11 Jan, 25 Jan, 15 Mar
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:
2026: 7 Mar
2027: 27 Feb
2028: 4 Mar
2029: 3 Mar
2027: 27 Feb
2028: 4 Mar
2029: 3 Mar
Jamaica small group highlights tour
Jamaica highlights tour in 12 days
From £2,385 10 days ex flights
Small group travel:
2026: 21 Jan, 18 Mar, 15 Apr, 28 Oct, 11 Nov, 25 Nov
Late availability on these dates: 21 Jan, 18 Mar
Active Cuba holiday
Explore Cuba's natural wonders on an outdoor adventure
From US $1,790 10 days ex flights
Small group travel:
2026: 3 Feb, 17 Feb, 3 Mar, 17 Mar, 14 Apr, 28 Apr, 12 May, 26 May, 20 Oct, 3 Nov, 17 Nov, 1 Dec, 15 Dec
2027: 12 Jan
2027: 12 Jan
Small group backroads and beaches tours to Cuba
Explore off the beaten track locations
From £995 to £1,195 8 days ex flights
Small group travel:
2026: 28 Mar, 23 May, 17 Oct, 24 Oct, 7 Nov, 21 Nov, 19 Dec
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,925 9 days ex flights
Small group travel:
2025: 28 Dec
2026: 11 Jan, 1 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 17 May, 14 Jun, 28 Jun, 12 Jul, 26 Jul, 9 Aug, 23 Aug, 6 Sep, 20 Sep, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2027: 3 Jan
2026: 11 Jan, 1 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 17 May, 14 Jun, 28 Jun, 12 Jul, 26 Jul, 9 Aug, 23 Aug, 6 Sep, 20 Sep, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2027: 3 Jan
Trinidad & Tobago nature holiday
The best of Trinidad & Tobago's widlife and natural scenery
From £3,790 to £4,220 15 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $2,700 11 days ex flights
Small group travel:
2025: 22 Dec, 23 Dec
2026: 23 Dec
2026: 23 Dec
Last minute spaces on our 22nd and 23rd December tours. Celebrate Christmas and welcome in the New Year Cuban style dancing and partying with the locals!
Cuba small group tour
Relaxing holiday of Cuban of history, culture & nature
From £1,180£826 to £1,310£1,270 8 days ex flights
Small group travel:
2025: 22 Dec
2026: 17 Jan, 24 Jan, 31 Jan, 7 Feb, 25 Feb, 28 Mar, 4 Apr, 11 Apr, 25 Apr, 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 25 Jul, 8 Aug, 22 Aug, 19 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 25 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec, 30 Dec
2027: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 24 Feb, 27 Feb, 6 Mar, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 28 Apr ...
2026: 17 Jan, 24 Jan, 31 Jan, 7 Feb, 25 Feb, 28 Mar, 4 Apr, 11 Apr, 25 Apr, 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 25 Jul, 8 Aug, 22 Aug, 19 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 25 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec, 30 Dec
2027: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 24 Feb, 27 Feb, 6 Mar, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 28 Apr ...
Up to £350 off selected dates.
Late availability on these dates: 22 Dec, 17 Jan, 24 Jan, 31 Jan, 07 Feb, 25 Feb
Late availability on these dates: 22 Dec, 17 Jan, 24 Jan, 31 Jan, 07 Feb, 25 Feb
Cuba small group holiday, 8 days
Experience the best of Cuba's beaches, cigars and '50s cars
From £1,799£1,519 to £1,999 8 days ex flights
Small group travel:
2026: 7 Feb, 7 Mar, 4 Apr, 9 May, 3 Oct
Up to £380 off selected dates.
Late availability on these dates: 07 Feb, 07 Mar
Late availability on these dates: 07 Feb, 07 Mar
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: 25 Apr, 20 Nov
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $2,265 20 days ex flights
Small group travel:
2025: 26 Dec
2026: 9 Jan, 6 Mar, 20 Mar, 3 Apr, 10 Apr, 17 Apr, 1 May, 5 Jun, 3 Jul, 28 Aug, 25 Sep, 23 Oct, 6 Nov, 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan
2026: 9 Jan, 6 Mar, 20 Mar, 3 Apr, 10 Apr, 17 Apr, 1 May, 5 Jun, 3 Jul, 28 Aug, 25 Sep, 23 Oct, 6 Nov, 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan
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
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