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.
54 Caribbean vacations found
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £1,875 to £1,975 15 days ex flights
Small group travel:
2024: 10 Mar, 28 Apr, 30 Jun, 24 Nov, 15 Dec
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
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
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 cycling tour
The main sights & stunning scenery
From US $4,342US $3,910 to US $4,350 15 days ex flights
Small group travel:
2024: 24 Feb, 12 Oct
Up to US $430 off selected dates.
Late availability on these dates: 24 Feb
Late availability on these dates: 24 Feb
Small group tours to Cuba
Explore off the beaten track locations
From US $1,210US $1,020 to US $1,520 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 $200 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar, 23 Mar, 27 Apr, 11 May
Late availability on these dates: 10 Feb, 17 Feb, 09 Mar, 23 Mar, 27 Apr, 11 May
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
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:
2024: 28 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 3 Nov, 1 Dec, 15 Dec, 29 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 16 Nov, 30 Nov, 7 Dec, 21 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 16 Nov, 30 Nov, 7 Dec, 21 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:
2024: 11 Feb, 3 Mar, 7 Apr, 5 May, 14 Jul, 20 Oct, 10 Nov, 24 Nov, 8 Dec, 22 Dec
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
Cuba adventure tours
Authentic Cuba using guesthouses and local guides
From US $705 to US $740 8 days ex flights
Small group travel:
Departs every Thursday throughout the year
Biking vacation in Cuba, 7 days
Explore Cuba on two wheels in one week
From US $1,430US $1,200 to US $1,575 7 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 $300 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
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 dance vacation in Cuba
Immersive salsa course in Cuba's capital city!
From £975 8 days ex flights
Small group travel:
2024: 26 Oct, 17 Nov
Cuba cycling and culture tour
Explore quintessential Cuba by bike
From US $4,190 8 days ex flights
Small group travel:
This trip departs with a minimum of 4 people every Saturday, please enquire to discuss dates.
National Parks of Cuba walking vacation
Explore a Cuba few visitors get to see
From US $3,390 8 days ex flights
Small group travel:
This group tour can depart on any Sunday, please enquire to discuss your dates.
Cuba kayaking vacation
Rare chance to kayak Western Cuba's waterways
From US $3,390 8 days ex flights
Small group travel:
This group tour departs on Sundays, please enquire to discuss your dates
Cuba multi activity vacation
Explore Cuba by kayak, bike and on foot
From US $3,690 8 days ex flights
Small group travel:
The group tour departs every Sunday, please enquire to discuss your dates
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
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,680 9 days ex flights
Small group travel:
2024: 6 Mar, 24 Apr, 23 Oct, 13 Nov, 11 Dec
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr
Cycling vacation in Cuba
Explore the highlights of Cuba on two wheels
From US $2,620US $2,530 to US $2,850 15 days ex flights
Small group travel:
2024: 29 Mar, 25 Oct, 8 Nov
2025: 11 Jan, 1 Feb, 15 Feb, 29 Mar, 25 Oct, 8 Nov
2025: 11 Jan, 1 Feb, 15 Feb, 29 Mar, 25 Oct, 8 Nov
Up to US $160 off selected dates.
Late availability on these dates: 29 Mar
Late availability on these dates: 29 Mar
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
