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.
28 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
Trekking holiday in Cuba
Hiking and exploring the unspoiled national parks of Cuba
From £450 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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 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
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 tour, The Revolutionary Trail
Follow in the footsteps of the revolutionaries
From £2,450 to £2,850 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
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.
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
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
Walking vacation in Cuba
Cuba off the beaten track: Private guided walking holiday
From £2,725 to £3,125 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
9 day tour of Western Cuba
Delve into the African-Cuban heritage of Western Cuba
From £5,670 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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 photography tour
World class photo tour through classic Cuba
From US $3,190 8 days ex flights
Small group travel:
This trip runs on any Sunday with a minimum of 4 people booked on. Please enquire to discuss available dates.
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.
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 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
Antigua to Dominican Republic sailing vacation
Enhance your sailing in azure blue Caribbean Sea
From US $3,381 12 days ex flights
Small group travel:
2024: 15 Apr
St Lucia & the Grenadines sailing holiday
The Windward Islands: St Lucia & the Grenadines
From US $3,323 12 days ex flights
Small group travel:
2024: 12 Feb
Save $1000. Now only $2404
Grenada to Antigua sailing vacation
Caribbean Short Cruise: Grenada to Antigua
From US $1,878 7 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:
2024: 25 Mar, 10 Jun, 15 Jul, 18 Nov
Dominican Republic wildlife tour
Specialist rare mammal tour - solenodons, hutias & bats
From £1,995 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
Cuba cycling tour, 10 days
Enjoy the culture, nature and history of Cuba by bike!
From US $2,995 10 days ex flights
Small group travel:
2024: 9 Nov, 23 Nov, 7 Dec
Afro-Cuban Dance vacation, Cuba
Afro-Cuban dance holiday in Santiago de Cuba
From £985 to £1,775 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba music vacations
Music holiday of a lifetime in Santiago de Cuba
From £985 7 days ex flights
Small group travel:
2024: 17 Mar, 5 May
Cuba small group holiday, 9 days
Experience the best of Cuba's beaches, cigars and '50s cars,
From US $2,242US $1,915 to US $2,250 8 days ex flights
Small group travel:
2024: 9 Mar, 6 Apr, 13 Jul, 5 Oct
Up to US $320 off selected dates.
Late availability on these dates: 09 Mar, 06 Apr
Late availability on these dates: 09 Mar, 06 Apr
Cuba cycling vacation
Cycle the quiet country roads of Cuba
From US $2,475 8 days ex flights
Small group travel:
2024: 19 Oct
Family adventure vacation to Cuba
A captivating Caribbean holiday with the family
From US $2,220 to US $2,420 15 days ex flights
Small group travel:
2024: 30 Mar, 13 Jul, 27 Jul, 3 Aug, 21 Dec
Up to US $160 off selected dates.
Late availability on these dates: 30 Mar
Late availability on these dates: 30 Mar
