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.
21 Caribbean vacations found
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
One week tour of Cuba
Discover the history, culture and natural beauty of Cuba.
From US $1,200 to US $1,900 7 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
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Cuba tailor made vacation, 8 days
Fantastic immersive 8 day trip, highlights and hidden gems
From US $2,250 to US $2,350 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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 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
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
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
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
Active Cuba vacation
Explore Cuba's natural wonders on an outdoor adventure
From US $1,700 10 days ex flights
Small group travel:
2024: 5 Mar, 26 Mar, 23 Apr, 14 May, 5 Nov, 26 Nov, 17 Dec
2025: 7 Jan, 18 Feb, 11 Mar, 25 Mar, 15 Apr, 20 May, 14 Oct, 4 Nov, 25 Nov, 18 Dec
2025: 7 Jan, 18 Feb, 11 Mar, 25 Mar, 15 Apr, 20 May, 14 Oct, 4 Nov, 25 Nov, 18 Dec
Tailor made Cuba tours
Discover Cuba with a custom-made trip just for you.
From US $995 to US $2,250 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
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Short Cuba trip, a long weekend in Havana
Limited time? Enjoy a 4 day trip in Havana
From US $995 to US $1,195 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba eastern highlights tour
Already been to Havana? Explore Santiago and eastern Cuba.
From US $2,595 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Short Cuba tour, Havana and Viñales
In 5 days, discover Cuban history, culture & nature
From US $1,200 to US $1,375 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba vacation, Havana to Santiago de Cuba
An immersive, 10-14 day cross island trip of Cuba
From US $3,595 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Essential Cuba tour
9 day Comfort Tour using Cuba's best private guesthouses
From US $1,390 9 days ex flights
Small group travel:
2024: 22 Feb, 25 Apr, 9 May, 6 Jun, 10 Oct, 14 Nov
Cuba Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $1,420 11 days ex flights
Small group travel:
2024: 22 Dec
Small group tour to Western Cuba
Tour the 'Garden Province' of Cuba
From US $575 6 days ex flights
Small group travel:
2024: 8 Mar, 22 Mar, 29 Mar, 19 Apr, 3 May, 31 May, 28 Jun, 26 Jul, 9 Aug, 6 Sep, 20 Sep, 18 Oct, 15 Nov, 29 Nov, 13 Dec, 27 Dec
2025: 10 Jan
2025: 10 Jan
