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.
15 Caribbean vacations found
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 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
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
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
St Lucia to Antigua sailing holiday
A relaxed sailing adventure in the Caribbean
Antigua
From £3,077 to £3,323 12 days ex flights
Small group travel:
2024: 26 Feb, 11 Mar, 1 Apr
Save $1000. Now only $2404 for Feb & Mar sailing
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
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
Cuba cycling tour
Cycle from Havana to Varadero through the Yumuri Valley.
From US $3,010US $2,860 to US $3,565 14 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 $150 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
Eastern Cuba biking vacation
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From US $1,665US $1,582 to US $1,885 8 days ex flights
Small group travel:
2024: 18 Feb, 31 Mar, 14 Apr, 16 Jun, 7 Jul, 13 Oct, 10 Nov, 24 Nov, 15 Dec, 29 Dec
Up to US $80 off selected dates.
Late availability on these dates: 18 Feb, 31 Mar, 14 Apr
Late availability on these dates: 18 Feb, 31 Mar, 14 Apr
Cuba on a Shoestring small group vacation
Discover Cuba, from historic Havana to Trinidad
From US $1,195US $1,135 to US $1,350 8 days ex flights
Small group travel:
2024: 2 Mar, 25 May, 8 Jun, 6 Jul, 17 Aug, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 30 Nov, 7 Dec, 21 Dec, 28 Dec
Up to US $200 off selected dates.
Late availability on these dates: 02 Mar
Late availability on these dates: 02 Mar
18-29 tour in Cuba
Go back in time on the streets of Cuba during this trip
From US $745US $589 to US $815 8 days ex flights
Small group travel:
2024: 20 Feb, 16 Apr, 14 May, 9 Jul, 22 Oct, 19 Nov, 3 Dec, 24 Dec
Up to US $190 off selected dates.
Late availability on these dates: 20 Feb, 16 Apr, 14 May
Late availability on these dates: 20 Feb, 16 Apr, 14 May
Cuba tour, small group with added comfort
Cuban adventure exploring beaches, history & culture.
From US $3,205 to US $3,895 9 days ex flights
Small group travel:
2024: 2 Mar, 16 Mar, 23 Mar, 6 Apr, 18 May, 27 Jul, 24 Aug, 5 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
Up to US $370 off selected dates.
Late availability on these dates: 02 Mar, 16 Mar, 23 Mar, 06 Apr
Late availability on these dates: 02 Mar, 16 Mar, 23 Mar, 06 Apr
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
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
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 family vacations
A superb introduction to the fascinating island of Cuba
From US $1,850US $1,720 to US $1,940 10 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 $130 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
