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.
10 Caribbean vacations found
Jamaica highlights tour
Jamaica highlights tour in 12 days
From US $3,200US $3,000 to US $3,440 10 days ex flights
Small group travel:
2023: 20 Nov
2024: 24 Jan, 14 Feb, 20 Mar, 24 Apr, 2 Oct, 30 Oct, 13 Nov, 27 Nov
2024: 24 Jan, 14 Feb, 20 Mar, 24 Apr, 2 Oct, 30 Oct, 13 Nov, 27 Nov
Up to US $200 off selected dates.
Late availability on these dates: 20 Nov, 24 Jan, 14 Feb
Late availability on these dates: 20 Nov, 24 Jan, 14 Feb
Small group tours to Cuba
Explore off the beaten track locations
From US $1,340US $1,210 to US $1,480 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 $130 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb
Late availability on these dates: 10 Feb, 17 Feb
Biking vacation in Cuba, 7 days
Explore Cuba on two wheels in one week
From US $1,430 to US $1,605 7 days ex flights
Small group travel:
2023: 11 Dec, 18 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
Late availability on these dates: 11 Dec, 18 Dec, 08 Jan, 12 Feb
Cycling vacation in Cuba
Explore the highlights of Cuba on two wheels
From US $2,690US $2,490 to US $2,690 15 days ex flights
Small group travel:
2024: 2 Feb, 29 Mar, 25 Oct, 8 Nov
Up to US $200 off selected dates.
Late availability on these dates: 02 Feb
Late availability on these dates: 02 Feb
Travel Team
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Cuba cycling tour
Cycle from Havana to Varadero through the Yumuri Valley.
From US $3,010 to US $3,565 14 days ex flights
Small group travel:
2023: 11 Dec, 18 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
Late availability on these dates: 11 Dec, 18 Dec, 08 Jan, 12 Feb
Eastern Cuba biking vacation
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From US $1,665 to US $1,830 8 days ex flights
Small group travel:
2023: 17 Dec, 24 Dec
2024: 14 Jan, 18 Feb, 31 Mar, 14 Apr, 16 Jun, 7 Jul, 13 Oct, 10 Nov, 24 Nov, 15 Dec, 29 Dec
2024: 14 Jan, 18 Feb, 31 Mar, 14 Apr, 16 Jun, 7 Jul, 13 Oct, 10 Nov, 24 Nov, 15 Dec, 29 Dec
Late availability on these dates: 17 Dec, 24 Dec, 14 Jan, 18 Feb
Cuba on a Shoestring small group vacation
Discover Cuba, from historic Havana to Trinidad
From US $1,195 to US $1,350 8 days ex flights
Small group travel:
2023: 9 Dec
2024: 20 Jan, 2 Mar, 13 Apr, 27 Apr, 25 May, 8 Jun, 6 Jul, 17 Aug, 14 Sep, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 30 Nov, 7 Dec, 21 Dec, 28 Dec
2024: 20 Jan, 2 Mar, 13 Apr, 27 Apr, 25 May, 8 Jun, 6 Jul, 17 Aug, 14 Sep, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 30 Nov, 7 Dec, 21 Dec, 28 Dec
Late availability on these dates: 09 Dec, 20 Jan
18-29 tour in Cuba
Go back in time on the streets of Cuba during this trip
From US $745 to US $1,190 8 days ex flights
Small group travel:
2023: 26 Dec
2024: 20 Feb, 16 Apr, 14 May, 9 Jul, 20 Aug, 22 Oct, 19 Nov, 3 Dec, 24 Dec
2024: 20 Feb, 16 Apr, 14 May, 9 Jul, 20 Aug, 22 Oct, 19 Nov, 3 Dec, 24 Dec
Late availability on these dates: 26 Dec, 20 Feb
Cuba tour, small group with added comfort
Cuban adventure exploring beaches, history & culture.
From US $3,205 to US $3,755 7 days ex flights
Small group travel:
2024: 17 Feb, 2 Mar, 16 Mar, 23 Mar, 6 Apr, 18 May, 27 Jul, 24 Aug, 5 Oct, 23 Nov, 28 Dec
Late availability on these dates: 17 Feb
Cuba family vacations
A superb introduction to the fascinating island of Cuba
From US $1,850US $1,720 to US $1,880 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
Late availability on these dates: 10 Feb, 17 Feb
