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.
101 Caribbean vacations found
Essential Cuba tour
9 day Comfort Tour using Cuba's best private guesthouses
From US $1,390 9 days ex flights
Small group travel:
2023: 30 Nov, 21 Dec
2024: 8 Feb, 22 Feb, 7 Mar, 4 Apr, 25 Apr, 9 May, 6 Jun, 11 Jul, 15 Aug, 5 Sep, 10 Oct, 14 Nov, 28 Nov, 12 Dec, 26 Dec
2024: 8 Feb, 22 Feb, 7 Mar, 4 Apr, 25 Apr, 9 May, 6 Jun, 11 Jul, 15 Aug, 5 Sep, 10 Oct, 14 Nov, 28 Nov, 12 Dec, 26 Dec
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:
2023: 22 Dec
2024: 22 Dec
2024: 22 Dec
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 music vacations
Music holiday of a lifetime in Santiago de Cuba
From £985 7 days ex flights
Small group travel:
2024: 15 Mar, 3 May
Travel Team
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Cuba small group holiday, 9 days
Experience the best of Cuba's beaches, cigars and '50s cars,
From US $2,025 to US $2,235US $2,095 8 days ex flights
Small group travel:
2023: 16 Dec
2024: 9 Mar, 6 Apr
2024: 9 Mar, 6 Apr
Late availability on these dates: 16 Dec
Cuba small group vacation
A unique blend of African and Spanish influences
From US $4,060 15 days ex flights
Small group travel:
2024: 17 Feb, 2 Mar, 13 Apr
Late availability on these dates: 17 Feb
Cuba cycling vacation
Cycle the quiet country roads of Cuba
From US $2,170 to US $2,310 8 days ex flights
Small group travel:
2023: 25 Nov, 23 Dec
2024: 10 Feb, 16 Mar
2024: 10 Feb, 16 Mar
Late availability on these dates: 25 Nov, 23 Dec, 10 Feb
Small group tour to Western Cuba
Tour the 'Garden Province' of Cuba
From US $575 6 days ex flights
Small group travel:
2023: 29 Dec
2024: 5 Jan, 19 Jan, 2 Feb, 23 Feb, 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
2024: 5 Jan, 19 Jan, 2 Feb, 23 Feb, 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
Family adventure vacation to Cuba
A captivating Caribbean holiday with the family
From US $2,150 to US $2,610 15 days ex flights
Small group travel:
2023: 17 Dec
2024: 30 Mar, 13 Jul, 27 Jul, 3 Aug, 21 Dec
2024: 30 Mar, 13 Jul, 27 Jul, 3 Aug, 21 Dec
Late availability on these dates: 17 Dec
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
Green Roof Inn, Carriacou beach accommodation
Experience the genuine Caribbean, come to Carriacou Grenada
From US $115 to US $175 per accommodation per night
Accommodation
