Caribbean holidays
If you’re looking for white-sand beaches, fringed with palms and ringed by coral cays then, yes, Caribbean holidays 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.
16 Caribbean holidays found
Cycling holiday in Cuba, 7 days
Explore Cuba on two wheels in one week
From £1,030£1,002 to £1,255 7 days ex flights
Small group travel:
2024: 7 Oct, 21 Oct, 4 Nov, 18 Nov, 9 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
Up to £120 off selected dates.
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
Eastern Cuba cycling holiday
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From £1,215£1,178 to £1,440 8 days ex flights
Small group travel:
2024: 13 Oct, 27 Oct, 24 Nov, 15 Dec, 29 Dec
2025: 12 Jan, 2 Feb, 23 Feb, 16 Mar, 13 Apr, 13 Jul, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
2026: 11 Jan, 1 Feb, 22 Feb, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 13 Dec, 27 Dec
2025: 12 Jan, 2 Feb, 23 Feb, 16 Mar, 13 Apr, 13 Jul, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
2026: 11 Jan, 1 Feb, 22 Feb, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 13 Dec, 27 Dec
Up to £70 off selected dates.
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
Cuba cycling and culture tour
Explore quintessential Cuba by bike
From US $4,190 to US $4,390 8 days ex flights
Small group travel:
This trip departs with a minimum of 4 people every Saturday, please enquire to discuss dates.
Cuba small group cycling holiday
Cycle adventure to Cuba's highlights and hidden gems
From US $1,495 9 days ex flights
Small group travel:
2024: 10 Nov, 17 Nov, 1 Dec, 15 Dec, 29 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 9 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 9 Nov, 16 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 9 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 9 Nov, 16 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Cycling holiday in Cuba
Explore the highlights of Cuba on two wheels
From £1,949£1,749 to £2,119 15 days ex flights
Small group travel:
2024: 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 £200 off selected dates.
Late availability on these dates: 25 Oct, 08 Nov
Late availability on these dates: 25 Oct, 08 Nov
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
Highlights of Cuba cycling holiday
Explore Cuba on bicycle from Havana to Trinidad
From £1,699 to £1,799 10 days ex flights
Small group travel:
2024: 8 Nov
2025: 8 Feb, 8 Mar, 5 Apr, 18 Oct, 1 Nov, 20 Dec
2025: 8 Feb, 8 Mar, 5 Apr, 18 Oct, 1 Nov, 20 Dec
Late availability on these dates: 08 Nov
Cuba cycling tour
Cycle from Havana to Varadero through the Yumuri Valley.
From £2,180£1,984 to £2,570 14 days ex flights
Small group travel:
2024: 7 Oct, 21 Oct, 18 Nov, 9 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
Up to £240 off selected dates.
Late availability on these dates: 07 Oct, 21 Oct, 18 Nov, 09 Dec
Late availability on these dates: 07 Oct, 21 Oct, 18 Nov, 09 Dec
Short cycle tour in Cuba
Explore Havana and rural Cuba by bike
Minimum of 2 people
From £782 to £879 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba bikepacking cycle tour
Independent self-guided cycling through rural Cuba
From £849 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba road cycling tour
Cycle the highlights of the Vuelta de Cuba
From £2,199 15 days ex flights
Small group travel:
2024: 15 Nov
Classic Cuba cycling holiday
Cycle Cuba - Beaches, Mountains and Revolution!
From £2,199 15 days ex flights
Small group travel:
2024: 18 Oct, 1 Nov, 15 Nov, 6 Dec, 13 Dec
Skyline Trail cycling tour in Western Cuba
Cycle the spectacular Skyline Trail through Western Cuba
From £1,299 8 days ex flights
Small group travel:
2024: 20 Oct, 10 Nov, 24 Nov, 8 Dec, 22 Dec
Western Cuba cycling tours
Cycle Cuba’s highlights along the road less travelled
From US $4,190 8 days ex flights
Small group travel:
This group tour departs on Sundays, please enquire with your dates.
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Cuba cycling holiday
Cycle the quiet country roads of Cuba
From £2,749 to £3,249 9 days inc UK flights
Small group travel:
2024: 19 Oct, 21 Dec
2025: 8 Feb, 15 Mar, 25 Oct, 8 Nov, 22 Nov, 20 Dec
2025: 8 Feb, 15 Mar, 25 Oct, 8 Nov, 22 Nov, 20 Dec
Late availability on these dates: 19 Oct, 21 Dec
Cuba cycling tour
The main sights & stunning scenery
From £3,999 to £4,449 16 days inc UK flights
Small group travel:
2024: 12 Oct
2025: 25 Jan, 22 Feb, 22 Mar, 11 Oct, 8 Nov, 29 Nov
2025: 25 Jan, 22 Feb, 22 Mar, 11 Oct, 8 Nov, 29 Nov
Late availability on these dates: 12 Oct