Cycling holidays in Cuba

The island’s diverse landscapes – from the Caribbean coast to the Sierra Maestra Mountains, the tobacco plantations to the streets of heady Havana – mean you will be pedalling through the past and the present, the urban and the wild. Follow in Fidel’s revolutionary footsteps, or take a cultural route, stopping in local bars and music venues. You’ll earn your mojitos on a Cuba cycling holiday!

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Cycling holiday in Cuba, 7 days

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
Up to £120 off selected dates.
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
Eastern Cuba cycling holiday

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
Up to £70 off selected dates.
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
Cuba cycling and culture tour

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

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
Responsible Travel, Travel Team

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
Cycling holiday in Cuba

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
Up to £200 off selected dates.
Late availability on these dates: 25 Oct, 08 Nov
Cuba cycling tour, 10 days

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

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
Late availability on these dates: 08 Nov
Cuba cycling tour

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
Up to £240 off selected dates.
Late availability on these dates: 07 Oct, 21 Oct, 18 Nov, 09 Dec
Short cycle tour in Cuba

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

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

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

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
Western Cuba cycling tours

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.
Cuba cycling holiday

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
Late availability on these dates: 19 Oct, 21 Dec
Responsible Travel, Travel Team

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
Cuba cycling tour

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
Late availability on these dates: 12 Oct
Skyline Trail cycling tour in Western Cuba

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
    Photo credits: [Page banner: Cubania Travel] [An unmissable atmosphere : Jessica Knowlden] [Casas familiares : DirkvdM] [Travelling with kids in Cuba : Guillaume Baviere] [Self drive holidays : Pim Nuijten] [Cycling : Cubania Travel] [Types of holidays: John Y. Can]