Our Cuba cycling holidays
Our cycling holidays in Cuba take you whizzing through all the fantastic landscapes of the largest island in the Caribbean. With quiet roads and beautiful scenery, Cuba is a brilliant destination, home to an inspiring road cycling scene. Thanks to your local guide you’ll meet Cuban cyclists who are passionate about keeping their local clubs going, and who may ride with you for portions of your route. Out of the saddle, there are great ways to immerse yourself in all things Cuban – by staying in casas particulares (home stays) and eating – and even learning to cook – in paladars (family-run restaurants). You’ll meet farmers, join salsa classes, and share sundowners and stories after a rewarding day in the saddle.
Our top Cycling holidays in Cuba
Cycling holiday in Cuba, 7 days
From
£887 to £1145
7 days
ex flights
Explore Cuba on two wheels in one week
Small group2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 2 Nov, 23 Nov, 7 Dec, 21 Dec, 2027: 4 Jan, 25 Jan, 15 Feb, 8 Mar, 5 Apr, 19 Apr, 5 Jul, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 6 Dec, 20 Dec
Eastern Cuba cycling holiday
From
£915 to £1340
8 days
ex flights
Cycle Eastern Cuba and experience the serene Yumuri Valley.
Small group2026: 11 Jan, 25 Jan, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 8 Nov, 29 Nov, 13 Dec, 27 Dec, 2027: 10 Jan, 24 Jan, 31 Jan, 21 Feb, 14 Mar, 11 Apr, 25 Apr, 11 Jul, 10 Oct, 24 Oct, 7 Nov, 21 Nov, 28 Nov, 12 Dec, 26 Dec
Cycling holiday in Cuba
From
£1560 to £1945
15 days
ex flights
Explore the highlights of Cuba on two wheels
Small group2026: 31 Jan, 24 Oct, 14 Nov
Cuba bikepacking cycle tour
From
£1205
12 days
ex flights
Independent self-guided cycling through rural Cuba
Tailor made
Short cycle tour in Cuba
From
£1345
6 days
ex flights
Explore Havana and rural Cuba by bike
Minimum of 2 people
Tailor made
Cuba small group cycling holiday
From
US $1580
9 days
ex flights
Cycle adventure to Cuba's highlights and hidden gems
Small group2025: 21 Dec, 2026: 18 Jan, 1 Feb, 15 Mar, 29 Mar, 5 Apr, 12 Apr, 10 May, 21 Jun, 19 Jul, 16 Aug, 13 Sep, 11 Oct, 8 Nov, 15 Nov, 29 Nov, 6 Dec, 13 Dec, 27 Dec, 2027: 10 Jan
Cuba cycling tour
From
£2020 to £2270
14 days
ex flights
Cycle from Havana to Varadero through the Yumuri Valley.
Small group2026: 5 Jan, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 2 Nov, 23 Nov, 7 Dec, 21 Dec, 2027: 4 Jan, 25 Jan, 15 Feb, 8 Mar, 5 Apr, 19 Apr, 5 Jul, 4 Oct, 18 Oct, 1 Nov, 15 Nov, 22 Nov, 6 Dec, 20 Dec
Small groupThis trip departs with a minimum of 4 people every Saturday, please enquire to discuss dates.
Skyline Trail cycling tour in Western Cuba
From
£1520 to £1570
8 days
ex flights
Cycle the spectacular Skyline Trail through Western Cuba
Small group2025: 21 Dec, 2026: 20 Feb, 20 Mar, 17 Apr, 17 Jul, 16 Oct, 13 Nov
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
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What does cycling in Cuba involve?
How fit do I need to be?
Most of our Cuba cycling holidays are graded as moderate. This means that trips are suited to casual cyclists, but you’ll need to be reasonably fit, used to spending multiple days in a bike saddle, and be prepared for Cuba’s heat and humidity. Daily distances vary depending on the route you choose but expect an average of around 35km a day on our small group departure leisure cycling tours, and distances to be a bit longer on self guided bikepacking routes, though you can choose to shorten some rides. If you decide to ride the Cuba Skyline route you might be cycling distances of up to 80km a day.
You’ll be cycling in mountainous regions, like the hilly Biosphere Reserve of Las Terrazas, and flat regions, like Matanzas province, and through sugarcane plantations. Our tours are designed to be as enjoyable as possible, making the most of long downhill cycles, where you can enjoy the views with the wind whistling through your helmet.
You’ll be cycling in mountainous regions, like the hilly Biosphere Reserve of Las Terrazas, and flat regions, like Matanzas province, and through sugarcane plantations. Our tours are designed to be as enjoyable as possible, making the most of long downhill cycles, where you can enjoy the views with the wind whistling through your helmet.
Tailor made or small group tours?
Most of our departures are small group tours. These are guided so you don’t need to worry about finding your way, and you’ll be cycling with up to 12-16 participants. Your travelling companions provide a sociable peloton, and you can pedal in pairs on the quiet roads and chat as you go.
You’ll usually have a guide with you throughout, and a support vehicle accompanying where possible – though not all routes are suitable for the vehicle to follow along on every day.
You can do tailor made cycling trips in Cuba, too. Options include a tailor made bikepacking tour, where you’ll carry everything you need with you and cycle from point to point, supported remotely by our teams on the ground, who’ll provide route info and accommodation. You can adapt the routes for your abilities and stop and start as you wish.
You’ll usually have a guide with you throughout, and a support vehicle accompanying where possible – though not all routes are suitable for the vehicle to follow along on every day.
You can do tailor made cycling trips in Cuba, too. Options include a tailor made bikepacking tour, where you’ll carry everything you need with you and cycle from point to point, supported remotely by our teams on the ground, who’ll provide route info and accommodation. You can adapt the routes for your abilities and stop and start as you wish.
Point to point or centre based?
Most of our Cuba cycling holidays are point to point routes so that you can see as much of its diverse landscapes as possible. You might do a trip that explores west of Havana, towards Vinales and Comunidad Las Terrazas, or east of Havana, to Santa Clara, Trinidad and Varadero.
It makes sense to have a few centre based days at the start or the end of your trip – perhaps in Havana, to immerse yourself in one area and relax.
It makes sense to have a few centre based days at the start or the end of your trip – perhaps in Havana, to immerse yourself in one area and relax.
What’s the terrain like?
Routes on our Cuba cycling holidays are flat where possible and paved 90 percent of the time. You should be prepared for some hilly days, though, necessary for the most scenic cycling – such as in the Sierra Maestra range. There’s a lot of great road cycling in Cuba, sometimes following the Vuelta a Cuba road cycling race routes. Outside of the cities, roads are generally quiet, but they are not always in the best condition.
Are electric bikes available?
On some holidays we’re able to provide electric bikes for your tours for an extra cost. E bikes are a fantastic way to cycle if you’re less confident about going the distance. Electricity blackouts have been a feature of life for Cuban people for decades, and this might affect your holiday, and your ability to charge a bike. Our holiday partners have factored in this eventuality and will have contingency plans in place.
Some more challenging tours encourage you to bring your own bike, especially if you’re interested in road cycling or bikepacking. When bikes are provided, you will still need to bring your own helmet.
Some more challenging tours encourage you to bring your own bike, especially if you’re interested in road cycling or bikepacking. When bikes are provided, you will still need to bring your own helmet.
Our Cycling holidays in Cuba reviews
4.7
21Cycling holidays in Cuba reviews
Rachel Kelly17 Nov 2025
5 star, mostly because of the guide.read more
Maureen Welch20 Dec 2024
10/10. We cycled, walked and lived with locals.read more
Gill Vaughan22 Feb 2024
The whole trip was amazing with lots of variety - what really made it was the fun we had with a great group and tour guide. read more
Georgia Popplewell19 Dec 2022
Most memorable was experiencing the Cuban countryside in the intimate way a bicycle allows, along with a great group of new friends... Five stars.read more

