24 Oct 2026
Twin share
£2,019pp
Single from £2,364
Escorted tour
Cuban Highlights by Bike: Havana, Cienfuegos & Trinidad – 8 Days
Ride with members of Cuban cycling clubs from Havana to the Bay of Pigs, Cienfuegos and Trinidad, then tour Havana by classic car.
8 days
From £2,019
Tour overview
This 8-day small-group cycling trip is a lively introduction to central Cuba, with a twist: you ride alongside veteran members of Cuba's masters cycling clubs, who share their love of the sport and their country. Groups have between 4 and 18 travellers aged 16 and over, with a tour leader throughout and local experts. You stay seven nights in casas particulares, family-run guesthouses with private bathrooms and air-conditioning. Seven breakfasts, six lunches and three dinners are included, with packed lunches and drinking water on cycling days, plus arrival and departure transfers.
After a welcome in Havana, you are fitted to your bike and set off on a cycle tour of the capital with a member of the Cuban Masters Road Cycling Club, then travel to Playa Larga on the Bay of Pigs. A coastal ride takes you to Playa Girón, where your leader explains the failed American-backed invasion of 1961, and on to Caleta Buena before Cienfuegos, the elegant Pearl of the South, explored by electric tricycle.
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With a rider from the Cienfuegos cycling team you pedal inland to Cumanayagua, then walk and swim at the El Nicho waterfall in the Sierra del Escambray. Another ride leads to Rancho La Vega, a working farm where you have lunch, before you transfer to Trinidad, a UNESCO-listed colonial town of cobbled streets and pastel houses, with a walking tour.
The next day you cycle to Playa Ancón, a classic white-sand Caribbean beach, for a swim and lunch at a beach paladar, with an optional salsa class back in Trinidad and an evening of live music at the Casa de la Trova. You ride into the Sierra del Escambray and visit the Valle de los Ingenios, the valley of the old sugar mills, and Santa Clara on the way back to Havana. The last morning is a tour of Havana by classic car and a walk through the old town.
The physical rating is medium, with short and medium-length rides on paved roads. This trip suits active travellers who want a short, social Cuban cycling adventure with plenty of culture. Single rooms are available for a supplement.
Trip highlights
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A Havana cycle tour with a masters cycling club member (Day 2)
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The Bay of Pigs coast ride (Day 3)
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Cienfuegos by e-trike (Day 3)
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The El Nicho waterfall (Day 4)
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Playa Ancón and Trinidad's Casa de la Trova (Day 6)
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A classic car tour of Havana (Day 8)
Your route
7 stops from Havana to Havana
- Havana Day 1
- Playa Larga Day 2
- Cienfuegos Days 3–4
- El Nicho Waterfall Day 4
- Trinidad Days 5–6
- Santa Clara Day 7
- Havana Days 7–8
Why choose this tour
Ride with Cuban cycling-club veterans, a rare chance to meet local riders. Central Cuba's highlights by bike in a week, with transfers and guesthouses arranged.
Best suited to
- Active travellers who enjoy cycling
- Travellers short on time
- Music and culture lovers
- Solo travellers looking for a group
Day-by-day itinerary
8 days from Havana, Cuba to Havana, Cuba
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Day 1 · Havana Arrive in Havana
Transfer from the airport and meet your tour leader.
- Hotel
- Casa particular
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Day 2 · Havana, Playa Larga Havana by bike
A cycle tour of Havana with a masters cycling club member, then travel to Playa Larga.
- Hotel
- Casa particular
- Meals
- Breakfast, Lunch, Dinner
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Day 3 · Playa Girón, Cienfuegos Bay of Pigs to Cienfuegos
Ride the coast to Playa Girón and Caleta Buena, then tour Cienfuegos by e-trike.
- Hotel
- Casa particular
- Meals
- Breakfast, Lunch
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Day 4 · Cumanayagua, El Nicho El Nicho waterfall
Cycle to Cumanayagua with a local rider, then swim at the El Nicho waterfall.
- Hotel
- Casa particular
- Meals
- Breakfast, Lunch
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Day 5 · Rancho La Vega, Trinidad To Trinidad
Ride to a working farm for lunch, then transfer to Trinidad for a walking tour.
- Hotel
- Casa particular
- Meals
- Breakfast, Lunch, Dinner
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Day 6 · Playa Ancón, Trinidad Playa Ancón
Cycle to the beach at Playa Ancón, with an optional salsa class and live music in the evening.
- Hotel
- Casa particular
- Meals
- Breakfast, Lunch
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Day 7 · Valle de los Ingenios, Santa Clara, Havana Valle de los Ingenios to Havana
Ride into the Escambray, visit the Valle de los Ingenios and return via Santa Clara to Havana.
- Hotel
- Casa particular
- Meals
- Breakfast, Lunch, Dinner
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Day 8 · Havana Havana by classic car
A classic car tour of Havana, then transfer to the airport.
- Meals
- Breakfast
Where you stay
- Havana (1 night) Casa particular
- Playa Larga (1 night) Casa particular
- Cienfuegos (2 nights) Casa particular
- Trinidad (2 nights) Casa particular
- Havana (1 night) Casa particular
Hotel names are indicative and may be replaced with a property of similar standard and location.
What's included
Included
- Accommodation 7 nights in casas particulares with private bathrooms
- Meals 7 breakfasts, 6 lunches and 3 dinners, with packed lunches on cycling days
- Drinking water on cycling days
- Bike hire and on-tour transport
- Havana cycle tour, Cienfuegos e-trike tour, El Nicho waterfall, walking tours of Trinidad and Old Havana, and a classic car tour
- Arrival and departure airport transfers
- Tour leader throughout, with local cycling-club riders
Not included
- Flights to Cuba
- Cuban tourist card
- Meals not listed
- Optional salsa class
- Tips, travel insurance and personal spending
This trip might not be for you if…
Honest disclaimer — please read
- You want hotels — you stay in Cuban guesthouses
- You want long, hard rides — the cycling is moderate
- You want to see Viñales — this trip covers central Cuba
- You want flights included — they are not
Good to know
FCDO advice
UK FCDO travel advice for Cuba
In pictures
Departures & prices
From £2,019 per person, twin share, tour only. 1 upcoming departure.
Frequently asked questions
How do I book this tour?
Tap any "Enquire" button on the page and one of our travel specialists will be in touch within 24 hours (often same day). We'll confirm availability on your preferred date, run through anything you need to know, and only ask for the deposit once you've decided.
What financial protection do I get?
Every Travelisto booking is 100% financially protected. Your money is held in a ring-fenced Trust account until you return from your trip, and we are members of the Protected Trust Services scheme (PTS 6035). Most tours also include ATOL protection where flights are part of the package.
How hard is the cycling?
Moderate, with short and medium-length rides on paved roads.
Who are the local riders?
Veteran members of Cuba's masters cycling clubs in Havana and Cienfuegos, who ride with the group on several days.
What are casas particulares?
Family-run guesthouses with private bathrooms and air-conditioning. Expect stairs and occasional power cuts.
Are transfers included?
Yes, both arrival and departure transfers in Havana.
Do I need a visa?
UK visitors need a Cuban tourist card, arranged before travel.
How many people travel together?
Between 4 and 18 travellers aged 16 and over, with a tour leader.
Can you tailor the trip?
Yes — every escorted tour can be modified into a private tailor-made version with your own dates, adjusted pace, upgraded hotels and add-on extensions. Tell us what you'd like changed when you enquire and we'll quote it both ways so you can compare.
What if my flight is delayed or cancelled?
If your international flight is part of your booking through us, we re-book at no cost. If you've booked flights separately, the tour's local team holds your transfer slot until you arrive. We strongly recommend a comprehensive travel insurance policy that includes delay and cancellation cover.
ATOL protected
100% financially protected in a Trust bank account
PTS 6035
4.7 on Trustpilot
Tailor-made option
Not quite the right fit? Make it tailor-made.
If this group tour doesn't match your ideal trip, our specialists will turn it into a private tailor-made journey — your own dates, your own pace, upgraded hotels where you want them, and the parts you don't love swapped out. Same destinations, just rebuilt around you.
Contact us for a tailor-made version of this itinerary