Visit the magical island of Cuba and ride from Havana to Trinidad.

Set off on the ultimate Cuban cycling adventure. Travelling from the crystal waters of Cuban beaches to lush tropical valleys in Topes de Collantes, the Cuban Highlights Ride showcases the very best of this charismatic Caribbean island. Discover beautiful, cobbled refuges from the modern world in Cienfuegos and Trinidad, and unwrap the colourful delights of enigmatic Old Havana. Hear about the rise and fall of revolutionary figure Che Guevara, visit the famous Bay of Pigs and see history etched into the lifelines of the countryside. Free wheelin' Cuba style - unforgettable!

Havana, Cuba
Havana, Cuba
Physical rating
Cultural rating
Min 18
Group size
Min 7, Max 18
Carbon offset
0kg pp per trip


  • Ride alongside mango plantations and in the shadow of great mountains
  • Explore the lush Topes de Collantes National Park
  • Indulge in some beachside rum cocktails
  • Cycle next to sparkling Caribbean beaches
  • Discover the fun and feisty city of Havana
  • Visit Che Guevara's resting place in Santa Clara


Swinging to the beat of the rumba, Havana is unlike any other city in the world. Get acquainted with this intriguing Cuban city - and meet the friendly locals - by taking a walk through its sweeping boulevards and elegant plazas. Head to the Malecon to watch waves break dramatically against the seawall. Alternatively, find a cafe, kick back with a Cuba Libre and soak up the procession of classic cars, the whiff of fragrant cigars and the constant sound of salsa that effortlessly meld in this captivating and incredibly unique city.
Travel to Cuba's infamous Cienfuegos or, as it's better known, 'The Bay of Pigs'. Stop for a swim, enjoy a warm-up cycle to Playa Giron and visit a museum that commemorates the Bay of Pigs invasion, one of the most important events in Cuba's recent history.
Cycle through bountiful mango groves and catch glimpses of the lofty Escambray Mountains. Arrive at Guajimico and spend the afternoon splashing about in the warm waters of the Caribbean, hiking the surrounding hills or sipping mojitos by the pool.
Hug the glistening Caribbean coast on an exhilarating ride to Trinidad, Cuba's unique, World Heritage-listed colonial town. Spend time relaxing by the water or take a picturesque cycle to an old colonial sugar plantation that’s located in one of Cuba’s most beautiful valleys. Stop in La Boca along the way for a refreshing juice at a beach bar.
Journey into the expansive Topes de Collantes National Reserve and cycle across the valley floor past rustic farms and villages. Climb up through lush hills to Hanabanilla - situated on the shores of a lake - stopping for a relaxing picnic along the way.
Travel to the historical centre of Santa Clara, famously liberated by Che Guevara in 1958. Visit Guevara’s resting place on a fascinating visit to his mausoleum. Afterwards, return to captivating Havana. Full of narrow streets, glorious Spanish architecture and pulsating bars and restaurants, this is a wonderful city to explore. End your Cuban Highlights Ride with a sightseeing tour of historical Old Havana and, time permitting, see the contrasts of Revolution Square and the grand Capitol Building.
View trip notes to read full itinerary


7 breakfasts, 4 lunches, 2 dinners
Bicycle, Support vehicle
Hotel (7 nights)
Included activities
  • Museo Giron
  • Visit to Che Guevara Mausoleum and Museum
  • Walking tour of Old Havana


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Important notes

1. Please note that a variance in our standard booking conditions applies to this trip. Departures may only be confirmed 4 weeks before the scheduled start date of your trip, rather than the standard 60 days. We recommend that you make no non-refundable travel arrangements until your trip has been confirmed.
2. You may bring your own bike, or hire one at additional cost. Your sales consultant will be able to advise the cost for bike hire. Please see Trip Notes (Important Notes) for details.

Trip notes

Want an in-depth insight into this trip? Your trip notes provide a detailed itinerary, visa info, how to get to your hotel, what’s included - pretty much everything you need to know about this adventure and more.

View trip notes


Our Cuban Highlights Ride trips score an average of 4 out of 5 based on 3 reviews in the last year.

Cuban Highlights Ride , November 2015

Cuban Highlights Ride , March 2015