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Cycling in Cuba, from Havana to Cienfuegos

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Cycling in Cuba is the experience of a lifetime. The best of Cuba’s attractions are at your feet—or rather, at your wheels—where you can fully immerse yourself in the beauty and cultural richness of the island. Touring the back roads reveals a Cuba far different from the typical beach resort holiday. Staying in Casas Particulares (private homes) and dining in local restaurants proudly owned by Cuban citizens lets you experience firsthand the dramatic changes happening on the island.

Cycle through Havana

Any first trip to Cuba should include a stay in Havana, the natural starting point for a cycling tour that showcases the best of the island. Old Havana, bustling with tourists and locals, is ground zero for the changes sweeping the country. Scaffolded buildings are being restored to their former glory, new hotels are being built and private residences are renting rooms to tourists. The city buzzes with life: street musicians, artists and the iconic 1950s cars that make Havana a photographer’s dream.

Cycling through Havana means experiencing Plaza de la Revolución, the Prado promenade, the airy Malecon promenade and the city’s main colonial squares. It’s a feast for the senses and an exciting introduction to Cuba’s culture and history.

Rural Cuba, the heart of the island

No cycling tour of Cuba is complete without a trip to the countryside. The empty roads, shared only by horse-drawn carts and fellow cyclists, offer a unique insight into the daily lives of Cubans. This trip will give you an understanding of the challenges facing the island and the pride Cubans have for their country and culture. Be prepared for hot days; the best cycling is done in the morning, with the afternoons reserved for cooling off with a well-deserved piña colada or mojito!

A must is to visit one of Cuba’s popular roadside rest areas. Unlike North American rest stops, these offer deliciously cold piña coladas. A stop at Penon Del Fraile, famous for its piña coladas, is a refreshing treat after a long drive.

Swimming and strolling in Cienfuegos

Cycling through swamps, former sugar fields, quaint villages and pine forests, you’ll visit historic colonial towns such as Matanzas, Cienfuegos and Trinidad. Each day’s ride, ranging from 60 to 80km, takes you along quiet roads with occasional rolling hills – our guide’s euphemism for challenging climbs.

Some of the best food in Cuba can be found in the paladars (family-run restaurants) that are popping up all over the island. One memorable stop was Mily, a tiny paladar in Playa Largo that serves traditional Cuban dishes with pride and care.

End a hot day of cycling with a late lunch and an afternoon swim in the Caribbean Sea at Caleta Buena. This natural rock lagoon, with its clear, aqua-blue waters teeming with tropical fish, is ideal for snorkelling, diving or just lazing in the sea.

We ended the day in Cienfuegos, a coastal city where families enjoy the cool sea breeze in the main square. Declared a UNESCO World Heritage Site in 2005, Cienfuegos is known for its neoclassical architecture. Head to Villa Largato Paladar for a delicious dinner and end the day at the luxurious Hotel La Union.

Discover the cobbled streets of Trinidad

The 80km ride from Cienfuegos to Trinidad is a cyclist’s dream, full of rolling hills, bustling villages and stunning views of the Escambray Mountains. Trinidad, a UNESCO World Heritage Site, is one of the best preserved cities in the Caribbean, with pastel-coloured Spanish colonial architecture that takes you back in time.

In Trinidad, you can wander the cobblestone streets, shop at open-air markets, relax on the beach or take part in activities such as horseback riding, sailing or salsa lessons.

Climb the hills to Santa Clara

The final day of cycling to Santa Clara will test your climbing skills. The 40km ride is mostly uphill, with thrilling descents through villages and pine forests. In Santa Clara, the main attraction is the Che Guevara Mausoleum and Museum, which offers an in-depth look at the life of one of Cuba’s most famous heroes.

Is it safe to cycle in Cuba and other useful Cuba bike riding tips

  • Join an established tour, like those offered by BikeHike, for a well-organized experience.
  • Cuba is very hot. Plan to cycle in the morning and keep the afternoons free for relaxing.
  • Bring bike gloves, your own bike seat, padded shorts, a water bottle, and a helmet.
  • The slopes in Cuba are steep, so be sure to practise on steep roads before heading to the island.
  • Carry enough cash, as ATMs are scarce in smaller villages.
  • Embrace the charm and simplicity of Cuba, knowing you’ll return transformed by its beauty and the warmth of its people.

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