Havana, Viñales, Maria La Gorda, Las Terrazas
Western Cuba boasts white sand beaches, turquoise seas, lush valleys and quaint farming villages where life is slow and people are chill. Visit the Sierra del Rosario Biosphere Reserve, and learn to salsa in the evenings. And of course Havana, with its art and culture (and vintage cars). It’s a place like no other.
Only Great Explorations:
Before registering for this trip, decide if you are of the right mindset to travel to Cuba at this time. Hotels are not to the standard of hotels that we use elsewhere around the world. In smaller villages especially, options are limited – we stay in casa particulares, which gives us a chance to stay with locals and experience Cuba in a genuine way. Road conditions in some areas are not always buttery-smooth. Itinerary changes may be required due to things beyond our control. With appropriate expectations, we are confident you will enjoy this amazing country at this amazing time.
Straight Talk
Havana, Cuba
Starting, Day 1+2, Day 7 and End Location
Viñales, Cuba
Day 3
María la Gorda, Cuba
Day 4
Guanahacabibes Peninsula, Cuba
Day 5
| 2026 | 2027 |
|---|---|
| Jan 19-26 | Jan 18-25 |
| Jan 26-Feb 2 | Jan 25-Feb 1 |
| Feb 2-9 | Feb 1-8 |
| Feb 9-16 | Feb 8-15 |
| Nov 30-Dec 7 | Nov 29-Dec 6 |
| Dec 7-14 | Dec 6-13 |
Trip can start at any date. Custom trips also available. Call or email for details.
Trip Size
Total Days
Arrive/Depart
Activity LevelModerate
25-85km daily
Van supported
TerrainModerate with some hills. Average elevation gains 500-750m per day
CostLand Cost
US $3,600
Includes 7B/6L/3D
Single Supplement
US $900
Bike Rentals
Hybrid Bikes: US $380
Racing Bikes: US $480
E-bikes*: US $560
*E-bikes are generally available but are on an ‘on request basis ‘ and will be confirmed on receipt of your booking registration. E-bikes provided are the best rentals available in the region. Our regular fleet of hybrid and race bikes are fun to ride and light and fast, but if having an e-bike will make your trip, we’ll do our best to provide. E-bike rentals are non-refundable.
Getting There
Cuba has 10 international airports. The largest by far is Aeropuerto Internacional José Martí in Havana. The only other sizable airport is Juan Gualberto Gómez International Airport in Varadero. One of our drivers and or guides will be meeting you on arrival at the airport and whisk you to the hotel.
Havana
A driver will be waiting for you on arrival at Jose Martí International Airport in Havana and transfer you to your hotel. Because of the late arrival of most flights, there is no dinner on this evening. Overnight: Hotel Nacional, Havana
Viñales
After breakfast we have a bike fitting before setting off cycling through Havana. There is lots to see as we cycle through Miramar, Parque Metropolitano de la Habana, and Nuevo Vedado and Revolution Square. We continue through Vedado to the old town via Centro Habana. After lunch there is time to explore more of old Havana on your own before we transfer to Viñales late afternoon. This evening we dine at a farm overlooking town.
Distance: 25 km; 150 m gain
Transfer time: 2 hrs 30 mins
Viñales
Today we’ll have a scenic cycle through Viñales Valley and surrounding countryside. In the afternoon we’ll visit a tobacco farm and learn about Cuba’s most famous export – cigars!
Distance: 62 km; 630 m gain
Maria La Gorda
This morning we set off on a wonderful ride through a lesser visited region to the west of Viñales. Along the route we’ll stop to eat a picnic packed lunch, cycling to the small town of Guane where we’ll stop and load up the bikes on to the support vehicle. From here we’ll transfer (approx. 1.5 hours) to the western point of Cuba called Maria La Gorda.
Distance: 81 km; 600 m gain
Guanahacabibes National Park
We will offer an optional morning loop ride out to Playa Ancon, one of the most beautiful beaches in Cuba, stopping in the village of Casilda on the way back with additional mileage if you choose; there is also an option to trek, or should you prefer sailing, there may be an option to sail on a catamaran in the bay. Trinidad’s small scale makes it easy to explore and the many cafes, museums, handicraft markets and shops are perfect for browsing.
Distance: 25-40 km
Las Terrazas
This morning we’ll drive back along the Pinar del Rio highway with the Rosario Mountain Range to our left. Turning off in to the town of Soroa, we’ll saddle up and cycle a short but challenging ride to Las Terrazas. The ride starts with a climb before being rewarded with a downhill in to Las Terrazas community.
Distance: 42 km; 510 m gain
Havana
Today, we ride back to the outskirts of Havana and transfer to the hotel. We return to our accommodation on foot through the pedestrianized streets of the historic district. Tonight we go out for our final dinner in the old town.
Distance: 64 km; 360 m gain
Depart
Unless you are flying out early, this morning we will go on a walking tour of Old Havana. Havana is the finest surviving Spanish colonial city in the Americas and one of seven towns or “villas” founded by the Conquistador Diego Velazquez in the 16th century. Post-revolution restoration work and the millions of dollars invested since it was declared a UNESCO world heritage site in 1982 mean that Old Havana has been well-preserved and is often referred to as a “living museum”. The many marvellous monuments, cathedrals and palaces of the city’s historical centre are brought to life by a constant hustle and bustle and the unmistakable sound of Cuban son. After this morning’s tour it’s time to part ways and say Adios
They have been permitted in Cuba since 1997, which allow Cubans to rent out rooms in their houses to visitors, providing Cuban families with new sources of income. These are similar to B&B’s and represent a unique way to connect with locals.
Housed in a 1930’s structure overlooking the Malecon esplanade, celebrities like Frank Sinatra have stayed here, but the retro-glamour is faded. On the plus side, there is a breezy garden terrace and there is a swimming pool.
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