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Bicycle on Cuban street

Cuba Cycling Tour

Quintessential Cuba - Example 8 Day Tour
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Cuba creates legends and imbues folklore. Everyday items such as a rolled cigar, a glass of rum spiked with sugarcane juice, a colorful classic car become more—gain a near-mythical status and a story that endured in the American consciousness even when Cuba’s doors were closed. Join this Cuba cycling tour and see for yourself why Cuba is not only breathtaking, but legendary. Explore vivacious Havana and its streets paved in revolution. Pedal through spring green fields of tobacco plants where the haunting sounds of vagueros harmonize with the rustling leaves. Stand in front of caves whose eroded faces tell stories of former indigenous inhabitants hiding from invaders or towering walls of limestone in Valle de Viñales. Cycle along white-sand beaches, by crumbling but lavish buildings, and through verdant biospheres on a trip that might leave you speechless even as it turns you into a storyteller.
Vinales Valley, CubaFarmer harvests his crop in CubaSoroa waterfall, Pinar del Rio, CubaBicycle on Cuban street
  • Cycle through western Cuba, and see the many sites
  • Visit the Museo de Ernesto Hemingway, his former home at Finca Vigía
  • Ride through Cuba's tobacco mecca, San Juan y Martínez
  • Explore Havana on foot while enjoying the art of José Rodriguez Fuster
Places Visited
Trip Type:
  • Small Group
Activity Level: Relaxed

Full Itinerary

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Day 1: Arrive in Havana

  • 1 Lunch, 1 Dinner
Arrive at the Jose Marti International Airport in Havana, Cuba. Meet your tour leader and local guide before heading to a local paladar restaurant to meet fellow travelers and taste the local cuisine. Spend the afternooon on a walking tour of iconic Habana Vieja (Old Havana), exploring its Spanish colonial architecture, lively plazas, and vibrant culture. Savor dinner at another paladar restaurant and then enjoy an evening of live Cuban music.

Day 2: Cycle Havana to Las Terrazas

  • Hotel
  • 1 Breakfast, 1 Lunch, 1 Dinner
Have an early breakfast at your hotel and then transfer to San Antonio de Los Baños, home to the Museo del Humor, partly founded by Colombian author Gabriel García Márquez. Your cycling adventure begins with a ride through the rural Artemisa Province, an agricultural region. On your way to Las Terrazas, pass through the towns of Vereda, Caimito, Guayabal, and Cayajabos. Pause for a People-to-People experience with a local manager to learn about the role of cooperatives in the Cuban market and sample their fruit. 
Reach the UNESCO biosphere reserve of Las Terrazas, habitat for more than 117 bird species including the endemic tocororo and zorzal. Walk along its trails and perhaps visit a local artisan workshop. Overnight and enjoy dinner at the iconic Hotel Moka, unique for its 100-year-old tree in the lobby.
Biking Distance: 50km/31.2m

Day 3: Cycle Las Terrazas to Viñales

  • 1 Breakfast, 1 Lunch, 1 Dinner
Today pedal through some of the most picturesque landscapes of Western Cuba. Ride through La Sierra del Rosario Biosphere Reserve, a species-rich mountain range with unique rock formations. Lunch is in Bahia Honda. Continue your ride through the towns of Cabañas, Palma Rubia, and La Palma. Transfer by bus to Viñales, where you can admire the dramatic Valle de Viñales with its limestone cliffs, numerous caves, and lush landscape. Tonight dine and relax at your hotel, Casa Particular.

Biking Distance: 65km/40.6m

Day 4: Explore Puerto Esperanza and Viñales

  • 1 Breakfast, 1 Lunch, 1 Dinner
Today's route winds through tobacco plantations, rural villages, and authentic landscapes. Enjoy lunch in a seaside restaurant in Puerto Esperanza, a fishing village with 19th-century mango trees and sleepy streets reminiscent of the past. After lunch you are transferred back to your accommodations in Viñales.

Refuel from your cycling with an afternoon spent exploring the spectacular Valle de Viñales. Hike along the vertical mogotes (rounded limestone hills) or travel to a local organic farm, where you can meet the residents and learn about their lifestyle. Tonight be treated to an authentic dinner made from locally-sourced ingredients.

Biking Distance: 30km/18.6m

Day 5: Bike Viñales to Pinar del Río

  • Hotel
  • 1 Breakfast, 1 Lunch, 1 Dinner
This morning transfer to the small town of Puente de Cabezas and then travel on through the tobacco fields and limestone bluffs of the San Carlos Valley, enjoying a picnic box lunch along the way. Pass through San Juan y Martínez, producer of some of Cuba's finest tobacco, and tour the Alejandro Robaina Tobacco Plantation. Learn about the process of quality cigar-making from start to finish as you visit this plantation in operation since 1845.

Ride on to Pinar del Río, a city lined with pines and neoclassical architecture. Check into the Pinar del Río Hotel and enjoy dinner at a local restaurant.

Biking Distance: 75km/46.8m

Day 6: Bike Pinar del Río to San Diego de Los Banos | Havana

  • 1 Breakfast, 1 Lunch, 1 Dinner
Continue your travels through rural Cuba as your cycle today take you along the La Carretera Central highway passing through Herradura, Capilla, and Paseo Real de San Diego until you arrive in Fierro. Enjoy a picnic at a scenic spot en route and have the opportunity for a People-to-People interaction with local beekeepers.  Other surprises await as you discover and learn from local Cubans you meet along the way.

After your ride, board your bus and head into Havana for the night.  After getting settled into your hotel, dine of one of the city’s fine paladars and for those who wish, there’s plenty of music to explore later in the evening.

Biking Distance: 31.8 miles
Elevation: +1175/-1122 ft.

Day 7: Havana

  • 1 Breakfast, 1 Lunch, 1 Dinner
Today is a day on foot as you explore Havana.  In the morning, drive a short distance west to Jaimanitas where you'll find the fantasy-world of artist José Rodriguez Fuster. Fuster took the streets of the formerly average town and shaped it into a widespread art exhibition Picasso would have felt at home in. Walk through Fusterlandia and witness the incredible world where roofs, doorways, benches, and city blocks become expressions of the artist and iconic Cuban images.
Driving east back through Miramar, you'll see leafy suburbs where embassies line the streets, and upscale Havana plays. Your next stop is the Museo de Ernesto Hemingway located in his former home at Finca Vigía. With a local guide, tour the restored facilities to gain insight the life and mind of Cuba’s favorite literary expatriate. Afterward, you'll visit the seaside hamlet of Cojimar where Hemingway kept his boat, Pilar, and find a couple of excellent paladars to choose from for lunch. 

In the afternoon you'll have time to explore more of old Havana on foot.  Walk along the Malecón, amble along the narrow streets of Habana Vieja, and if you wish, visit one of several excellent museums in the city.  It’s an immersive day of architecture, history, and the ever-evolving Cuban culture as you follow the labyrinthine paths of Havana’s history.

Late in the day, start your final night out on the town. Explore the city as night falls as Cubans do—in classic cars that haven’t lost their 1950s glamour—before making your way to a paladar for dinner. Enjoy Havana’s salsa-filled nightlife before returning to the hotel to rest up for tomorrow’s flight!

Day 8: Depart Havana

  • 1 Breakfast
Have an early breakfast before transferring to Jose Marti International Airport for your flight home.


Hotel Pinar del Rio

External view of the Hotel Pinar del Rio
External view of the Hotel Pinar del Rio
Restaurant at the Hotel Pinar del Rio

Hotel Moka

External view of the Hotel La Moka
A tree inside the Hotel La Moka
Interior view of the Hotel La Moka

Dates & Prices

My Preferred Start Date

Per person starting at
$3,885 4+ travelers


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Rates based on group of 2 in double occupancy.
  • 7 Breakfasts, 7 Lunches, 7 Dinners
  • 7 Nights Accommodations
  • Accommodations as listed
  • Meals as listed
  • Ground transportation as listed
  • Professional, bilingual guide service as listed
  • Excursions and activities as listed
  • Gear Rental: Bikes & Helmets
  • Gratuities
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • International Flights
  • Airport Departure Tax - $25 CUC payable in cash


When to Go

Good to ideal period to travel, and many people choose to visit at this time.


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Our guide and driver were very good with their knowledge and were very helpful with our questions. It was a very pleasant visit that would have been impossible to do on our own. Hotels and restaurants were fantastic. The special places we got to go to, like the kitchens, were great. Enjoyed the entire trip!
Meyer Smolen
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