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.
 
 

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

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

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
 

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
 

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.
 

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!

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