Cuba creates legends and brims with folklore. Daily items like a rolled cigar, a glass of rum spiked with sugarcane juice, a classic, vibrant car all become something more—gather an almost-mythical appearence and a story that remained in the consciousness of America even when Cuba doors remained closed. With its vivid appearance, tranquilizing music, and mesmorizing landscapes, it’s no surprise that Graham Green, Hemingway, Churchill and Sinatra—all legends in their deserved right—were drawn to Cuba.

Join us for our new Cuba Bike West tour and experience for yourself why this country is both breathtaking and legendary. Journey through spirited Havana's streets paved in revolution. Peddle amongst fields of verdent green tobacco plants where rustling leaves create harmony with the haunting sounds of vagueros. Stand outside of caves whose eroded faces tell tales of previous indigenous tenants hiding from invaders. Gander at towering walls of limestone in Valle de Viñales. Cycle down beaches of white sand, past crumbling, luxurious buildings, and through deep, green biospheres on a trip that may leave you speechless just as easily as it turns you into a storyteller.

Our gay tour through western Cuba takes you down a less-traveled tourist track and onto roads where the history of Cuba may not have been created, but where it was lived daily. It reveals to you Cuba’s faithful resource, its true legend: its people.


  • Bienvenidos a Cuba!
    Day 1
    Bienvenidos a Cuba!
    Most flights into Cuba arrive in Havana around mid-morning. We'll meet with our Cycling Leader and transfer to our hotel. After we've checking in, we’ll head to lunch at a privately owned restaurant known as a paladar, where we are submerged into Cuban culture by enjoying its cuisine with a Caribbean flair. After a delicious lunch, we take on the city with a walking tour. A highlight of our afternoon is Habana Vieja, or Colonial/Old Habana. It’s a bustling downtown where a tumultuous history is present in every plaza and the active streets lend us a vision of Cuba’s future. Unlike many other colonial city-centers throughout the island that have tapped in its past, Habana Vieja seems to appear very much living in its present. After a day brimming with the exploration of Havana Vieja’s many sights, we make our way to another local paladar to sit down for dinner. Tonight we can hit the town and dive into Havana’s music scene. 1 x Lunch
    1 x Dinner
  • Cycle Havana to Las Terrazas (30 mi)
    Day 2
    Cycle Havana to Las Terrazas (30 mi)
    We wake early and drive out of the urban sprawl toward San Antonio de Los Baños. Our tranquil Cuba cycling excursion takes us southwest past Vereda, Caimito, Guayabal and Cayajabos. We’ll stop to sample some of this region's famous crop, learn about Cuba’s agriculture, the people who manage these resources and the role of cooperatives in the market in the economy. Our trail ends in Las Terrazas, a UNESCO protected biosphere that was created originally as part of Castro’s 1968 reforestation proposal. What was once an over-logged area since the enterprising days of Spanish conquistadors and coffee plantations, is now a verdant paradise for over 117 bird species. Later, we head to our accommodations for the night. Hotel Moka embodies the spirit of Las Terrazas with its 100-year-old rain tree forcing its way up through the lobby’s rooftop and a teak tree backdrop . Enjoy the sultry evening air as well as a delectable dinner. 1 x Breakfast
    1 x Lunch
  • Cycle Las Terrazas to Viñales (41 mi)
    Day 3
    Cycle Las Terrazas to Viñales (41 mi)
    Today we ride down rough and winding roads through some of Cuba’s lushest landscapes. We make our way early and cycle through La Sierra del Rosario Biosphere Reserve. Keep an eye open for some incredible rock formations jutting from the earth. Our path takes us to Bahía Honda, where we stop for a bite of lunch, and through several beautiful towns such as Cabañas, Palma Rubia, and La Palma as we head to Viñales. We break at La Palma, where we are picked up and brought to Viñales, a region surrounded by the pine-covered hills of the Sierra de los Órganos. Valley de Viñales has a magical appearance with its stocky limestone mogotes abruptly appearing from flat plains and labyrinths of caves tucked secretly away. We'll have drinks and dinner together tonight. 1 x Breakfast
    1 x Lunch
    1 x Dinner
  • Explore Puerto Esperanza and Viñales (19 mi)
    Day 4
    Explore Puerto Esperanza and Viñales (19 mi)
    We'll enjoy a hearty breakfast before hopping on our bikes to explore more of the sprawling landscape. As we make our way toward the northern coast and Puerto Esperanza, we pedal through plantations of bright green tobacco leaves and through rural villages. We land in the Puerto Esperanza around lunchtime, a fishing village that serves as a primary port for Viñales. Expansive mango trees said to have been planted in the 1800s surround the entry road to town. We grab lunch before getting picked up and transferred back inland to our Viñales lodgings. From there we have the opportunity to visit a nearby organic farm to walk one of the many trails. Later, we enjoy another authentic Cuban dinner and fresh ingredients. 1 x Breakfast
    1 x Lunch
    1 x Dinner
  • Bike Viñales to Pinar del Río (31 mi)
    Day 5
    Bike Viñales to Pinar del Río (31 mi)
    We make our way to Puente de Cabezas, a rural town surrounded by rows of green fields. Today our bikes take us on a ride of breathtaking views down the San Carlos Valley. Limestone bluffs topped in foliage look over remote huts and rusty tobacco fields. With the smooth road unwinding before you, we can soak in the bucolic scenery as we pedal along. Our journey takes us to Cuba’s tobacco mecca San Juan y Martínez, where some of the country’s finest tobacco leaves are produced by the abundant rainfall. We'll visit the Alejandro Robaina Tobacco Planation. Though the fields (known as vegas) have been producing quality tobacco since 1845, it took until the 1990s for the Vegas Robaina cigars to launch to international acclaim. Explore the grounds and gain insight into the process of cigar production from sprouting plant to fragrantly wrapped and rolled treat. We hop back on our bikes and ride northeast to Pinar del Río. The city lives up to its name as pines litter its river banks. We'll have time to check into the hotel and freshen up before regrouping for dinner at a local restaurant. 1 x Breakfast
    1 x Lunch
    1 x Dinner
  • Bike Pinar del Río to San Diego de los Banos (31 mi)
    Day 6
    Bike Pinar del Río to San Diego de los Banos (31 mi)
    As we continue to journey northeast through rural Cuba, our bikes take us along the La Carretera Central highway passing through Herradura, Capilla, and Paseo Real de San Diego until we end in Fierro. En route, we enjoy a picnic at a scenic spot. Our afternoon takes us back to Havana where we'll enjoy dinner together and explore the scenic city at night! 1 x Breakfast
    1 x Lunch
    1 x Dinner
  • Havana
    Day 7
    This morning we'll drive a short distance to Jaimanitas, stepping into a fantasy world created by artist José Rodriguez Fuster. Tour museums and factories to learn about Cuba’s artistic and manufacturing culture. Visit the Museo de Ernesto Hemingway located in his former home at Finca Vigía. This tour is paired with a visit to one of Havana’s premier cigar factories where we see how cigars are produced en mass and see into the future of all the tobacco plots we passed by on our Cuban cycling journey. Our other option for the day is to tour the city both on bike and on foot. Walk along the Malecón, journey down the narrow streets of Habana Vieja, and visit Plaza de la Revolución and wonder at the palpable presence of Cuba’s revolutionary heroes at your leisure. We finish our day together with a final dinner of Cuban classics and authentic dishes with a Havana flair. Enjoy the salsa-filled nightlife of Havana before returning to the hotel to rest up for tomorrow’s flight! 1 x Breakfast
    1 x Dinner
  • Adios Havana!
    Day 8
    Adios Havana!
    We rise early and enjoy a final Cuban breakfast before heading to the airport for our flight to Miami. Plan your flights from Miami to home in the evening, in order to account for extra time clearing customs at the Miami International Airport. 1 x Breakfast
  • Important Notes
  • Included
  • Destinations

Important Notes

Note: Details File
This tour is subject to strict cancellation policies that may differ from our other group tours.

Details will be provided in writing. For this tour, we strongly recommend purchasing Trip Cancellation and Interruption Insurance to protect your investment in the event of an unforeseen cancellation.

What’s Included

Airport/Hotel transfers within Cuba; Chartered round-trip flight between Miami and Havana; Comfortable accommodations for 9 nights (1 night in Miami + 8 nights in Cuba); All breakfasts, 7 lunches, 7 dinners with alcoholic beverages at welcome and farewell dinners; Bicycle rental; All activities, entrance fees, and transportation as described. This tour may include complimentary Cuban Medical Insurance, pending requirements as regulations evolve.

What’s NOT Included

Airfare to and from Miami; 1 dinner in Miami; Personal items including: alcoholic beverages, snacks, laundry, telephone calls; and Gratuities for Local Cycling guide(s) and HE Travel host.

Tour Destinations


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