Tour introduction and overview of activities

  • Explore bewitching Viñales Valley
  • Stay in and visit historic Old Havana
  • Boat trip to captivating Cayo Levisa
  • Horseback riding in tropical nature
  • Snorkeling, plus optional scuba dives
  • Tour Cuba’s majestic Capitol building
  • Cruise around in 1950s convertibles
  • Tobacco plantation and organic farm
  • Zipline in the land of the mogotes
  • Bike around Havana neighborhoods
  • Foodies delight at best restaurants
  • Downtime to wander on your own

A special place on earth so exquisite it takes your breath away. Otherworldly. A stunning tropical paradise full of mythical landscapes and beguiling, warm waters. An enchanted musical secret island populated by kind effusive people who nourish your soul. So American, yet so exotic.

Nearly all-inclusive, this incredible Cuba encounter is for solo travelers, and families, and friends of all ages. We promise your escapades in Cuba from its capital to the countryside and back will satisfy generational whims.

During your Cuban holiday, you’ll experience the humble lives of rural Cubans, be a witness to their unspoiled environment, and the recipient of amazing good times.

This tour is for people who love the outdoors and desire to engage with vivacious Cubans while imbibing in their vibrant undulating culture.

Together with a small group of like-minded companions, you’ll enjoy tasty Cuban cuisine (most meals included). You’ll discover Havana in 1950s classic American convertibles, and journey to magical Guanahacabibes mountains sheltering Viñales Village where Cuba’s famed tobacco plants flourish and visit some of the most famous UNESCO World Heritage sites in our Americas.

You’ll traverse a Caribbean metropolis and small hamlets with miles of pristine hypnotic nature in between, all the time staying in comfortable, safe, clean accommodations.

You’ll walk, swim, hike, bike, sail, and snorkel across rivers, seas, forests, and parks. Level of exertion is flexible. This trip gets five-star rankings for healthy fun outdoorsy escapes.

Tour map

Cuba’s big! Its land mass is 42,426 square miles – about 80 percent the size of Alabama. Cuba is nearly as large as Louisiana, and larger than Tennessee, Virginia, Kentucky, South Carolina, Ohio or Indiana. Altogether it’s bigger than Connecticut, Massachusetts, New Hampshire, Rhode Island and Vermont combined.

Full tour itinerary

Day 1 • Saturday • Say hello to adventurous Cuba

  • Arrive at Havana’s José Martí International airport (HAV).
  • Enroute to your boutique accommodations savor the sights and sounds of one of the oldest and most stunning cities in the New World.
  • At your lodging, enjoy a welcome cocktail, freshen up, and get comfortable.
  • Group arrival dinner with your guide and tourmates.
  • Evening entertainment options: Groove to live jazz, relax in a lounge, or revel in a dicey dance show – all within walking distance of your lodging.

Day 2 • Sunday • Romancing Old Havana, old cars + castles

  • Greet the day with tasty breakfast at your boutique accommodations.
  • Time warp. We’ll cruise the ancient ruins of the iconic El Morro Castle and adjacent Cabaña Fortress in 1950s classic American convertibles. The fortresses are the oldest and most expansive Spanish colonial installations in Latin America. There are more functional US vintage autos in Cuba than in the United States.
  • We’ll visit the recently renovated Capitolio de La Habana, home to Cuba’s National Assembly. The imposing monument is reminiscent of the US Capitol but taller and less austere; chocked full of grand statuary, breathtaking ornamental details, and jaw-dropping art. The building supports the sixth-largest dome in the world – clad in 24 karat gold plated panels. You will learn all about this magnificent structure from staff who work at the Capitolio.
  • Guided walking tour of Old Havana. “In terms of beauty, only Venice and Paris surpassed Havana,” penned Ernest Hemingway. He was alluding to Havana’s incredible architecture, arts, and, of course, the joie de vivre the city’s engaging people. Old Havana’s four ancient plazas are full of color and personality, with a mix of palatial buildings, monuments, museums, galleries, churches, lively entertainment, restaurants, and bars. Together, the four plazas of Old Havana contain the most extensive collection of Spanish colonial-era architecture in Latin America. A UNESCO World Heritage Site, restoration and care of Old Havana’s wonders is the responsibility the Office of the Historian of Havana – Cuba Explorer’s island sponsor. We’ll visit Cathedral Square, the Square of Arms, San Francisco Square, and Plaza Vieja.
  • Lunch at El Rum Rum de la Havana private restaurant. In Cuba, eating establishments are full of rum (the vital ingredient for mojitos) and ‘rum rum’ (a Cuban term for gossip). Gossip we must, because El Rum Rum is the talk of Habana Vieja paying homage to seafood, Spanish gastronomy, cigars and throat-warming shots of the hard stuff.
  • Guided tour of the Museum of the Revolution, former opulent palace of Cuban dictator Fulgencio Batista. Learn the story of Cuba from colonial times to the present. Exhibits include the yacht Granma in which Fidel Castro and 81 rebel combatants returned to Cuba from exile in México in 1956 to launch the Revolution. You’ll see relics from the Bay of Pigs Invasion and the Cuban Missile Crisis. It tells a story not only of Cuba but for much of Latin America.
  • Return to your boutique accommodations to freshen up.
  • Group welcome dinner at the private restaurant Mojito Mojito. Ideally situated near Plaza Vieja, it’s friendly atmosphere, fantastic food, and terrific mojitos gives it a top ranking on TripAdvisor. International guests and Cubans love this place.

Day 3 • Monday • Viñales Valley, land of the gods

  • Greet the day with tasty breakfast at your boutique accommodations.
  • We’re off to voluptuous Viñales Valley, an idyllic mountaintop hamlet in the heart of Cuba’s celebrated tobacco-growing region. The village sits in the center of an expansive valley surrounded by stunning karst hill formations known locally as mogotes. Mogotes are irregularly shaped steep-sided hills that can rise a thousand feet, and have bases ranging from just a few hundred yards in diameter to more than a mile in width. In commendation, UNESCO lists exalted Viñales Valley’s natural wonders as a World Heritage Site.
  • We’ll hike the fields of Finca Agroecologica El Paraiso organic farm and learn how this family reclaimed a rocky mountainside to grow vegetables, herbs, and exotic fruit trees.
  • Lunch at an organic farm Finca Agroecologica El Paraiso. All of its menu selections are cooked up from organic farm-fresh local ingredients. “So incredibly delicious,” say many hundreds of TripAdvisor diners.
  • Visit a privately-owned small tobacco plantation that produces the rarified leaves for Cuban’s world-renowned cigars. We’ll meet the owners – the third generation of women – who operate the farm using horses and oxen. They’ll give a personal demonstration on how to craft hand-rolled Habano cigars.
  • Boat ride through the aquatic veins of Cueva del Indio [Indian cave]. Float on the underground river that runs through a vast limestone cavern. You’ll get bat’s eye view of mammoth-sized stalactites and stalagmites lining the interior of this mini-mountain karst formation, known as a mogote in Cuba. These camel-hump formations date back to the Upper Cretaceous era.
  • Check-in to your boutique accommodations in Viñales.
  • Time to relax and freshen up for an entertaining evening.
  • Dinner tonight at El Campesino Yuri y Nino private restaurant and guest house. Another occasion to savor the best of centuries-old Cuban cuisine comprised of indigenous ingredients.
  • How about taking in some Viñales nightlife? Your guide can suggest all the hot spots.

Day 4 • Tuesday • Cayo Levisa beach, tropical splendor

  • Greet the day with tasty breakfast at your boutique accommodations.
  • Cayo Levisa. Early morning escape to a tiny island rimmed with coconut trees and mangroves, home to endemic bird species. Sink your feet into the island’s smooth white sands, or venture into the warm waters to explore the pristine coral reefs. Enjoy snorkeling (included), or optional scuba diving. Essential: You must have a scuba certificate for this activity.
    Along Cayo Levisa’s two-and-a-half miles of beach, there are 21 diving spots. In the shallows, you’ll see sponges, rare black coral, and myriad species of tropical fish. The remains of Spanish galleons shipwrecked during the 17th and 18th centuries lie beyond the depths of the shore.
  • You’ll delight over a traditional criollo lunch during your captivating Cayo Levisa excursion.
  • Return to your boutique accommodations in Viñales, time to freshen up for the evening.
  • Dinner not included in tour cost – an occasion to sample the stellar private eateries and sample the variety of Cuba’s distinctive cuisines. We’ll provide suggestions for restaurants most popular with Cubans and our travelers.
  • Think about taking in some of Viñales local nightlife. Your guide can suggest venues.

Day 5 • Wednesday • Horseback riding and zipline thrills

  • Greet the day with tasty breakfast at your boutique accommodations.
  • Great fun required in few words: Time for horseback riding through the trails and paths of Viñales Valley.
  • Zipline perk! What more can we say about the exhilarating possibility of racing across a magical tropical valley on a narrow cable at many yards per second? Hold on to your britches.
  • Lunch at Balcón del Valle private restaurant. We chose this joint because it is a top choice of TripAdvisor fanatics, plus its panoramic view of UNESCO’s world natural global wonders inventory. You can expect tasty home cooking, family-style service, and breathtaking selfie views.
  • Return to your boutique accommodations in heavenly Havana.
  • Check-in, relax, and freshen up for the evening.
  • Dinner not included in tour cost. It’s an occasion to sample Havana’s stellar private eateries and sample the variety of the island’s distinctive cuisines. We’ll provide suggestions for restaurants most popular with Cubans and our travelers.
  • Don’t miss out on Havana’s nightlife. Your guide can suggest all the hot spots.

Day 6 • Thursday • Biking, connecting with Cubans, great food

  • Greet the day with tasty breakfast at your boutique accommodations.
  • Ecofriendly and refreshing. Experience hidden spots and gems as you cruise through streets less frequented. Experience the sights, bouquets, and sounds of Cuban life on a relaxing, guided bike ride. Light clothing, long sleeves, sunscreen, sunglasses, and a hat recommended.
  • Lunch at Iván Chef Justo private paladar. Occupying a 1766 colonial mansion, this eatery is near the Museum of the Revolution in Old Havana. Diners describe the food as world-class. All the ingredients are organic and sourced each morning at farmers markets. Its Mediterranean atmosphere is supplemented by live Cuban classical music.
  • The afternoon is yours to wander the city and get to know Cubans.
  • Farewell group dinner at the private restaurant Los Naranjos. In the heart of Vedado in an expansive 1930s mansion, its Chef, Ernesto, specializes in fusion style dishes combining Cuban, Italian and Spanish themes. Los Naranjos’ ambiance is fun and light, its food delectable, authentic and fresh, and staff upbeat and attentive. It’s a favorite among TripAdvisor diners.
  • Evening entertainment suggestions: Fábrica de Arte, Zorra y Cuervo, Tropicana, Buena Vista, or salsa lessons. Your guide helps with all reservations and arrangements.

Day 7 • Friday • Farewell Cuba. For now.

  • Greet the day with tasty breakfast at your boutique accommodations.
  • Transfer to José Martí International airport (HAV) for flights home.
  • We’ll miss you and hope you will return soon. In Cuba, we say, “A true friend remembers the song in your heart when you have forgotten the lyrics.”
  • Want to extend your Cuba stay? We’ll gladly assist. Just ask us!
While in Cuba, our attentive island team ensures your trip is magical and memorable.

Costs, dates, book now

Tour cost based on double room occupancy (sharing a double room during tour). Cost of a single room for duration of tour is $350.

Tour date Cost Comments Availability
Nov 2 to Nov 8, 2019
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$ 2899
Sold Out
Nov 16 to Nov 22, 2019
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$ 2899 $ 1949
A couple spots open
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Dec 7 to Dec 13, 2019
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$ 2899
Sold Out
Dec 21 to Dec 27, 2019
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$ 2899 $ 2299
Space for two more
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Jan 4 to Jan 10, 2020
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$ 2899
Sold Out
Jan 18 to Jan 24, 2020
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$ 2899 $ 1999
Closes in a few days
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Feb 1 to Feb 7, 2020
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$ 2899
Sold Out
Feb 15 to Feb 21, 2020
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$ 2899 $ 2099
Filling up fast
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Mar 7 to Mar 13, 2020
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$ 2899 $ 2099
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Mar 21 to Mar 27, 2020
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$ 2899 $ 2099
Filling up fast
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Apr 4 to Apr 10, 2020
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$ 2899
Sold Out
Apr 18 to Apr 24, 2020
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$ 2899 $ 2099
This date is popular
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Included in Cuba tour package cost

Tour meals at your hotel and at fine restaurants
Day1234567
Breakfast
Lunch
Dinner
  • Small group size – ten guests or fewer
  • Certificate of Legal Cuba Travel ensuring compliance with US regulations
  • Flexible tour payment options, you decide payment schedule
  • Knowledgeable, fun, attentive Cuban guides from arrival to departure
  • Quality accommodations as listed in this itinerary
  • Air-conditioned transport, professional chauffeur, and bottled water daily
  • Airport-accommodation transfers on tour start and end days
  • All activities and fees listed unless noted as optional or suggested
  • Emergency telephone and internet access from Cuba to America
  • Cash advances for participants caught short of funds in Cuba
  • Ongoing support from our US and Cuban staff before, during and after travel
  • Participants become Club Cubano alumni and receive future tour discounts

Not included