Tour introduction and overview of activities

  • Hot Buena Vista Social Club live show
  • See Fusterlandia, Cuba’s Disneyland
  • Cruise in 1950s classic American cars
  • Visit Ernest Hemingway’s Cuban home
  • Dine in five-star eateries in Havana
  • Cuban history and music first-hand
  • Walk Old Havana World Heritage sites
  • Explore the secrets of making rum
  • Drop dead shopping opportunities
  • Action-packed VIP treatment and care

Come to Cuba now. Legally experience the wild sensual island forbidden to US citizens since 1960. Imbibe in the exotic tastes, sights, sounds, and aromas that have captivated conquistadors, adventurers, pirates, and Americans since the discovery of the New World.

Witness Havana’s ancient eclectic architecture. Fool around in pulsating Afrocuban and Latin music venues. Romance Cuba’s stunning, otherworldly art. Reward your palate with authentic Cuban cuisine, beer, and rum, and perhaps toke on the world’s best cigars.

In contrast to the lifeless Soviet satellites of bygone times, Cuba is an explosion of light, color, intellect, music, vitality, and vigor. You’ll be part of it. You’ll revel in it.

Meet a people eager to engage with their long lost American cousins. They’ll welcome you into their lives and homes in the metropolis they call La Habana. They are so happy Obama helped make us friends again. Celebrate this historic reunion. Team Cuba Explore is here for you to make it happen.

Imagine a nation still pristine and innocent – where strip malls, billboards, neon lights, McDonald, and Starbucks are absent. One-in-ten cars are more than 60 years old — Cuba’s like a time machine with the dial set to the 1950s.

You’ll sample and savor it all during your weekend fling in Havana. Play around and let your hair down in the Pearl of the Caribbean. You deserve it, especially now that every American can come to Cuba legally.

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.

Day 1 – Friday :: Catching Cuba fever!

  • 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 welcome dinner with your guide and tourmates at the award-winning private five-star Restaurante Mediterráneo Havana. An open menu selection features southern European haute cuisine. All ingredients are fresh from the farm and sea.
  • Meet the musicians of the renowned Buena Vista Social Club, and enjoy a performance of their world-renowned pre-Revolution symphonic s that have tilted the world music scene since 1996.

Day 2 – Saturday :: Romancing Old Havana + Hemingway farm

  • Greet the day with tasty breakfast at your boutique accommodations.
  • Hola, La Habana Vieja. “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 assigned to the Office of the Historian of Havana – Cuba Explorer’s island sponsor.
  • You’ll witness Cathedral Square, the most beautiful 18th-century colonial plaza in Latin America. Its centerpiece is the baroque masterpiece Catedral de San Cristóbal de La Habana was erected in 1748 by the Jesuit order.
  • Next, we’ll visit Plaza de Armas [Square of Arms], an ancient military parade ground for Spanish soldiers, surrounded by such impressive buildings as Palacio de los Capitanes Generales, the former seat of colonial government. Today the edifice, dating from 1776, houses the Museum of the City.
  • We will continue onto San Francisco Square, one of the oldest plazas in the historical quarter. The plaza is christened after the magnificent Iglesia y Monasterio de San Francisco de Asís; its construction began in 1608. The basilica is another striking example of Cuban baroque architecture.
  • And, finally, we’ll visit Plaza Vieja, the only civic square of colonial times. In contrast to the churches and government buildings of the other plazas, only opulent aristocratic 17th-century mansions surround the ‘Old Square.’
  • Time flies when you’re having rum! Cuba’s golden elixir spans nearly five hundred years of brewing. You’ll learn the fascinating history and art of distillation of the island’s (and Hemingway’s) most popular spirit. The Havana Club Museum of Rum opened in the year 2000 within a grand private palace. It houses incredible artifacts used in the rum-making process, as well as an expansive Rum inventory, and a chance to sample this liquid ambrosia.
  • Now we explore Havana’s famed arts, and crafts mall know as Centro Cultural Antiguos Almacenes de Depósito San José. This marvelous restoration of dilapidate dock warehouse has resulted in a gigantic market exhibiting the wares of hundreds of Cuban artists and craftspersons. An authentic Cuban shopping experience!
  • Lunch is served at the private restaurant Mojito-Mojito. Ideally situated in Plaza Vieja, its friendly staff, quaint atmosphere, and delicious food ranks it tops on TripAdvisor. The restaurant’s slogan, “A single mojito is not enough.” We agree.
  • Now we’re off to visit Finca Vigía [Lookout Farm] where literary bard Ernest Hemingway spent twenty-one of his most productive years becoming a titan of English literature. Claimed by both the United States and Cuba as their native son, it was Hemingway himself who declared the island to be his true home. His house remains just as it was when lived in it. You’ll see his eclectic personal objects, thousands of books, manuscripts, and photographs, as well as some animal trophies, bagged on his frequent safaris.
  • Return to your boutique accommodations to freshen up.
  • We have a special dinner arranged for you at Ajiaco paladar. It’s TripAdvisor’s highest-rated restaurant for genuine Cuba food. Off the beaten path in the sleepy romantic coastal fishing village of Cojímar – the setting for Ernest Hemingway’s “The Old Man and the Sea," Ajiaco is noted for fantastic service, atmosphere, and scrumptilicious traditional Cuba cuisine. Local organic gardens supply all of Ajiaco's menu ingredients. The result is every dish exudes delightfully fresh aromatic flavors you’ll never forget.
  • Behold a most dramatic ceremony – El Cañonazo – the Firing of the 9 PM Cannon at the magnificent Fortress of San Carlos de la Cabaña. Its construction began in the 16th-century. Later, Ché Guevara established his headquarters in its vaults after the 1959 Revolution. El Cañonazo is an enchanting reenactment dating back to 1519 when the city of Havana was enclosed by a tall, thick rock wall to ward off attacks from pirates and the English. The firing of the 9 PM cannon signaled the closing of the city gates each evening. If you were outside at the time, you were in “vedado” or the forbidden zone. Today Vedado is the cultural hub of upper-crust modern Havana.

Day 3 – Sunday :: Cuban music, art + 1950s American cars

  • Greet the day with tasty breakfast at your boutique accommodations.
  • Shake it up! Private music lessons and one-on-one time with virtuoso musician Alberto Faya. You’ll learn all the essentials of Cuban rhythms. And, you can ask any question imaginable about life in Cuba today. Don’t be shy.
  • Arts and dining tour highlight. We’ll feast on a delicious lunch hosted by José Fúster, one of Cuba’s most important ceramists and painters, at his whimsical home studio in Jaimanitas, just outside of Havana. Fúster is known as the Picasso of the Caribbean, and his work is acclaimed internationally. His artistic mission is the rehabilitation and decoration of the village of Jaimanitas where he lives. Fúster, together with local youth, has mosaiced over 80 houses with ornate murals to suit the personality of each neighbor. Nowadays, Fúster’s art is a cherished part of Cuban culture. His masterpieces join the ranks of Gaudi in Barcelona and Brancusi in the Romanian city of Targu Jiu. Fúster funds his community project through the sale of his paintings and ceramics.
  • Get ready for an American vintage cars tour of Havana. Hail back to picture postcard days of the 1950s. You will tool the most important sites of Havana in classic US automobiles lovingly restored and maintained by their owners.
  • Return to your boutique accommodations to freshen up.
  • Farewell group dinner. In the heart of Vedado, set in an elegant mansion is one of Havana’s best restaurants, El Atelier. Its menu changes daily at the chef’s discretion based on the availability of fresh produce. Aside from El Atelier’s selection of to-die-for dishes, and excellent service, the atmosphere is worth the visit if only for a cocktail and the view. El Atelier has been among the city’s best eateries for years with Cubans and foreign guests. President Obama, First Lady Michelle, and daughters Malia and Sasha dined at El Atelier in 2016.
  • Evening entertainment suggestion. Shake your booty to the best Afrojazz, Cubajazz, and Sonjazz at Club La Zorra y El Cuervo [The Fox and the Raven] featuring astonishing performances by up and coming island ensembles. It’s a popular haunt for Cubans and foreign visitors alike.

Day 4 – Monday :: Say goodbye to 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.

Tour cost based on double room occupancy (sharing a double room during tour). Cost of a single room for duration of tour is $150.

Tour date Cost Comments Availability
Oct 23 to Oct 26, 2020 $ 1399Sold Out
Oct 30 to Nov 2, 2020 $ 1559Sold Out
Nov 6 to Nov 9, 2020 $ 1559Sold Out
Nov 13 to Nov 16, 2020 $ 1559Sold Out
Nov 20 to Nov 23, 2020 $ 1559Sold Out
Nov 27 to Nov 30, 2020 $ 1559Sold Out
Dec 4 to Dec 7, 2020 $ 1459
Two rooms remain
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Dec 11 to Dec 14, 2020 $ 1459
Space for two more
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Dec 18 to Dec 21, 2020 $ 1459
A couple spots open
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Dec 25 to Dec 28, 2020 $ 1549
Just one room left
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Jan 1 to Jan 4, 2021 $ 1549
A couple spots open
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Jan 8 to Jan 11, 2021 $ 1459
Open for several days
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Jan 15 to Jan 18, 2021 $ 1589
Space for two more
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Jan 22 to Jan 25, 2021 $ 1589
Filling up fast
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Jan 29 to Feb 1, 2021 $ 1399
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Feb 5 to Feb 8, 2021 $ 1399
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Feb 12 to Feb 15, 2021 $ 1399
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Feb 19 to Feb 22, 2021 $ 1399
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Feb 26 to Mar 1, 2021 $ 1399
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Mar 5 to Mar 8, 2021 $ 1399
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Mar 12 to Mar 15, 2021 $ 1399
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Mar 19 to Mar 22, 2021 $ 1399
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Mar 26 to Mar 29, 2021 $ 1399
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Apr 2 to Apr 5, 2021 $ 1459
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Apr 9 to Apr 12, 2021 $ 1459
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Apr 16 to Apr 19, 2021 $ 1459
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Apr 23 to Apr 26, 2021 $ 1459
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Apr 30 to May 3, 2021 $ 1399
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May 7 to May 10, 2021 $ 1399
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May 14 to May 17, 2021 $ 1399
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May 21 to May 24, 2021 $ 1399
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May 28 to May 31, 2021 $ 1399Book now
Jun 4 to Jun 7, 2021 $ 1399Book now
Jun 11 to Jun 14, 2021 $ 1399Book now
Jun 18 to Jun 21, 2021 $ 1399Book now
Jun 25 to Jun 28, 2021 $ 1399Book now
Jul 2 to Jul 5, 2021 $ 1399Book now
Jul 9 to Jul 12, 2021 $ 1399Book now
Jul 16 to Jul 19, 2021 $ 1399Book now
Jul 23 to Jul 26, 2021 $ 1399Book now
Jul 30 to Aug 2, 2021 $ 1399Book now
Aug 6 to Aug 9, 2021 $ 1399Book now
Aug 13 to Aug 16, 2021 $ 1399Book now
Aug 20 to Aug 23, 2021 $ 1399Book now
Aug 27 to Aug 30, 2021 $ 1399Book now
Sep 3 to Sep 6, 2021 $ 1399Book now
Sep 10 to Sep 13, 2021 $ 1399Book now
Sep 17 to Sep 20, 2021 $ 1399Book now
Sep 24 to Sep 27, 2021 $ 1399Book now
Oct 1 to Oct 4, 2021 $ 1399Book now
Oct 8 to Oct 11, 2021 $ 1399Book now
Oct 15 to Oct 18, 2021 $ 1399Book now
Oct 22 to Oct 25, 2021 $ 1399Book now
Tour meals at your hotel and at fine restaurants
  • Cuban Tourist Visa and delivery, up to a $100 value
  • Certificate of Legal Cuba Travel ensuring compliance with US regulations
  • Small group size – ten guests or fewer
  • Knowledgeable, fun, attentive Cuban guides from arrival to departure
  • Flexible tour payment options, you decide payment schedule
  • 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