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Immerse yourself in Cuba’s vibrant cities, tropical landscapes and natural friendly charm with an 8 or 9-day cruise from Montego Bay to Havana.

On an island that is more open to visitors than in recent memory, there’s never been a better time to explore the irrepressible energy and Latin heat of major destinations like Havana and Santiago de Cuba, as well the more untouched ports-of-call of Casilda and Cienfuegos. With Jamaica offering an extra touch of spice, these voyages have been meticulously designed to provide a fully engaging journey into the culture, history and landscape of Cuba, rather than just a fleeting glimpse.

Cuba Experience II Itinerary

The 9-day itinerary for this cultural sailing departs on January 19, 2018 and features an additional day in Cienfeugos. The 8-day itinerary (as outlined below) sails on March 2, 2018.

DAY 1: Fly to MONTEGO BAY Jamaica Transfer to Aegean Odyssey | DAY 2: SANTIAGO DE CUBA Cuba (Full day sightseeing) | DAY 3: Cruising the Caribbean Sea | DAY 4: CASILDA Cuba (Full day excursion to colonial Trinidad) | DAY 5:  CIENFUEGOS Cuba (Punta Gorda and Botanical Gardens) | DAY 6: Cruising the Caribbean Sea | DAY 7: HAVANA Cuba (Old Town Havana) overnight | DAY 8: HAVANA Cuba Disembark Aegean Odyssey and transfer to airport for flight home.

You can also extend your Cuba Experience by adding a 2-or-3-night pre cruise hotel stay in Montego Bay to your itinerary. The Sandals Inn charming seafront resort will be your home from home, giving you time to explore the area at your leisure. Free shuttle bus connections to nearby Sandals Montego Bay or Sandals Royal Caribbean Resort will also allow you complimentary use of their facilities as you explore the island.

If you have any questions about this itinerary or current availability, you can call our team on 1 877 398 1460 or Contact Us online and someone will get back to you.

Why Choose Cuba?

The below is just a small sample of what you can expect on one of our dedicated Cuba sailings. For a full people-to-people program overview, please request a FREE copy of our Caribbean and Cuba brochure.

Havana – We will be offering a wealth of opportunities to interact with the people of La Habana Vieja (Old Havana) including a visit to one of three community arts projects, Muraleando, Kcho or Arte Corte, to learn more about how these voluntary organizations help the people of the city come together. For more traditional, cultural sightseeing, there’s a walking tour between four of Havana’s grand squares: The Plaza de San Francisco de Asis, which is notable for its 19th-century fountain; the Plaza Vieja, with excellent examples of traditional Cuban townhouses; the Plaza de Armas, where the Spanish governor originally resided; and the plaza of the 18th-century Baroque Roman Catholic cathedral.

Santiago de Cuba – The proximity of Cuba’s second largest city to the island of Jamaica has infused it with a distinctly Caribbean spirit, but there’s an eclectic assortment of architectural influences here as well, from the oldest house on the island, built by the conquistador Diego Velazquez, to the imposing El Morro castle and the colonial casas of Parque Cespedes, where the city was founded in 1515. As part of your “people-to-people” experience you will also visit the Casa del Caribe to meet with local practitioners of the Santeria religion, then witness the changing of the guard at Santa Ifigenia Cemetery, where several notable Cubans are buried, including Fidel Castro, Emilio Bacardi, and the poet and national hero Jose Marti.

Casilda (Trinidad) – It’s easy to see why Trinidad has been called “the museum city of Cuba.” From its sprawling palaces and plazas to its remnants of sugar mills, this meticulously-preserved UNESCO World Heritage Site offers a window into the past, as you will see during a walking tour around its Spanish colonial highlights ending in the Plaza Mayor, where you may also enjoy a refreshing cocktail at the famous 17thcentury bar La Canchancharra. As part of your “people-2-people” experience here, you will also be able to enjoy a guided tour of the Museo Romantico, then meet with the local artist, Lazaro Niebla, who hand carves portraits out of reclaimed wood (or visit the Crochet Project).

Cienfuegos – Cienfuegos has long seduced travelers with its elegance, French influence and Caribbean panache. Founded in 1819, this is one of Cuba’s most architecturally interesting towns, which in 2005 became a UNESCO World Heritage Site. To the east of the city, the Botanical Gardens has cultivated over two thousand species of tropical plants and at least forty species of palms. Established by the American planter Edwin Atkins in the early 1900s, these gardens have a long-standing connection with Harvard University, as you will discover during a tour here. Then drive to the Punta Gorda peninsular, where the Palacio del Valle is an outrageous architectural gem dating from 1917 that is reminiscent of Spanish-Moorish buildings.