Oceania’s Cuba Sailings: 20 Journeys to Choose From

Image Courtesy of Oceania Cruises

In addition to the sailings listed below, Oceania Cruises recently added six Journeys to Cuba aboard Insignia in the autumn of 2017 and added calls to Havana on four Regatta sailings in the spring and autumn of 2018. All told, Oceania Cruises offers a choice of 20 voyages to Cuba from autumn 2017 through autumn 2018.

Destination Highlights

Havana, Cuba

The door to Cuba’s soul, Havana captivates with its larger-than-life culture, sultry rhythms and weathered beauty. Take a relaxing stroll along the evocative Malecón, the quintessentially Cuban thoroughfare and get lost among the Baroque facades and colonial cobblestone alleys of Old Havana. Visit the grandiose Capitolio Nacional and explore the world-class Cuban art collection at Museo Nacional de Bellas Artes, which showcases everything from colonial-era paintings to countless masterpieces from Cuba’s famed Vanguard Period. Enjoy memorable explorations such as touring one of Havana’s venerable old cigar factories for an inside look at the birthplace of these world-famous cigars and the centuries-old process of how they are made. Days ashore in Havana mean a short journey into the lush Viñales Valley, famous for its tobacco and limestone formations known as mogotes; a behind-the-scenes look at artisanal cigar-rolling methods at a local workshop or an evening of irresistible Cuban music at a legendary club. It means interacting with locals, delving into the thriving arts scene at a gallery and discovering the country’s storied history at museums, impressive monuments and other places of historical significance.

Cienfuegos, Cuba

Situated in a beautiful bay in the heart of Cuba’s fertile agricultural region on the southern coast, Cienfuegos will quietly charm you with its French spirit, tranquil seaside setting and neoclassical architecture. Known as La Perla del Sur (the Pearl of the South), Cienfuegos was originally founded by French settlers and its city center is recognized as a UNESCO World Heritage site. Rich in educationally engaging diversions, its historic center features well-preserved 19th-century structures, gorgeous plazas and a layout inspired by the Spanish Enlightenment. Discover the ornate and eclectic Palacio de Valle and take in the stunning views as you explore Punta Gorda, the perfect spot to enjoy the sunset. Step back in time at Teatro Terry with a performance by local artists or discover nearby Trinidad, a remarkably well-preserved colonial town recognized as a UNESCO World Heritage site and anchored by its impressive Plaza Mayor, an open-air museum of Spanish colonial architecture.

Santiago de Cuba, Cuba

A tropical and energetic cultural epicenter, Santiago de Cuba is the country’s second largest city and has played an instrumental role in the evolution of Cuban music, literature and architecture. Wedged between the looming Sierra Maestra mountain range and the aquamarine Caribbean Sea, the city offers a plethora of rich heritage and cultural diversions amidst a dramatic backdrop. Discover the city’s fascinating history at Castillo de San Pedro de la Roca and the Cementerio Santa Ifigenia, where Cuban hero José Martí and Emilio Bacardí Moreau of the famed rum dynasty are both buried. Countless musicians have emerged from Santiago de Cuba including Miguel Matamoros of Trío Matamoros and Sindo Garay, and many say the heart of this thriving city lives in its music scene.

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