The Best Cruises to Cuba and Beyond

Posted September 6th, 2018

What makes Cuba such an attractive travel destination? The answer lies beyond politics and beneath the country’s cultural make-up. It's Cuba's connection to the past—something elusive and exotic that has enticed travelers for centuries.

Its beauty is beyond the exquisite colonial architecture or the exciting music that echoes throughout its wide avenues. It’s something more ethereal – one that you have to experience for yourself by exploring the country as a whole through various ports and excursions.

When you visit Cuba in luxury aboard an elegant cruise ship, you’ll get the best of all worlds and a truly authentic experience you’ll never forget.

So what are the very best cruises to Cuba? CLICK HERE to see a variety of Cuba voyages recommended by our very own travel experts or read below for our favorite cruise lines highlighting Cuba and beyond that CruiseInsider has to offer.

Azamara Club Cruises

Azamara Club Cruises offers several itineraries that stop in Cuba, ranging from a 4-night voyages to Havana to a 16-night voyages throughout the the country and surrounding areas in the Caribbean. Their 10-night Circle Cuba Voyage includes an overnight stay at Santiago de Cuba, the city that spurred Fidel Castro’s revolution, as well as Cienfuegos, a stunning UNESCO World Heritage city with 17th century architecture overlooking the Caribbean Sea.

Maria La Gorda, Cuba
Maria La Gorda, Cuba

A few of the excursions Azamara offers include a tour of the Nuestra Señora de Jagua, the only Spanish military fortress built and designed with late Renaissance style architecture; a night of pulsating music at the legendary Red Room cabaret in Havana; and an indulgent visit to a rum distillery and tobacconist to learn and sample two of the country’s most widely sought after export.

Insider TipWhile in Havana, don’t miss a visit to Morro Castle, a breathtaking 16th century fortress built by slaves and where unfortunate prisoners were said to have been fed to the sharks. The structure guards the entrance to Havana Bay.

Oceania Cruises

If you’re on the lookout for one of the best cruises to Cuba, odds are that one of them will include sailings by Oceania Cruises. Oceania offers multiple cruise itineraries, mostly originating from its headquarters in Miami, Florida. The cruise line also currently has three ships that include Cuban ports of calls but will soon add a fourth on the stunning Oceania Riviera.

In addition to the ports of Havana, Santiago de Cuba and Cienfuegos, Oceania’s Cuban itineraries also include various cities in Central America and the Caribbean. Some of which combine the classic sights of Cuba with the upbeat tempo of Cozumel, Mexico and Great Stirrup Cay in the West Indies, while others include stops throughout the Caribbean in Harvest Caye, Belize and Roatan, Honduras – both of which offer incredible diving and snorkeling sites.

Insider TipGet to know the natural wonders of Cuba with a tour of Ciénaga de Zapata National Park where you have the option to get up close and personal with the endangered Cuban crocodile.

Seabourn Cruises

What makes sailing with Seabourn one of the best ways to see Cuba is its carefully crafted schedule and gorgeous onboard experience. Seabourn visits five fascinating Cuban ports with overnights in its most enchanting, colonial UNESCO World Heritage cities, inviting you to savor all the history, humanity and life-affirming artistry of Cuba’s culture and its people.

As you browse through this itinerary, you’ll find that Seabourn put more emphasis on having a well-rounded experience rather than just scratching Cuba’s cultural surface. Connect with local artists and musicians as you assist with community projects offshore in Havana or gain spiritual and soulful experiences as you enter century-old cathedrals in Santiago de Cuba. Enjoy Seabourn's ultra-luxury all along the way, with beach barbecues on Carambola Beach, complimentary watersports in Isla Catalina and cultural folkloric performances on board.

Insider TipThe offshore excursion to the Biosphere Reserve at Las Terrazas will surely delight the naturalist within you. Its rich collection of rare flora and fauna can be experienced along the trails within the park.

Regent Seven Seas Cruises

After decades of being the most elusive port of the Caribbean, Regent has just announced a new itinerary that includes a full immersion into exotic Cuba with three overnight stays and a visit to nearby Isla de la Juventud. Get an in-depth look at what makes Cuba such an extraordinary country from the Baroque facades to the colonial cobblestone alleys and famous seaside esplanades where the locals mingle.

Valle Palace at Sunrise, Cienfuegos, Cuba
Valle Palace at Sunrise, Cienfuegos, Cuba

With overnights in Havana, Cienfuegos and Santiago de Cuba, and a visit to Isla de la Juvenstad, you’ll explore the heart and soul of the real Cuba after the sun sets, all while experiencing Regent’s all-inclusive, all suite luxury throughout your journey.

Insider TipExplore the architectural gems and active nightlife in the historic center of Cienfuegos, Cuba. Founded in 1819, this beautiful colonial town was once one of the biggest trade ports in the Caribbean and is now a UNESCO World Heritage site for its well-preserved collection of 19th-century Neoclassical buildings inspired by the Spanish Enlightenment.

For more information on the best cruises to historic Cuba, get in touch with a CruiseInsider expert today by calling (877) 734-6858 or CLICK HERE to see a variety of Cuba voyages recommended by our very own travel experts. .

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