Cruises The Case for Cruising to Cuba By Brooke Porter Katz Brooke Porter Katz Instagram Website Brooke Porter Katz is a Brooklyn-based writer and editor specializing in travel, culture, food, design, and more. Her work has appeared in Travel + Leisure, The New York Times, WSJ. Magazine, Afar, Bloomberg Pursuits, and Wine Enthusiast. Travel + Leisure Editorial Guidelines Published on August 31, 2018 Share Tweet Pin Email Photo: Courtesy of Oceania Cruises Why go to the Caribbean island by sea? The ship will take care of your visa and also offer more luxuries than a Cuban hotel. Here, six great cruise companies for whichever size ship you prefer. 01 of 06 InsightCuba Courtesy of InsightCuba InsightCuba offers eight-day cruises on the 72-person yacht Voyager, taking travelers to rarely visited ports. The West itinerary includes stops at María la Gorda, home to a large nature reserve. The East journey is the only one that docks at Manzanillo, known for its mix of architectural styles. (From $4,407 per person.) 02 of 06 Azamara Club Cruises iStockphoto/Getty Images On the nine- to 15-day trips aboard Azamara Club Cruises’ 694-passenger Azamara Journey, travelers can enjoy several nights in Havana, as well as a special evening dance and music performance at Santiago de Cuba’s Teatro Heredia. Also on offer: excursions that explore the island’s Jewish history. (From $2,799 per person.) 03 of 06 Seabourn Courtesy of Seabourn Luxury cruise line Seabourn is entering the Cuba market, running 11-, 12-, and 14-day voyages that will visit five ports, including Havana, Cienfuegos, and Santiago de Cuba. Lesser known stops include Punta Francés, Isla de Juventud, the second largest island in Cuba, where shipwrecks and coral reefs lure divers to the warm waters. (From $5,499 per person, all-inclusive.) 04 of 06 Holland America iStockphoto/Getty Images Want to combine time in some of the Caribbean’s most charming ports — Ocho Rios, Jamaica, Georgetown, Grand Cayman — with cultural immersion in Cuba? Holland America offers seven-to-ten day “Cuban Explorer” sailings on the Veendam, leaving from Fort Lauderdale. Activities in Havana include an evening cabaret show as well as stops at Hemingway’s favorite bars and hangouts. In Cienfuegos, you can participate in “Los Abuelos de Fiesta,” or the Grandparents Party, and see how seniors in the community teach younger members traditional Cuban dance. (From $699 per person.) 05 of 06 Oceania Cruises Courtesy of Oceania Cruises Oceania Cruises’ 684-passenger Sirena has weeklong sailings that start in Miami and call at the main ports of Havana, Cienfuegos, and Santiago de Cuba. In Havana, you’ll get after-hours access to the Fábrica de Arte Cubano cultural center; off the coast of Cienfuegos, you can snorkel by Rancho Luna Beach. (From $1,779 per person.) 06 of 06 Royal Caribbean Courtesy of Royal Caribbean As amenity-filled as a cruise ship gets, Royal Caribbean’s 1,602-passenger Empress of the Seas runs eight-night Best of Cuba cruises from Miami. In between strolling Havana and seeing pink flamingos in Cienfuegos, you can lounge by the pools and take a Latin dance class on the ship. (From $1,089 per person.) Was this page helpful? Thanks for your feedback! Tell us why! Other Submit