DESTINATION

Cuba

From the vibrant streets of Havana to the pristine beaches of Varadero and the colonial charm of Trinidad, discover why Cuba remains one of the most captivating and unique cruise destinations in the Caribbean.

Set Sail for Cuba

Cuba is a destination unlike any other in the Caribbean—a place frozen in time yet bursting with life. With its iconic vintage automobiles, pastel-colored colonial architecture, world-renowned music and dance, and some of the warmest people you’ll ever meet, Cuba captivates every traveler who steps ashore. Rich in history, culture, and natural beauty, this island offers an unforgettable experience that goes far beyond the typical beach vacation.

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Vibrant Music & Dance

From salsa and son to rumba and jazz, Cuba pulses with rhythm. Live music fills the streets, plazas, and legendary venues at every turn.

Living History & Architecture

UNESCO World Heritage sites, Spanish colonial fortresses, and beautifully weathered facades tell centuries of fascinating stories throughout the island.

Authentic Cuban Cuisine

Savor traditional ropa vieja, fresh seafood, tropical fruits, and world-famous Cuban coffee at local paladares and vibrant street-side eateries.

Explore Cuba’s Top Cruise Destinations

Cuba offers a variety of compelling ports and regions to explore, each with its own distinct personality and attractions. Our expert cruise advisors will help you choose the perfect itinerary to match your interests.

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Havana

Key Highlights: Old Havana (UNESCO World Heritage Site), the Malecón, El Capitolio, Plaza de la Catedral, Fusterlandia

Known For: Vintage cars, colonial architecture, vibrant nightlife, live music, rum and cigar culture

Ideal For: Culture enthusiasts, history buffs, and anyone seeking an immersive city experience

Time Needed: Full day or overnight

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Santiago de Cuba

Key Highlights: San Pedro de la Roca Castle (UNESCO), Casa de la Trova, Cespedes Park, Bacardi Rum Museum, Sierra Maestra mountains

Known For: Birthplace of son music, Afro-Cuban culture, revolutionary history, carnival celebrations

Ideal For: Music lovers, history enthusiasts, and off-the-beaten-path explorers

Time Needed: Full day

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Cienfuegos & Trinidad

Key Highlights: Cienfuegos historic center (UNESCO), Trinidad (UNESCO), Valle de los Ingenios, Topes de Collantes Nature Reserve

Known For: French-influenced architecture, preserved sugar plantation history, pristine natural landscapes, artisan crafts

Ideal For: History and nature lovers seeking Cuba’s colonial heritage

Time Needed: Full day or combined excursion

Compare Cuba’s Cruise Destinations

Feature Havana Santiago de Cuba Cienfuegos & Trinidad
Main Appeal Capital city, iconic landmarks, vintage car culture Music, Afro-Cuban heritage, revolutionary history Colonial architecture, UNESCO sites, nature reserves
Best For First-time visitors, culture and nightlife lovers Music enthusiasts, history buffs, adventurous travelers Heritage travelers, nature lovers, photography enthusiasts
Shore Excursions Classic car tours, Old Havana walking tours, rum tastings, cigar factory visits Castillo del Morro, Casa de la Trova, local market visits Sugar mill valley tours, waterfall hikes, colonial town walks
Atmosphere Energetic, cosmopolitan, bustling Passionate, musical, authentic Tranquil, picturesque, historic
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Our Cuba cruise advisors will guide you through every detail.

Cuba is one of the most unique and exciting cruise destinations available, and navigating the travel requirements can feel overwhelming. That’s where our team of 23+ expert cruise advisors comes in. We’ve been there, and we know the ins and outs of cruising to Cuba—from which cruise lines currently offer Cuba itineraries to understanding the travel categories that apply to U.S. travelers. Whether you’re dreaming of strolling along the Malecón in Havana, exploring the cobblestone streets of Trinidad, experiencing live music in Santiago de Cuba, or relaxing on the stunning beaches near Cienfuegos, our advisors will help you plan every detail. And with our exclusive group rates, weekly price monitoring, and no fees—ever—you’ll enjoy the best value on your Cuban cruise adventure. Talk to a cruise expert today and let us handle the details!

Combine Cuba with More Caribbean

Many Cuba cruise itineraries include stops at other exciting Caribbean destinations, giving you a rich and diverse vacation experience.

  • Cayman Islands – World-class snorkeling and Seven Mile Beach
  • Jamaica – Reggae culture, Dunn’s River Falls, and jerk cuisine
  • Mexico (Cozumel) – Mayan ruins, coral reefs, and vibrant markets
  • Key West – Hemingway’s island retreat and laid-back Americana
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Find your specialty cruise today!

We’ll help find the perfect specialty cruise—whether you’re crossing oceans, transiting canals, or exploring the ends of the Earth.

Best Time to Cruise to Cuba

Cuba enjoys a tropical climate year-round, making it a wonderful cruise destination in any season. Here’s what to expect throughout the year.

Dry Season (November – April): The most popular time to visit, with pleasant temperatures between 70-80°F, lower humidity, and minimal rainfall. This is peak cruise season, so booking early with our team ensures you secure the best rate and cabin selection.

Shoulder Season (May – June, October – November): Warm weather with occasional showers. Fewer crowds and excellent value make this a smart choice for savvy travelers.

Wet Season (July – September): Higher humidity and afternoon rain showers, but mornings are typically clear and beautiful. The best rates of the year are available during this period, and Cuba’s lush landscapes are at their greenest.

Cuban festivals and cultural events happen year-round, including the Havana Jazz Festival in January, carnival in Santiago de Cuba in July, and vibrant holiday celebrations in December.

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Why Book with Cruise Help

Expert Advisors

Specialty cruise specialists who understand the unique requirements of expedition and world voyages.

Exclusive Perks

Access to special deals, onboard credits, and amenities not available when booking direct.

Personalised Planning

Custom recommendations for ships, itineraries, and cabin selection on complex voyages.

Full Support

Assistance from booking through disembarkation and beyond—we’re with you every step.

Cuba Cruise FAQs

U.S. travel to Cuba is subject to federal regulations that can change. Cruise lines that offer Cuba itineraries typically operate under approved travel categories such as “people-to-people” cultural exchanges or “support for the Cuban people.” Our expert cruise advisors stay up to date on the latest regulations and will guide you through the requirements so you can travel with confidence. We recommend reaching out to our team for the most current information on Cuba cruise availability.

All travelers to Cuba need a valid passport with at least six months remaining before expiration. U.S. citizens will also need a Cuban tourist visa (also called a tourist card), which is typically provided by the cruise line as part of your booking. You’ll also need to select an approved travel category. Our advisors will walk you through all the documentation requirements so nothing is left to chance.

Cuba cruise availability varies based on current U.S. travel regulations. When sailings are available, lines such as Norwegian Cruise Line, Royal Caribbean, MSC Cruises, and others have historically offered Cuba itineraries. Availability and specific cruise lines change, so the best way to find current Cuba cruise options is to talk to one of our 23+ expert advisors who monitor these offerings closely.

The dry season from November through April offers the most comfortable weather with temperatures between 70-80°F and low humidity. This is peak season, so we recommend booking early to secure the best cabin selection and group rates. The shoulder months of May-June and October-November provide great value with pleasant weather. Our advisors can help you find the perfect sailing date for your preferences and budget.

Cuba cruise itineraries typically range from 4 to 7 nights. Some itineraries focus exclusively on Cuba with overnight stays in Havana, while others combine Cuba with other Caribbean destinations like the Cayman Islands, Jamaica, or Key West. Longer voyages of 10-14 nights may include Cuba as part of a broader Western Caribbean itinerary. Your cruise advisor can help you choose the right length and combination.

Cuba offers a wealth of shore excursion options. In Havana, popular activities include classic vintage car tours, walking tours of Old Havana, visits to Ernest Hemingway’s home (Finca Vigía), rum and cigar factory tours, and live music performances. In other ports, you might explore UNESCO World Heritage colonial towns, hike through nature reserves, visit sugar plantation valleys, or experience authentic local art and culture. Many excursions qualify under the “support for the Cuban people” travel category.

U.S. credit and debit cards generally do not work in Cuba due to the ongoing trade embargo. We recommend bringing cash in Euros, Canadian dollars, or other foreign currencies to exchange upon arrival, as U.S. dollars may incur an additional surcharge when exchanged. Your cruise ship will still accept your credit cards for onboard purchases. Our advisors will provide detailed currency and spending tips as part of your pre-cruise planning.

Cuba is generally considered a very safe destination for tourists. Cruise travelers benefit from organized shore excursions and the security of returning to their ship. As with any travel destination, standard precautions apply—keep valuables secure, stay aware of your surroundings, and follow your excursion guide’s recommendations. Our team can provide personalized safety tips and excursion recommendations to ensure a worry-free experience.

Pack lightweight, breathable clothing suitable for tropical weather, comfortable walking shoes for cobblestone streets, sunscreen, a hat, and sunglasses. Bring cash in a non-U.S. currency for spending ashore. A light rain jacket is useful during the wet season. Don’t forget your camera—Cuba is incredibly photogenic! Your cruise advisor can provide a detailed packing list tailored to your specific itinerary and time of year.

U.S. regulations regarding Cuban souvenirs can change, so it’s important to check the latest rules before your trip. Historically, travelers visiting Cuba under approved categories have been permitted to bring back limited quantities of Cuban cigars and rum for personal use. Our advisors will provide the most current guidance on what you can bring back so you can shop with confidence while ashore.