best caribbean cruise destinations

7 Caribbean Cruises We Love

These luxurious, intimate ships and itineraries are afar’s top picks for exploring the region..

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Some of the best Caribbean sailings will take you off the beaten cruise path to unspoiled gems like Grenada.

Courtesy of Hugh Whyte/Unsplash

The Caribbean is by far the world’s most popular cruise region—some 11.9 million passengers sailed in the Caribbean, Bahamas, and Bermuda in 2022, according to the Cruise Lines International Association (CLIA), compared to 3.2 million in the western and central Mediterranean, the next biggest market. Travelers board ships headed to the region year-round for sunny skies, sugary white sands, and the crystal blue sea. While it’s not exactly an under-the-radar destination, the best Caribbean cruises will bring you to multiple islands, including some lesser-frequented gems, and away from the larger cruise ship crowds.

On these cruises, you can explore the fascinating and diverse cultures and traditions throughout the Caribbean, and free your mind while hiking tropical landscapes or diving with colorful sea creatures. Small and medium-size ships get you to both known ports and off-the-beaten path places for more intimate beach and island experiences.

Jamaica is a popular stop on western Caribbean sailings.

Photo by Shutterstock

Where Caribbean cruises sail

The standard cruise routes in the Caribbean that the big ships visit, often on sailings from ports in Florida, are designed for a joyous and carefree vacation escape, at a price that many people can afford.

Eastern Caribbean cruises sail to tried-and-true islands such as the Bahamas , St. Thomas, St. Maarten, and sometimes Puerto Rico . Western Caribbean itineraries visit islands such as Grand Cayman, Jamaica , and Cozumel, or other ports in Mexico, and sometimes Belize and Honduras. Southern Caribbean cruises might venture to the Leeward Antilles for a taste of Dutch Caribbean culture, and attractions such as the otherworldly landscape of Aruba’s Arikok National Park .

Other popular places on the standard cruise map include the Dominican Republic , where you will find the oldest street in the Americas in the capital city of Santo Domingo; and Tortola, the largest of the British Virgin Islands, with access to beaches and mountain treks.

Ships that carry fewer than 1,000 people, and sometimes much less than that, have more flexibility in terms of ports, and sail on itineraries that venture to more low-key patches of paradise, such as the smaller British Virgin Islands; French Caribbean islands that include Guadeloupe, Martinique, and St. Bart’s ; and south to the glorious, unspoiled Grenadines and Grenada .

Smaller ships also tend to slow down itineraries, with late nights or overnights in port, so that you can enjoy the local nightlife. The departure points for these cruises are places you may want to linger before or after your sailing, such as lively Barbados , both a culinary and rum capital.

Best Caribbean cruises

On the Explora I , there’s a dedicated kids club, ensuring that all members of the family have fun.

Courtesy of Ivan Sarfatti/Explora Journeys

Explora Journeys’ A Journey to an Arcadian Antilles Adventures

• Best for: luxury family sailing
• To book: 7-night Journey to an Arcadian Antilles Adventures, round-trip from Barbados, from $4,850 per person (with discounted rates for children)
• Islands: St. Lucia, St. Kitts, St. Bart’s (overnight), Dominica, Martinique, Grenada

Geneva-based MSC Group , which also owns European cruise line MSC Cruises, launched Explora Journeys this year in an effort to bring the casual luxury resort experience to the high seas. The new line’s recently debuted first ship, the 922-passenger Explora I (which we recently reviewed ), is a posh multi-generational playground with four pools, pickleball, ample live entertainment, 18 restaurants and lounges, suites that connect to accommodate family groups and, key for those with youngsters, a supervised program for kids age 6 to 17 that’s open until midnight each day. The cushy Nautilus Club is equipped with foosball and the latest generations of video games and VR consoles, with activities such as technology tournaments, plus discussions on ocean conservation. Children’s bathrobes, slippers, and hangers match adult amenities. The luxe line has kids’ pricing too—up to 50 percent off fares.

Embrace the chill island vibes on the 26-passenger Vela , operated by Island Windjammers.

Courtesy of Island Windjammers

Island Windjammers’ 6-night Caribbean sailing

• Best for: laid-back island vibe
• To book: 6-night sailing on the 26-passenger Vela , from $2,825 per person
• Islands: St. Bart’s and Anguilla

Island Windjammers is the kind of under-the-radar experience you want to keep a secret. Fans love this tiny cruise line that keeps alive the long tradition of casual windjammer cruising in the Caribbean—with a 26-passenger classic clipper ship, Vela , and a 10-passenger schooner, Diamant . The company has been around since 2009 and has an amazing track record with its loyal customer base; so, if you want to book a cruise, you’d best do so well in advance. And don’t overpack; these sailings are very casual—T-shirts and shorts are the standard dress code. This experience is about lingering on islands or hanging out on deck, watching the sails catch the breeze, relaxing with a complimentary rum punch and dining alfresco. There’s also the thrilling opportunity to jump into the water from the rope swing, or to get out onto the sea on a selection of water toys, such as paddleboards and kayaks.

On the recently renovated SeaDream Yacht Club ships, passengers will truly feel the romance of traveling by sea.

Courtesy of Greg Ceo/SeaDream Yacht Club

SeaDream Yacht Club’s Saba, the Grenadines and Beyond cruise

• Best for: small ship experience
• To book: 7-night Caribbean itinerary , from $3,899 per person
• Islands: Antigua, Nevis, Saba, St. Bart’s (overnight), Guadeloupe (Îles des Saintes), Bequia and Mayreau (St. Vincent & the Grenadines), Barbados

SeaDream Yacht Club’s pair of yachts, SeaDream I and SeaDream II , cruise to dreamy Caribbean destinations in relaxed luxury. My favorite of the line’s Caribbean itineraries sails between St. John’s, Antigua, and Bridgetown, Barbados, and includes the less-visited Grenadines, though you also can’t go wrong with sailings that linger, for instance, in the British Virgin Islands. Recently renovated with a more contemporary vibe, the 112-passenger yachts deliver such luxuries as a romantic open-air overnight under a cozy duvet in a Balinese Dream Bed, isolated on the bow. There are new designer hammocks and parasols out on deck, too, as well as a pair of Jacuzzis for two. Dining is mostly alfresco, adding to the romance of being at sea.

Embrace your inner chef by enrolling in some S.A.L.T. culinary experiences on Silversea’s Silver Nova .

Courtesy of Silversea

Silversea’s Bridgetown to Fort Lauderdale, Florida cruise

• Best for: eco-conscious luxury ship
• To book: 7-night Bridgetown to Fort Lauderdale cruise , from $4,950 person
• Islands: Barbados, Bequia, St. Lucia, Dominica, Antigua, Virgin Gorda, Puerto Rico (San Juan)

On ultraluxury line Silversea’s new Silver Nova , guests linger on a reimagined resort deck with the pool not in the center, as on most cruise ships, but off to the side for optimal sea views. Relaxing on a cushy lounge chair on the Euro-centric ship (headquartered in Monaco, Silversea vessels feature contemporary Italian furnishings and a European feel onboard), you might imagine you are at a fancy resort in, say, St. Tropez. New outdoor dining and imbibing spaces add to the elevated beach club vibe. The 728-passenger ship is both the largest and most eco-friendly ship in the fleet, equipped with a large-scale hybrid power source, which combines hydrogen fuel cells, batteries, and dual engines that run on liquified natural gas. For foodies, the S.A.L.T. program focuses on local food and drink culture, both on and off the ship. In Bequia, you might splurge on a bespoke excursion about sea salt that includes a six-course lunch at Grenadine Wild Sea Salt (a company that produces artisanal sea salt from the waters off Bequia). Most excursions (though not this one) are complimentary.

This Viking sailing kicks off with an overnight in San Juan, Puerto Rico—for some extra time to explore the colorful old section

Viking Cruises’ West Indies Explorer itinerary

• Best for: value
• To book: 10-night West Indies Explorer cruise , from $3,299 per person
• Islands: San Juan, Puerto Rico (overnight), Tortola, St. Kitts, St. Lucia, Barbados, Dominica, Antigua, St. Maarten, St. Thomas

For those seeking more than just a beach scene, Viking Cruises offers a broad selection of daily tours focused on cultural and natural attractions in its all-inclusive pricing. Onboard the 930-passenger Viking Sea , sailing from San Juan on a 10-night West Indies Explorer itinerary , passengers visit nine countries with the opportunity to deeply immerse themselves in the Caribbean’s British, French, Dutch, and African history. Learn about the rich tradition of batiking (an ancient cloth dying method) with a hands-on class in St. Kitts, and explore the role of women in agriculture at an organic farm in St. Lucia. The cruise starts with an overnight in San Juan , offering some time to better understand the rhythm of that city before sailing away. Among things we love about this ship is the Nordic Spa, where after a full day of active exploration you can heal your body with a warm soak then wake yourself up at the freezing snow grotto, before more warm water surrendering.

The Pink Agave restaurant on the adults-only Virgin Voyages, where it’s all about the fun drinking, dining, and social atmosphere.

Courtesy of Virgin Voyages

Virgin Voyages’ Sunsets in the Lesser Antilles

• Best for: great dining, dancing, and entertainment for grown-ups
• To book: 7-night Sunsets in the Lesser Antilles cruise , round-trip from San Juan, from $2,550 for two
• Islands: Puerto Rico, St. Kitts & Nevis, Martinique, Curaçao, and Aruba

The only cruise line on this list with vessels that accommodate more than 1,000 passengers, Virgin Voyage’s 2,770-passenger ships are restricted to adults ages 18 and up and operate with more cheekiness than formality . Adults on a Virgin Voyages’ Caribbean cruise can expect an anything goes attitude, where you can dance outdoors under the stars alongside mermaids and mermen during a themed party, when not attending beach bashes on shore. By day, work up a sweat in an ’80s-style dance aerobics class or get a tattoo or piercing from one of the visiting artists in the onboard parlor. At night, play drinking games while eating at the Korean barbecue venue or enjoy a first-rate molecular dining experience with items that pop or smoke (all meals are complimentary). Embrace the detox/retox ethos onboard with time spent in the gym and spa when not partying. Big spenders might opt for a RockStar suite, where they can entertain guests when not taking a peek-a-boo shower with wide-open views of the sea. There’s a do-good aspect, too—with sustainable products such as upcycled ocean plastic sunglasses and reef-safe sunscreen available in the shops.

Ahoy there! Windstar Cruises sailing ships make passengers feel like they are traveling back to a simpler era on the seas.

Courtesy of Jeff Zaruba/Windstar Cruises

Windstar’s Beach Fun & Sun cruise

• Best for: sailing ship experience
• To book: 7-night Beach Fun & Sun: A Remote Caribbean Getaway cruise from St. Maarten, from $3,222 per person
• Islands: In the BVI, Tortola (Soper’s Hole), Jost Van Dyke (overnight) and Virgin Gorda; Anguilla, St. Bart’s, Antigua

For an under-the-billowing-sails experience, it’s hard to top the 342-passenger Wind Surf , the largest sailing ship in the world, with sails that unfurl with the push of a computerized button (or two). You might feel like a pirate navigating the high seas on this Windstar vessel, but you can also hit the top-flight spa for an extravagant massage (indoors or open-air) and dine on excellent cuisine including fresh fish and Caribbean-influenced fare, from the official cruise line of the James Beard Foundation. There are kayaks and other water sports toys to borrow from the marina and the opportunity to walk barefoot in the sand at laid-back ports. Some of the main perks include a pampering crew and a convivial yacht club atmosphere, with live music and dancing out on deck, which are just icing on the cake.

The Best Caribbean Cruises 2023—With Stops at Rugged Volcanic Islands, Tropical Forests, and Serene Beaches

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Caribbean cruises have long been a favorite with travelers for their picture-postcard attributes. White sand beaches front turquoise waters. But these tropical itineraries have something for every type of traveler. Activities abound—perhaps it’s shopping on one island, hiking through nature reserves and snorkeling among coral reefs on another, or having a beach day on a cruise company’s private retreat. Many Caribbean itineraries skew toward tried-and-true standards, but a number of cruise lines will have a handful of unique sailings put together for particular tastes or the seasoned cruiser who has already tried them all.

Some of these sailings visit offbeat destinations like volcanic Montserrat, while others take a non-traditional southern track from Panama along the northern coast of South America. Others visit sleepier, less-frequented destinations like St. Croix, St. Barts, and Mayreau, in addition to stopping at banner spots like St. Lucia and Aruba for dramatic vistas and spectacular beaches.

Here are some of the best Caribbean cruises to book for 2023.

Seven Seas Splendor ventures to some of the Caribbean's most iconic isles.

Regent Seven Seas Cruises

Itinerary: Sunny Beaches & Emerald Forests

Departure: March 11, 2023

Experience: This 10-night sailing from Miami embarks on Regent Seven Seas' newest ship, Seven Seas Splendor , for a leisurely sail through the Caribbean’s windward isles. Hike to waterfalls in Puerto Plata in the Dominican Republic, explore Puerto Rico’s El Yunque National Forest, or relax on a sailboat excursion off minute St. Barts , which Splendor is right-sized to visit. Take an aerial tram through the rainforest canopy on St. Lucia or snorkel Champagne Reef on Dominica, watching bubbles and warmth rise from geothermal activity beneath the ocean floor. Excursions are included in the cruise fare with Regent—as are beverages, gratuities, transfers, specialty dining, Wi-Fi, and laundry service.

Itinerary: Panama, Colombia, & Caribbean Islands

Departure: March 9 and 17, 2023

Experience: Voyage from the gates of the Panama Canal to the French West Indies, with a wealth of diversity in between. Experience Afro-Caribbean heritage in Portobelo, Panama, and Indigenous Kuna fishing communities in the San Blas Islands. Next, it’s on to Cartagena de Indias, Colombia, and then the coral reefs of Bonaire for diving. The spices of Grenada and St. Lucia’s volcanic pitons round out the itinerary before the intimately appointed ship Le Bellot (with fewer than 92 staterooms and suites) anchors in the turquoise waters of Fort-de-France for a fond farewell.

Celebrity Beyond 's Luminae Restaurant

Celebrity Cruises

Itinerary: Southern Caribbean

Departure: December 11, 2023

Experience: Offering a little of everything, this 11-night roundtrip from Fort Lauderdale includes calls at cobblestoned Cartagena, Colombia, the white-sand beaches of Aruba, and the famous colonial houses and swinging drawbridge of Curaçao. As an added bonus, Grand Cayman and Falmouth, Jamaica, also appear as ports to help break up the long journey south from Florida. The sailing takes place onboard the brand-new Celebrity Beyond , packed full of original art, Infinite Veranda staterooms—so-named for the floor-to-ceiling windows that open into a private balcony at the push of a button—and ocean-going gastronomy at Le Voyage, Chef Daniel Boulud’s first signature restaurant at sea.

Windstar Cruises

Itinerary: Windward Ways & Tobago Cays

Departure: January, February, November, and December 2023

Experience: Almost purpose-designed for cruisers who prefer their shore excursions to be on or in the water, this seven-day sailing onboard Windstar's Star Legend starts in the Dutch islands, offering up serene Aruba’s white-sand beaches and tranquil Bonaire’s 50 species of coral. “Isle of Spice” Grenada is next (nutmeg ice cream is a must-try), followed by spectacular vistas of the Grand Pitons on “seven times French; seven times British” St. Lucia. Mayreau is the smallest of the Grenadines—here cruisers can enter the water directly from Star Legend’s water-sports platform, then wind up the day with a private beach barbecue.

Valiant Lady will operate Caribbean cruises in spring and winter 2023.

Virgin Voyages

Itinerary: Eastern Caribbean Antilles

Departure: January, February, March, November, and December 2023

Experience: St. Croix in the U.S. Virgin Islands is a less-trafficked port of call known as the “Garden of the Antilles” and Valiant Lady drops in during her Eastern Caribbean sailings, in addition to San Juan , Puerto Plata, and a day at Virgin’s lounge-y Beach Club at Bimini private island. Onboard, Wi-Fi and “essential” non-alcoholic drinks and gratuities are included on the adults-only ship, which touts over 20 eateries and a number of inventive ways to find a glass of champagne.

Holland America Line

Itinerary: 11 Day Panama Canal Sunfarer

Departure: March 14, 2023

Experience: Part Caribbean surf, part jungle excursion, this 11-day roundtrip from Fort Lauderdale onboard Eurodam calls first at Aruba and Curaçao for a taste of Holland America Line’s namesake Dutch culture before skirting the coast of South America for several days of scenic cruising the Panama Canal and Gatun Lake, taking in the maximum biodiversity (over 500 species of birds) of the Canal Zone, juxtaposed with the engineering wonders of the lock system.

A Signature Suite on board Evrima

Ritz-Carlton Yacht Collection

Itinerary: Bridgetown Roundtrip 7 Nights

Departure: March 19 and November 19, 2023

Experience: Ritz-Carlton has drawn on their vaunted properties to design everything from onboard dining to shore excursions on board the all-suite Evrima . Guests can visit Grenada’s Tower Estate to sample their famous blue tea, made from estate-grown butterfly peaflower, with cucumber sandwiches, cupcakes, and fresh fruit picked onsite. On Bequia, in the Grenadines, it might be a windjammer excursion to nearby Mustique for a seaside lunch, or a private car and driver arranged at one of the ports.

Silversea Cruises

Itinerary: 9 Day Bridgetown to San Juan

Departure: February 18, 2023

Experience: When not luxuriating onboard Silversea’s newest ship, the all-suite Silver Dawn , passengers might explore this itinerary’s most unique destination: Montserrat. Once a favored haunt of the jet-set, volcanic activity that earned it the nickname “The Pompeii of the Caribbean” has kept tourism development low-key, and visitors few, but cruisers on this itinerary will discover an Emerald Isle reminiscent of Ireland, and some of the Caribbean’s most beautiful, secluded beaches. Unspoiled Deshaies, on Guadeloupe, is another under-the-radar call for this spectacular ship boasting butler service in every suite and a guest-to-crew ratio of nearly one-to-one.

A suite onboard Norwegian Prima

Norwegian Cruise Line

Itinerary: Caribbean: Harvest Caye, Cozumel, & Roatan from Galeveston

Departure: December 15, 22, and 29, 2023

Experience: In December 2023, the new Norwegian Prima begins sailing the Riviera Maya from Galveston, also including port calls at resort-like Harvest Caye in Belize , where guests can rent private cabanas, and Roatan, in Honduras’s Bay Islands, home to a large Gumbalimba eco-preserve and animal sanctuary. Onboard, Norwegian has enhanced The Haven, the VIP suite area on this ship, with some the largest suite accommodations in the fleet, and all public areas in the suite enclave now have ocean views.

Princess Cruises

Itinerary: 5 Day Caribbean Getaway with Grand Turk

Departure: October 31, 2023

Experience: Not all Caribbean cruises need to be a week or two in duration. Princess Cruises offers a Halloween weekend getaway onboard Caribbean Princess that’s just five nights in duration, with two unbeatable ports—Grand Turk, and Princess Cays, the line’s private island in the Bahamas. A highlight of this seasonal sailing can be sitting in the ship’s piazza, watching festive passengers promenade their inventive costumes for spooky onboard revelry—a Princess tradition dating back to the days of the original “Love Boat” series.

Booking tips for Caribbean cruises

What are the best months to take a caribbean cruise.

Although some cruise lines operate in the Caribbean year-round, the widest selection of sailing dates and itineraries can be found between November and March.

What part of the Caribbean is best for a cruise?

The best Caribbean cruise is a matter of personal taste. Many cruises focus on a region, like the Southern, Eastern, or Western Caribbean, and itineraries, regardless of destination, often feature stops at cruise line operated private islands in the Bahamas.

What are the cheapest months to cruise in the Caribbean?

Generally, the beginning and end of the November-to-March season can be affordable—any time when North American schools are widely in session are also good times to cruise for lower fares.

Do you need a passport to go to on a Caribbean cruise?

Check with the cruise line before booking. U.S. citizens traveling on cruises calling at most Caribbean countries can do so with both an enhanced state ID and an original birth certificate in lieu of a passport, but a passport is by far the easiest form of identification (and most strongly recommended by both the U.S. State Department and most cruise lines) for U.S. citizens outside the country. It’s also important to note that documentation requirements can change, and passengers are ultimately responsible for having the required documents at embarkation or they may be denied boarding.