7 Cruises to Puerto Rico and Other Caribbean Island Destinations
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Both itineraries are 7-nights long, with the Bermuda cruise including an overnight visit to the Royal Naval Dockyard in Bermuda. Meanwhile, the Bahamas and Florida cruise features calls on Port Canaveral (Orlando, Florida), Nassau, and Ocean Cay. MSC Seascape, which will share PortMiami with MSC World America, will alternate between 3-, 4-, and 7-night itineraries that will embark on select Thursdays and Sundays all summer long.
A tapestry of culture and sun
Celebrity Cruises is a premium cruise line that offers a more upscale experience compared to other cruise lines. The company’s ships are known for their modern design, exceptional service, and gourmet dining options. Celebrity offers several itineraries that include Puerto Rico, and the company’s newest ship, Celebrity Apex, features a rooftop garden, a magic carpet that moves up and down the ship, and a wide range of dining options. Iles des Saintes, off the coast of Guadeloupe, is the next port and offers a glimpse of the Caribbean of the past. Next, enjoy the beaches, rainforest, and French atmosphere of the Caribbean island of Martinique before heading to Bridgetown, Barbados, where you’ll find historic buildings, delicious cuisine, and rum distilleries.
San Juan, Puerto Rico
Incredibly attractive introductory rates starting at $149 per Sailor per night, with 9 gorgeous new itineraries to match your mood. Immersive experiences, game shows, Greek mythology — critics say we’re light-years ahead in entertainment. Partly encircled by 16th-century walls, Old San Juan is an enchanting and walkable neighborhood.
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Coast Guard medevacs U.S. citizen Symphony of the Seas cruise ship passenger in the Caribb.
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For those interested in exploring Puerto Rico’s rich history and culture, there are several options available. Visitors can choose to tour the San Cristobal fort, one of the largest fortresses built by the Spanish in the New World. Alternatively, they can visit the Museum of Art of Puerto Rico, which houses over 1,000 works of art by local and international artists.
Many ships also offer specialty dining options, such as steak houses or seafood restaurants, for an additional fee. One popular Southern Caribbean itinerary is a 10-night cruise that departs from San Juan and visits Aruba, Bonaire, Curacao, Grenada, Dominica, and St. Maarten. This itinerary offers a mix of beach time and outdoor activities, with opportunities to explore national parks and take part in local culture. Eastern Caribbean cruises typically include ports of call such as St. Thomas, St. Kitts, and St. Lucia. These islands are known for their beautiful beaches, crystal-clear waters, and vibrant culture. Visitors can explore historic sites, go snorkeling or scuba diving, or simply relax on the beach.

"We loved the ship and everything about it. We tried all the restaurants and it is difficult to select one as a favorite - as all had exciting menus and sooooo good food - freshly made of high-quality ingredients."
Incredible Cruises That Visit Puerto Rico
For those who want to dance the night away, there are usually several bars and lounges on board, including salsa clubs where guests can learn to dance to the rhythms of Puerto Rico. And of course, no Puerto Rico cruise would be complete without sampling some of the island’s famous rum. When it comes to cruising to Puerto Rico, the onboard experience is just as important as the ports of call. Fortunately, cruise ships offer a variety of amenities that cater to every taste and preference. From dining and cuisine to entertainment and activities, there is something for everyone.
The longest two itineraries offered by the 5,179-guest ship will be 7-night voyages to the Western Caribbean and Eastern Caribbean. When planning a trip to Puerto Rico, it is important to consider the best time to go on a cruise. The peak season for cruising in Puerto Rico is between December and April when the weather is dry and mild.
Windstar Cruises

The Eastern Caribbean sailings will call on Puerto Plata, Dominican Republic; San Juan, Puerto Rico; and Ocean Cay, the cruise line’s private island and marine reserve in the Bahamas. Meanwhile, the Western Caribbean voyages will visit Costa Maya, Mexico; Cozumel, Mexico; Roatan, Honduras; and Ocean Cay. Some of the must-have items for a cruise include sunscreen, a hat, comfortable shoes, a swimsuit, and a waterproof phone case. The Eastern Caribbean itineraries include stops at Nassau, Bahamas; San Juan, Puerto Rico; Puerto Plata, Dominican Republic; and Ocean Cay. There is some overlap with the Western Caribbean itineraries, which will also call on Nassau and Ocean Cay, but these itineraries switch out San Juan and Puerto Plata for visits to Jamaica and Grand Cayman. One way to do this is to book your cruise during the off-season months of September through November or January through March.
By preparing properly and knowing what to expect at the San Juan port, passengers can ensure a smooth and enjoyable experience. It is essential to pack appropriately for a cruise, considering the activities and climate of the destinations. Light, comfortable clothing is recommended for the warm Caribbean weather, and passengers should also bring sunscreen, hats, and sunglasses to protect against the sun. Many cruise ships have dress codes for certain areas or events, so it is also important to pack appropriate attire. Since the start, it's been our aim to provide the latest cruise news covering all the major cruise lines. We make sure cruisers are fully prepared for their cruise vacation with tips on ships and ports.Millions of travelers rely on Cruise Hive in the United States, Europe, Australia, and around the world.
The cruise begins in Miami where guests board the Seabourn Sojourn for two days at sea before arriving in San Juan, where they can tour the city, the beaches, and El Yunque Rainforest. Several cruise lines offer all-inclusive packages to Puerto Rico, including Royal Caribbean, Norwegian Cruise Line, and Celebrity Cruises. Next, the ship heads to Carambola Beach, Saint Kitts and Nevis, home to luxurious beach clubs and restaurants.
When traveling to Puerto Rico on a cruise, it is important to have the necessary travel documentation. It is also important to check with the cruise line and the Puerto Rican government for any additional requirements. It is recommended to keep copies of all travel documents in a safe place in case of loss or theft. The agreement will also see San Juan's cruise terminals upgraded and modernized, along with upgrades to the passenger gangways. Here are a few of our top picks for the best cruises to Puerto Rico and other beach destinations. Here are our top picks for the best cruises to Puerto Rico and other beach destinations in 2023 and 2024.
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