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Amazing food, pristine beaches, rich history and culture — there are so many reasons why everyone should add Puerto Rico to their vacation list. That said, ask any savvy traveler and they’ll likely tell you that the best Puerto Rico vacations are cruises. Because you can bundle multiple beautiful island destinations into one unforgettable getaway.
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Incredibly attractive introductory rates starting at $149 per Sailor per night, with 9 gorgeous new itineraries to match your mood. In Old San Juan, you’ll find plenty of island fare and criolla cuisine— home cooking flavored by Spanish and African influences. Try some mofongo, mashed fried green plantains often stuffed with meat, or snack on some codfish fritters, called bacalaitos. Strong and beautiful, this fort has helped guard the shore for nearly five centuries while overlooking some of the island’s best scenery. Explore it via spiral staircases between levels, and grab a photo at one of the iconic garita sentry boxes that line the outer walls.
Hurricane Season
This evidence is all around you — you’ll find in the Caribbean air, the sand and the water. And with more than 5,000 islands and cays spread across this amazing region, there’s a lot of paradise to see. Best of all, the mild climate means it doesn’t even matter what time of year you go.
We teamed up with the people who know each destination best: the locals.
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From the moment you arrive, you’ll find that San Juan, Puerto Rico is bursting at the seams with unforgettable cultural discoveries. Every alleyway in Old San Juan offers a glimpse into a vibrant past that stretches back centuries, while monuments like the UNESCO World Heritage site Castillo San Felipe del Morro will make you feel as though you’ve wandered back in time. Dating back to the mid-nineteenth century, the beloved Paseo de La Princesa in the city’s historic center is a great place to experience Puerto Rico’s rich cultural heritage up close. Cruises from San Juan are usually the same price per night as from Florida.
This dazzling southern Caribbean isle is nicknamed “Diver’s Paradise” thanks to its abundance of dive sites (there are 86 at Bonaire Marine Park alone), and its many coral reefs also lure snorkelers from around the world. If you’re more of a land-loving explorer, head to Washington Slagbaii National Park, which encompasses more than a fifth of the island. You’ll find all kinds of landscapes here, from sweeping sepia-toned deserts to thick mangroves and placid lagoons. After a day at sea, the ship returns to San Juan, and guests can continue exploring the city with a walking tour of Old San Juan and a dinner of local cuisine, like mofongo (fried green plantains) or bacalaitos (codfish fritters). Next, the ship heads to Carambola Beach, Saint Kitts and Nevis, home to luxurious beach clubs and restaurants.
San Juan has some beautiful sandy beaches making it a very attractive for combining cruises from San Juan with a beach stay. Hotels right on the beach are very affordable so you don’t need to rent a car to get around. It’s a great way to enjoy a Caribbean beach vacation for just the cost of your hotel and food. San Juan cruise port is the largest and busiest in the Caribbean with two separate terminals. Most cruise ships use the main San Juan Terminal within sight of the Old Town.
In St. George's, Bermuda, the next two days, guests can tour the historic Old Town on foot or by van. All of these islands are top-rated destinations for travelers around the world, but they’re just a sampling of the incredible places you can visit when you choose a cruise for your Puerto Rico vacation. Cruise itineraries sailing from the San Juan cruise port also include stunning isles like Martinique, St. Thomas, Tortola, Curacao, and Aruba, just to name a few. What’s more, you get to start and end your vacation in one of the Caribbean’s most iconic destinations — vibrant San Juan, Puerto Rico, filled with countless wonders to discover. No matter which San Juan cruise you choose, you’re bound to have an unforgettable vacation.
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. Cruises from San Juan require passengers to first fly to Puerto Rico and this cost is not included in the cruise price. You should also allow for extra expenses such as spending a night in a hotel in San Juan before and/or after your cruise.
Basseterre, St. Kitts is the next day’s port, and guests can hike the Mount Liamuiga volcano, see sugarcane in the countryside from a double-decker railcar, or kayak the crystal clear water. Explore it capital, Castries, by catamaran or on foot around the peaks of the Pitons, or relax in the thermal pools of Soufriere. Bridgetown, Barbados, next on the itinerary, is home to colonial buildings, open-air markets, and pink-sand beaches.
All these attractions have modest admittance fees (around $5) and guides speak English as well as Spanish. Many other cruise lines use San Juan as a port of call, particularly for refueling and loading fresh supplies as part of a Transatlantic cruise. Find out the pros and cons on cruises from San Juan, Puerto Rico with some reasons you might never have thought of to travel from the Caribbean island. For any cruises listed, Cruise Critic does not guarantee any specific rates or prices. Here are a few of our top picks for the best cruises to Puerto Rico and other beach destinations.
Take in views of the Riviera village, browse shops stocked in Gallic goods, and take the opportunity to ride aboard a sailing yacht. This seven-day cruise aboard Norwegian Viva embarks from San Juan, where guests can explore Puerto Rico before or after their sailing. Built in 2023, the Norwegian Viva offers guests onboard activities like 10-story slides, a three-level go-kart race track, and an immersive art gallery.
Stay current with special offers, news and destination-focused content. Hashtag your cruise photos #carnival and #stmaarten — you may see them right here. Puerto Rico is generally considered to be a safe, politically stable country. However, in extreme circumstances there has been some unrest and protests. These were triggered when the islanders felt that the government and the USA were failing to provide essential disaster relief following devastating natural disasters.
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Lounge by the beach, swim under a waterfall or canoe through mangroves. Venture out and get lost in a world of rainforests and mist-covered mountain tops with the best Puerto Rico cruises. If you are only visiting San Juan for a short time before your cruise, the free Trolley is a good way to get around and see the sights quickly and easily.
If you’re a foodie make sure you try a dish of codfish with potatoes — you can order it the English way, with a hard-boiled egg, or the Portuguese way, prepped in tomato-onion sauce. 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.
There's a variety of dining spots, lounges, a whiskey bar, a cigar lounge, a spa, and a Starbucks. The boho-chic neighborhood of Santurce is your go-to for shops selling some of Puerto Rico’s leading local designers. If international designers and high-end boutiques are more your style, you can spend hours browsing the storefronts in glitzy El Condado. San Juan cruise port is very popular for Southern Caribbean cruises. The trolley stop outside the port is always busy when cruise ships are in port.
In Saint Lucia, visit the Pitons or snorkel one of Jacques Cousteau’s favorite dive spots. And then, in St. Johns, Antigua and Barbuda, guests can snorkel, kayak, zip line, or relax on a sunset catamaran cruise. The first stop is Punta Cana in the Dominican Republic for snorkeling with sea turtles, surfing, and touring rum and cigar factories. The ship then arrives at Oranjestad, Aruba, for a tour of Dutch colonial buildings, a submarine ride, a Land Rover safari, or a trip to an aloe farm. The next port is Willemstad, Curacao, where guests can tour the island's candy-colored architecture, swim with dolphins, or visit the limestone Hato Caves. Cruises from San Juan, Puerto Rico offer a magical blend of natural island charm and man-made wonders.
