12-night Caribbean cruise: New York to San Juan, Puerto Rico on Valiant Lady
The Bermuda & Caribbean: NYC to San Juan is a 12-night Caribbean cruise aboard Valiant Lady, operated by Virgin Voyages. Departing New York on October 19, 2026 and arriving in San Juan, Puerto Rico on October 31, 2026, the voyage visits 7 ports including Royal Naval Dockyard, Bermuda, Bimini, St Croix. Fares start from $1,188 per person.
Fixed editorial images from the places on this itinerary. They stay stable each time you return to this sailing.
New York
Wake up to be part of a city that never sleeps. Fly by helicopter over the Manhattan Skyline for flawless images of the Statue of Liberty, neon-lit Times Square, sprawling Central Park, the skyscraping Empire State Building and Brooklyn Bridge. Explore Picasso, Pollock and others at the Museum of Modern Art. Then create your own kitsch masterpiece from a blank canvas at a painting party in Havana’s emporium. Pay your respects and honour gallant heroes at the 9/11 Memorial and Museum mission. Listen to backstage stories in the Broadway theatre district, shop in the East Village, eat streetside hotdogs, sip cocktails in elegant bars, take in a show. And as evening falls, take a walk with your loved one over Brooklyn Bridge. Big, bold and brash – there's a lot to bite off in the Big Apple.
Bimini
Located on the island of New Providence, Nassau is a colorful Caribbean capital, with white-sand beaches, green golf courses, pink Colonial buildings, and warm turquoise waters. Naturally, water sports are very popular here. Take your pick of scuba diving, snorkeling, deep-sea fishing, and sailing excursions.
Philipsburg, Sint Maarten
Offering some of the best vistas in all the Caribbean, St. Maarten is the smallest inhabited island in the world shared by two nations - France in the north and the Netherlands in the south. Dubbed the true melting pot of the Caribbean, the 37-square-mile island is home to people of 47 different nationalities and more than 400 restaurants, featuring a hugely diverse variety of cuisine.
The island also has two capitals: Philipsburg on the Dutch side, and Marigot in the French part. Once you arrive on an MSC Caribbean and Antilles cruise in St. Maarten, explore how the two cultures have blended their very distinct characters on one of our MSC excursions.
Your St. Maarten cruise will dock in Philipsburg, founded in 1763 by John Philips, a Scottish captain in the Dutch Navy. Philipsburg, with its pastel-coloured West Indian houses, is known for its duty-free shopping along Front Street, the Great Salt Pond, which once made the island literally “worth its salt,” and attracted the attention of the French, and Fort Willem, built in 1801, with mag-nificent views of the bay and the surrounding islands.
From there, several MSC excursions take you on a hilly drive to the French side of the island to experience Marigot. Originally a fishing village on a swamp for which it was named, Marigot became the capital during the reign of Louis XVI. Fort Louis, which overlooks Marigot Bay and Anguilla, was built in the late 18th century to protect the town’s warehouses of salt, coffee, sugar cane and especially rum from the English. Today, Marigot showcases quaint colourful gingerbread-like houses, tasty sidewalk bistros and a waterfront market selling fruit and vegetables, spices, local meats and fresh fish from Creole huts worth exploring.
For something special, spend the day on the Dutch side of the island at the restored sugar planta-tion at Rockland Estate. Take in a history lesson at the Emilio Wilson Museum or a nature hike and 360-degree views from Sentry Hill. Participate in a hands-on cooking demonstration of authentic local cuisines with lunch at Emilio’s restaurant, in an exclusive Martha Stewart excursion curated for MSC Cruises.
Also at Rockland Estate, thrill seekers can book other MSC excursions on the Flying Dutchman, a fast and furious zip line ride that will have you whizzing down the line at speeds of up to 56 mph (90 km) per hour. Then take the Pirate Sky Ride cable car back up the top to the Crow’s Nest where several platforms encircling the mountain afford panoramic views of the neighbouring islands of Saba, Sint Eustatius, Saint Barthélemy and Anguilla. Then plunge down the mountain on a Schooner Ride inner tube along a specially designed track.
To experience one of the island’s hottest spots and most popular attractions, visit the famous Maho Beach, also called Airplane Beach. Don’t get too comfortable, though. This is because you watch as planes pass only a short distance above your head as they land and take off from Princess Juli-ana Airport’s short runway next door.
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Follow the entire sailing from its first day to its last, with the route and schedule in one view.
Day 1·Oct 19, 2026
New York
Wake up to be part of a city that never sleeps. Fly by helicopter over the Manhattan Skyline for flawless images of the Statue of Liberty, neon-lit Times Square, sprawling Central…
With a name derived from the Latin, “valere” (which means to be strong) our second lady ship calls Barcelona her home — setting sail through the Mediterranean in the summers and spending her winters voyaging down in the Caribbean.
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