14-night Caribbean cruise: New York to Miami, Florida on Regal Princess
The Southern Caribbean Islander is a 14-night Caribbean cruise aboard Regal Princess, operated by Princess Cruises. Departing New York on November 6, 2027 and arriving in Miami, Florida on November 20, 2027, the voyage visits 9 ports including St. Thomas (US Virgin Islands), St. Kitts, St John's, Antigua. Fares start from $1,069 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.
St. Thomas (US Virgin Islands)
The steep, spectacular hills that surround St Thomas's exquisite harbour provide a fitting entry point for this island of overwhelming natural splendour. The jungled-mountains reach up above tempting beaches and scuba diving sites, while Charlotte Amalie - the island's capital - sprawls down towards the water, bedecked with shops and tasty restaurants. Part of the beautiful U.S. Virgin Islands - together with St John and St Croix - these lands were purchased by the US in 1917. View less
Nowadays, St Thomas is a patchwork of cultures, and a lively welcome to the islands, serving as a gracious host to the many visitors who linger - as well as those who jump on ferries, yachts and catamarans to explore the blessed beaches of the Caribbean's other retreats. A stunning island of dramatic jungled-scenery, keep your camera close to hand as you swing up the Skyride to Paradise Point, to look down over the natural amphitheatre of the dock and city below. Snap some more postcard-perfect shots at Drake’s Seat - said to be Sir Francis Drake's lookout point, where he could survey for approaching enemy ships. Nowadays, the views over Magens Bay and the infinite sea are always peaceful, and this is a great spot to catch a fiery Caribbean sunset spilling across the sky. Take catamaran cruises to explore the shining coastline, or seek out the glorious coves and caves that are hidden along the island's perimeter. Land on the secluded shores of tiny islands, before scuba diving and snorkelling above the twisted boughs of lost ships, reclaimed by the waters and inhabited by curious tropical fish life. Kayak over still lagoon waters, or take the chance to lay back on soft beaches strewn with tiny shells, as St Thomas's beauty washes over you.
St. Kitts
An MSC Caribbean and Antilles cruise to St. Kitts and Nevis will introduce you to the sister volcanic islands of the Caribbean. These islands have been a premier destination for elite tourists for more than 200 years and served as a haven for European nobility in the 19th and 20th centuries.
Basseterre, founded by the French in 1625, became the capital of St. Kitts in 1727, when the Eng-lish took over the island. It remained under British rule until the islands declared their independence in 1983. Throughout the city’s long history, natural disasters and conflicts have afflicted Basseterre; most buildings date from the latter part of the 1800s. A visit to the city’s two cathedrals, St. George’s Anglican Church and the Catholic Cathedral of Immaculate Conception, will appeal to those with a love of history and architecture. On South Square Street, visit Georgian House, one of the better-preserved examples of local 18th-century architecture.
Leaving Basseterre, take a panoramic drive on an MSC excursion to the southeast peninsula en route for a kayaking adventure. Stop at Timothy Hill to enjoy a 360-degree view and a stunning glimpse of the Atlantic and Caribbean nearly side by side; the two bodies of water, each with a dis-tinct appearance, are separated by a spit of land.
If it is adrenaline that quenches your thirst, go off-road on an excursion into the interior of St. Kitts in a specially modified 4x4 Land Rover to explore the lush rainforest and spot shy, green monkeys and other exotic tropical flora and fauna. At a private mountaintop property, 1,000 feet above sea level, enjoy amazing vistas of the rainforest, the coastline, Basseterre, and the neighbouring island of Nevis. Continue your journey through the mountains to the opposite side of the island to explore quaint villages and experience country life.
Learn about wearable art at Romney Manor, home of the world-famous Caribelle Batik. Visit the demonstration room, where acclaimed artists present the wax and dye process of batik making. The Romney Manor Estate encompasses eight acres of historical ruins and features ancient Carib Indian rock drawings and a beautiful botanical garden.
For an excursion unlike any other, book a land-and-sea tour combining train and catamaran. In the first leg of the trip, take in the scenery of St. Kitts on a narrow-gauge train, followed by a catama-ran cruise. The St. Kitts Scenic Railway has been showing visitors the island since 2003, but be-fore that it had transported sugar cane from the fields to the sugar mill in Basseterre for nearly 100 years. At the end of the train journey, board a catamaran to sail the storied western coast of the is-land and take in its gorgeous views.
Fly through the rainforest 25 stories above the ground as you enjoy a spectacular zipline tour over a network of 5 cable lines at the historic Wingfield Estate. Enjoy fantastic panoramic views of Brimstone Hill National Fortress (a UNESCO World Heritage Site), Old Road Village, former sugar estates, the Caribbean Sea and Mount Liamuiga, with its volcano crater ridge marking the highest point in St. Kitts.
Prices come from third-party data feeds via Princess Cruises and may differ from the cruise line's current fare. Confirm the final price before booking. How our pricing works
Lowest fares with no residency, age, or service requirement — verify eligibility at booking. How our pricing works
Not ready to book?
Get price alerts
We’ll email you when fares drop or return.
Check your email to finish
We sent a confirmation link to your inbox. Your alert is not on yet — click that link to switch it on.
Follow the entire sailing from its first day to its last, with the route and schedule in one view.
Day 1·Nov 6, 2027
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…
Enjoy sweeping views from one of more than 1,400 balconies on Regal Princess or stroll on the SeaWalk, a glass-floor walkway extending 28 feet beyond the edge of the ship! From the tranquil Sanctuary, a retreat reserved for adults, to the dazzling Princess WaterColor Fantasy light and water show and more, you'll find diversions for every mood.
We count visits anonymously without cookies. Accept cookies to let us remember you across visits and connect activity if you create an account, or decline and we'll still count you anonymously. Read our privacy policy
ESC
The Captain
I'm the Captain. Tell me what you're after — "Caribbean under $2,000" or "7 nights from Miami" — and I'll find the sailing and its price history.