Bermuda & Eastern Caribbean Cruise: Sint Maarten, Antigua & Tobago

Day 1 - New York

Arrive: Thu 28 October 2027 / Depart: Thu 28 October 2027 at 17:00

The Big Apple needs little by way of introduction. Its reputation as a capital of culture is universally known, with a plethora of outstanding museums, from the Metropolitan and its incredible wealth of fine art, to Ellis Island and the Tenement Museum, sharing stories of the huddled masses who risked all to be part of the dream that was America.

Day 2 - At Sea

Day 3 - Bermuda

Arrive: Sat 30 October 2027 at 16:00

The capital of this island paradise is steeped in history and blessed with British charm. One might think Hamilton's historic architecture would be at odds with its climate and topography, but it isn't. The result is an eclectic hamlet with all the charms and refinement of a European town.

Day 4 - Bermuda

The capital of this island paradise is steeped in history and blessed with British charm. One might think Hamilton's historic architecture would be at odds with its climate and topography, but it isn't. The result is an eclectic hamlet with all the charms and refinement of a European town.

Day 5 - Bermuda

Depart: Mon 01 November 2027 at 16:00

The capital of this island paradise is steeped in history and blessed with British charm. One might think Hamilton's historic architecture would be at odds with its climate and topography, but it isn't. The result is an eclectic hamlet with all the charms and refinement of a European town.

Day 6 - At Sea

Day 7 - At Sea

Day 8 - Philipsburg, St Maarten

Arrive: Thu 04 November 2027 at 08:00 / Depart: Thu 04 November 2027 at 22:00

It’s hard to get lost in Philipsburg – one mile of colorful Creole houses long and four streets deep, it is easy to explore. It is also a place where you may find yourself on the brink of an adventure you have long imagined. Transfixed by those gutsy mariners sailing for glory in the America’s Cup? Now is your chance to race aboard one of those ace vessels as a working crew member. Thrilled by the stories of divers but intimidated by SCUBA? Try SNUBA and float carefree, tethered to the surface by a long hose and an ample supply of air. The reward: warm waters, a rainbow of tropical reef fish, sunken wrecks, and tall tales of your own to take home with you.

Day 9 - Roadtown

Arrive: Fri 05 November 2027 at 08:00 / Depart: Fri 05 November 2027 at 18:00

Day 10 - San Juan

Arrive: Sat 06 November 2027 at 06:30 / Depart: Sat 06 November 2027 at 18:00

Ponce de Leon never did find the Fountain of Youth, but he did find stumble upon this lovely island, which had to be a close second. Just move to the rhythm of the ever-present salsa beat and you’ll be in the spirit in no time (secret – it’s all in the hips). Old Town San Juan is still partially enclosed by the original fortress walls dating back to the early 1500s. Attractively restored buildings with filigree cast iron balconies line its narrow cobbled streets, and cafés in shaded squares provide an ideal spot to linger. Outside the city the island offers an appealing array of golf courses, rainforests, and beaches galore.

Day 11 - Charlotte Amalie

Arrive: Sun 07 November 2027 at 08:00 / Depart: Sun 07 November 2027 at 18:00

This stunning harbor, filled with pleasure boats and encircled by emerald hills dotted with pastel houses, was once the center of a bustling pirate culture, as swashbuckling knaves such as Blackbeard and Drake traded stolen wares in the port of Charlotte Amalie. Today many of their old warehouses have been converted to shops and malls, where you may spend your pieces of eight on an array of treasures those buccaneers could never have imagined. Not a shopper? Hit the water without walking the plank when you pilot your own zodiac, or an underwater motor scooter.

Day 12 - Virgin Gorda (BVI)

Arrive: Mon 08 November 2027 at 08:00 / Depart: Mon 08 November 2027 at 18:00

Local lore has it that the unusual shape of this little bit of paradise reminded Christopher Columbus of a reclining, voluptuous woman, so he named it Virgin Gorda, the "Fat Virgin." She is suitably adorned with dramatic heights that plunge down from Gorda Peak to the sparkling turquoise waters far below. This is a good place to explore in a jeep, swim with dolphins, or hike the rugged trails throughout the island. Virgin Gorda is most famous for The Baths, where giant granite boulders are strewn across the beach and in the water, creating pools, caves, and grottos – a sort of natural water park.

Day 13 - St John's, Antigua

Arrive: Tue 09 November 2027 at 08:00 / Depart: Tue 09 November 2027 at 18:00

When you spy the distinctive white baroque towers of the St. Johns Cathedral, you’ll know you have arrived in Antigua’s capital city. With a staggering 365 beaches located across the island, you can visit a new beach every day of the year. But if you only have limited time to catch some rays, take a boat tour around Antigua for a unique vantage point to find the right strand of sand that speaks to you. If you’re still undecided, Galley Bay Beach is popular and is the perfect place to put your shades on and relax under an oversized umbrella. Once you’ve soaked up enough sun, head back into town and shop ‘til you drop. St. Johns is renowned for its duty-free shops, malls, and boutiques that feature everything from haute-couture to handicrafts.

Day 14 - Saint Pierre, Martinique

Arrive: Wed 10 November 2027 at 08:00 / Depart: Wed 10 November 2027 at 22:00

Day 15 - Port Elizabeth (Grenadines)

Arrive: Thu 11 November 2027 at 08:00 / Depart: Thu 11 November 2027 at 20:00

Day 16 - St George's, Grenada

Arrive: Fri 12 November 2027 at 08:00 / Depart: Fri 12 November 2027 at 20:00

Day 17 - Scarborough, Trinidad

Arrive: Sat 13 November 2027 at 08:00 / Depart: Sat 13 November 2027 at 17:00

Known for its stunning beaches, rich cultural heritage, and bustling marketplaces, Scarborough, Tobago, Trinidad & Tobago, offers visitors a vibrant taste of Caribbean life. Whether lounging on the sands of Pigeon Point Beach or exploring the historic Fort King George, Scarborough promises an unforgettable blend of relaxation and exploration.

Day 18 - Barbados

Arrive: Sun 14 November 2027 at 06:30 / Depart: Sun 14 November 2027

If you were to close your eyes while enjoying a "high tea in Trafalgar Square," you would swear you were in London - if it weren't for the warm breezes and emerald green waters enveloping you. Nicknamed "Little England" by some, Barbados is home to many museums that chronicle the island's rich past and over 100 shipwrecks along its reefs that are a playground for divers from around the world.