⚓ Cruises

Regent Caribbean cruises from New York

2 itineraries with a bookable sailing ahead, 2 sailings, most popular first. Each card: how long, how many ports, when, from what price — and the bucket-list thing to do at every stop.

All cruises › Regent Caribbean cruises from New York

Most popular first

Ranked by what people search for and where the cruise lines send the most ships.

Willis Island

14-night New York to Barcelona

Regent · Seven Seas Prestige

9 ports
One way
Sails Apr 27, 2027
From $11,649 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Royal Naval Dockyard Private Island Wrap-Around Van Tour of Bermuda
Horta Pico Mountain Private Climb with Round-Trip Ferry from Faial

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Willis Island

174-night New York to Piraeus (Athens)

Regent · Seven Seas Mariner

117 ports
One way
Sails Apr 29, 2027
From $155,349 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Halifax Peggy's Cove & Lunenburg: Private Small-Group South Shore
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

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Prefer a calendar? →The ports themselves →