Cruise itinerary
14-Night Caribbean Cruise from New York, New York
14 nights · Caribbean · 11 ports of call
14-night Caribbean cruise aboard Seven Seas Prestige, departing New York, New York and calling at Sailing the Atlantic Ocean, Nassau, La Romana, Cruising the Caribbean Sea, Willemstad and Oranjestad and 4 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Cruise line
- Regent Seven Seas Cruises
- Duration
- 14 nights
- Region
- Caribbean · Americas
- Departs
- New York, New York
- Returns
- Miami, Florida
How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact Seven Seas Prestige sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
New York, New York
Arrive 07:00 · Depart 17:00
Cruise ships berth on Manhattan's West Side or across the harbour in Brooklyn and Bayonne, putting the full sweep of New York within reach. The Statue of Liberty, Central Park, Times Square and the museums of Fifth Avenue are all part of a day ashore.
- Statue of Liberty
- Central Park
- Times Square
- Day2
Sailing the Atlantic Ocean
- Day3
Sailing the Atlantic Ocean
- Day4
Nassau
Arrive 08:00 · Depart 17:00
The capital of the Bahamas on New Providence Island, one of the most-visited cruise ports anywhere. Pastel colonial buildings and the Queen's Staircase sit near the harbour, with the sands of Cable Beach and the Atlantis resort just across the water.
- Cable Beach
- Atlantis resort
- Queen's Staircase
- Day5
Sailing the Atlantic Ocean
- Day6
Sailing the Atlantic Ocean
- Day7
La Romana
Arrive 07:00 · Depart 17:00
A resort town on the southeast coast of the Dominican Republic, set where the Chavón river meets the Caribbean. Nearby lie the cobbled artisans' village of Altos de Chavón, the white sands of Bayahibe and boat trips to Saona island.
- Altos de Chavón
- Saona Island
- Bayahibe beach
- Day8
Cruising the Caribbean Sea
- Day9
Willemstad
Arrive 08:00 · Depart 17:00
The capital of Curaçao in the southern Caribbean, with a UNESCO-listed centre of Dutch colonial architecture. Willemstad is known for the candy-coloured waterfront of Handelskade, the swinging Queen Emma pontoon bridge, and its floating market.
- Handelskade façades
- Queen Emma Bridge
- Floating Market
- Day10
Oranjestad
Arrive 08:00 · Depart 17:00
The capital of Aruba, set on the island's leeward south coast in the southern Caribbean. Oranjestad is known for its Dutch colonial façades along Wilhelminastraat, a free streetcar through downtown, and white-sand beaches like Eagle and Palm just north.
- Eagle Beach
- Palm Beach
- Dutch colonial centre
- Day11
Cruising the Caribbean Sea
- Day12
Montego Bay
Arrive 07:00 · Depart 16:00
- Day13
Georgetown, Grand Cayman
Arrive 08:00 · Depart 17:00
Grand Cayman's capital and the main port of the Cayman Islands, set on the calm western shore. Cruise ships tender into the harbour beside Seven Mile Beach, with Stingray City sandbars and Caribbean reef diving a short boat ride away.
- Seven Mile Beach
- Stingray City
- Seven Mile reefs
- Day14
Cruising the Florida Straits
- Day15
Miami, Florida
Arrive 07:00 · Depart 16:00
The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
- South Beach
- Little Havana
- Wynwood murals
Upcoming departures
- 4 Nov 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from New York, New York FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at New York, New York, Sailing the Atlantic Ocean, Nassau, La Romana, Cruising the Caribbean Sea, Willemstad, Oranjestad, Montego Bay, Georgetown, Grand Cayman, Cruising the Florida Straits and Miami, Florida.
How many days are spent at sea?
3 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It departs from New York, New York and ends in Miami, Florida.
How long is this cruise?
14 nights aboard Seven Seas Prestige.
When does this itinerary sail?
Upcoming departures include 4 Nov 2028. A NestCruise advisor can confirm current availability.