The massive Regal Princess cruise ship sits in deep blue water next to a stone castle and a wooden pier. The white and blue vessel features the Princess Cruises logo on its bow, multiple tiers of cabin balconies, and orange lifeboats along its side under a clear blue sky.

Princess Cruises

Southern Caribbean Islander

Caribbean

Photo: Ole Brastad · CC BY 2.0 · Re-encoded to WebP.

Sailing Itinerary

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Trip Details

Departs: November 6, 2027

Returns: November 20, 2027

Departure Port: New York City

Ship: Regal Princess

Before You Decide

6 cruises leaving the same week

Other ships and other routes of about this length, from ports near this one.

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Your Ship

Regal Princess

The second Royal-class ship, and the one where the medallion started

Aboard

  • Second of the six Royal-class ships, delivered by Fincantieri at Monfalcone in May 2014
  • The first MedallionClass ship: the OceanMedallion launched aboard her on November 13, 2017
  • SeaWalk, a glass-floored walkway cantilevered off the side of deck sixteen
  • Christened in November 2014 by the cast of The Love Boat
  • Drydocked at Damen Shiprepair Rotterdam in April 2025
More About Regal Princess

Ashore

Where You Stop

St. Thomas

Grand Turk

Miami

Caribbean

The Caribbean

The most-sailed water on earth, and the easiest cruise to fall in love with, short flights, warm water twelve months a year, and a different island every morning.

Best Time to Go
December through April, outside hurricane season
Typical Length
5 to 8 nights
Read the Full Guide
Aerial shot of a tropical beach with a pier, turquoise waters, and a resort in Cozumel.

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