Cruise itinerary
12-Night Caribbean Cruise from New York, New York
12 nights · Caribbean · 8 ports of call
12-night Caribbean cruise aboard Valiant Lady, departing New York, New York and calling at At Sea, Royal Naval Dockyard, Cross Island, Bimini Island, Saint Croix Island, Philipsburg and Tortola and 1 more.
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At a glance
- Ship
- Valiant Lady
- Cruise line
- Virgin Voyages
- Duration
- 12 nights
- Region
- Caribbean · Americas · South America
- Departs
- New York, New York
- Returns
- San Juan (Puerto Rico)
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 Valiant Lady sailing, typically within 24 hours.
Where this voyage takes you
- Adults Only
Day-by-day itinerary
- Day1
New York, New York
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
At Sea
- Day3
Royal Naval Dockyard, Cross Island
Arrive 16:00
- Day4
Royal Naval Dockyard, Cross Island
Depart 16:00
- Day5
At Sea
- Day6
At Sea
- Day7
Bimini Island
Arrive 08:00 · Depart 18:00
A slender chain of islands in the western Bahamas, the closest to the Florida coast. Long associated with sport fishing and Ernest Hemingway, it offers calm beaches, clear shallows, and a relaxed waterfront strung along the main island.
- Sport fishing
- Radio Beach
- Hemingway lore
- Day8
At Sea
- Day9
At Sea
- Day10
Saint Croix Island
Arrive 09:00 · Depart 18:00
- Day11
Philipsburg
Arrive 08:00 · Depart 18:00
The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
- Great Bay Beach
- Front Street duty-free
- Maho Beach plane-spotting
- Day12
Tortola
Arrive 08:00 · Depart 18:00
The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
- Road Town
- Cane Garden Bay
- Sailing charters
- Day13
San Juan (Puerto Rico)
Arrive 06:30
The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
- Old San Juan
- El Morro fort
- Condado beaches
Upcoming departures
- 19 Oct 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
12-Night Caribbean Cruise from New York, New York FAQ
Which ports does this cruise visit?
This 12-night Caribbean cruise calls at New York, New York, At Sea, Royal Naval Dockyard, Cross Island, Bimini Island, Saint Croix Island, Philipsburg, Tortola and San Juan (Puerto Rico).
How many days are spent at sea?
5 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 San Juan (Puerto Rico).
How long is this cruise?
12 nights aboard Valiant Lady.
When does this itinerary sail?
Upcoming departures include 19 Oct 2026. A NestCruise advisor can confirm current availability.