Cruise itinerary
9-Night Caribbean Cruise from New York, New York
9 nights · Caribbean · 5 ports of call
9-night Caribbean cruise aboard Azamara Journey, departing New York, New York and calling at Hamilton, Philipsburg, Road Town, Tortola and San Juan.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Azamara Journey
- Cruise line
- Azamara
- Duration
- 9 nights
- Region
- Caribbean · Americas
- Departs
- New York, New York
- Returns
- San Juan
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 Azamara Journey sailing, typically within 24 hours.
Where this voyage takes you
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
- Day2At sea
- Day3
Hamilton
Arrive 16:00
- Day4
Hamilton
- Day5
Hamilton
Depart 17:00
- Day6At sea
- Day7At sea
- Day8
Philipsburg
Arrive 8:00 · Depart 22:00
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
- Day9
Road Town, Tortola
Arrive 8:00 · Depart 18:00
The capital of Tortola in the British Virgin Islands, set on a harbour ringed by green hills. It is the main yachting base of the archipelago, with sheltered beaches, a small botanic garden, and ferries out to the surrounding cays.
- Cane Garden Bay
- Botanic Gardens
- Yacht harbour
- Day10
San Juan
Arrive 7:00
The capital of Puerto Rico and a major Caribbean cruise homeport. The walled colonial quarter of Old San Juan keeps blue-cobbled streets, pastel facades and two Spanish fortresses, El Morro and San Cristóbal, guarding the harbour mouth.
- Old San Juan
- El Morro
- Castillo San Cristóbal
Upcoming departures
- 29 Oct 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
9-Night Caribbean Cruise from New York, New York FAQ
Which ports does this cruise visit?
This 9-night Caribbean cruise calls at New York, New York, Hamilton, Philipsburg, Road Town, Tortola and San Juan.
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 San Juan.
How long is this cruise?
9 nights aboard Azamara Journey.
When does this itinerary sail?
Upcoming departures include 29 Oct 2026. A NestCruise advisor can confirm current availability.