Cruise itinerary
14-Night Caribbean Cruise from New York, New York
14 nights · Caribbean · 11 ports of call
14-night Caribbean cruise aboard Oceania Vista, departing New York, New York and calling at At Sea, Charlotte Amalie, Tortola, Saint John's, Basseterre, Saint Kitts and Castries and 4 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Oceania Vista
- Cruise line
- Oceania 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 Oceania Vista 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
At Sea
- Day3
At Sea
- Day4
At Sea
- Day5
Charlotte Amalie
Arrive 07:00 · Depart 17:00
St. Thomas's harbour town in the U.S. Virgin Islands — a deep, sheltered bay ringed by red-roofed hills. Known for duty-free shopping along Main Street and the easy hop to Magens Bay or a ferry across to quieter St. John.
- Magens Bay
- Main Street shopping
- ferry to St. John
- Day6
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
- Day7
Saint John's
Arrive 07:00 · Depart 16:00
The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
- Nelson's Dockyard
- Dickenson Bay
- Shirley Heights
- Day8
Basseterre, Saint Kitts
Arrive 07:00 · Depart 17:00
The capital of St. Kitts, set below the green slopes of a volcanic Caribbean island. Its colonial centre circles The Circus and Independence Square, while the hilltop fortress of Brimstone Hill and a scenic railway lie out along the coast.
- Brimstone Hill Fortress
- The Circus
- Scenic railway
- Day9
Castries
Arrive 08:00 · Depart 18:00
The capital of St. Lucia, tucked into a sheltered harbour on the island's northwest coast. Beyond the market town rise the rainforested interior and the iconic twin Piton peaks further south along the volcanic coastline.
- The Pitons
- Central market
- Pigeon Island
- Day10
Saint George's
Arrive 07:00 · Depart 13:00
The capital of Grenada in the eastern Caribbean, set around a horseshoe harbour ringed by red-roofed houses. Known as the Spice Isle for its nutmeg, the island offers Grand Anse beach, hillside Fort George and rainforest waterfalls inland.
- Grand Anse Beach
- Fort George
- Nutmeg plantations
- Day11
Willemstad
Arrive 14:30 · Depart 22:00
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
- Day12
Oranjestad
Arrive 07:00 · 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
- Day13
At Sea
- Day14
At Sea
- 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
- 28 Oct 2026
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, At Sea, Charlotte Amalie, Tortola, Saint John's, Basseterre, Saint Kitts, Castries, Saint George's, Willemstad, Oranjestad and Miami, Florida.
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 Miami, Florida.
How long is this cruise?
14 nights aboard Oceania Vista.
When does this itinerary sail?
Upcoming departures include 28 Oct 2026. A NestCruise advisor can confirm current availability.