Cruise itinerary
14-Night Caribbean Cruise from Miami, Florida
14 nights · Caribbean · 13 ports of call
14-night Caribbean cruise aboard Seven Seas Prestige, departing Miami, Florida and calling at Cruising the Old Bahama Channel, Cruising the Caribbean Sea, Oranjestad, Willemstad, Kralendijk and Saint George's and 6 more.
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- 10,000+ sailings
At a glance
- Cruise line
- Regent Seven Seas Cruises
- Duration
- 14 nights
- Region
- Caribbean · Americas
- Departs
- Miami, Florida
- Returns
- New York, New York
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
Miami, Florida
Arrive 07:00 · Depart 17:00
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
- Day2
Cruising the Old Bahama Channel
- Day3
Cruising the Caribbean Sea
- Day4
Oranjestad
Arrive 10:00 · Depart 21:00
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
- Day5
Willemstad
Arrive 07:00 · 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
- Day6
Kralendijk
Arrive 07:00 · Depart 14:00
The capital of Bonaire, a Dutch-Caribbean island known above all for diving and snorkelling along its protected fringing reef. The small waterfront town keeps pastel Dutch-colonial facades, with salt pans and flamingo flats lying to the south.
- Bonaire reef diving
- Salt pans
- Flamingo flats
- Day7
Saint George's
Arrive 13:00 · Depart 21:00
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
- Day8
Castries
Arrive 08:00 · Depart 17:00
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
- Day9
Gustavia
Arrive 10:00 · Depart 19:00
The harbour capital of St. Barthélemy, a chic French island in the Caribbean. Yachts crowd the small port below red-roofed hills, with designer boutiques along the quay and quiet coves and beaches scattered around the rugged coast.
- Shell Beach
- Designer boutiques
- Gustavia harbour
- Day10
San Juan (Puerto Rico)
Arrive 08:00 · Depart 16:00
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
- Day11
Sailing the Atlantic Ocean
- Day12
Sailing the Atlantic Ocean
- Day13
Kings Wharf
Arrive 08:15 · Depart 15:00
The cruise port at the western tip of Bermuda, set within the historic Royal Naval Dockyard. Kings Wharf is known for the old fortress turned shopping arcade, the National Museum of Bermuda, and ferries across the sound to Hamilton and the pink beaches.
- Royal Naval Dockyard
- National Museum
- Horseshoe Bay
- Day14
Sailing the Atlantic Ocean
- Day15
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
Upcoming departures
- 9 Apr 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at Miami, Florida, Cruising the Old Bahama Channel, Cruising the Caribbean Sea, Oranjestad, Willemstad, Kralendijk, Saint George's, Castries, Gustavia, San Juan (Puerto Rico), Sailing the Atlantic Ocean, Kings Wharf and New York, New York.
How many days are spent at sea?
2 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It departs from Miami, Florida and ends in New York, New York.
How long is this cruise?
14 nights aboard Seven Seas Prestige.
When does this itinerary sail?
Upcoming departures include 9 Apr 2027. A NestCruise advisor can confirm current availability.