

Cruise itinerary
10-Night Caribbean Cruise from Miami, Florida
10 nights · Caribbean · 9 ports of call
10-night Caribbean cruise aboard Seven Seas Prestige, departing Miami, Florida and calling at Cruising the Bahamian Waters, Puerto Plata, San Juan (Puerto Rico), Charlotte Amalie, Philipsburg and Gustavia and 2 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Cruise line
- Regent Seven Seas Cruises
- Duration
- 10 nights
- Region
- Caribbean · Americas
- Departs
- Miami, Florida
- 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 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 Bahamian Waters
- Day3

Puerto Plata
Arrive 10:30 · Depart 18:30
A port on the north coast of the Dominican Republic, backed by the flat-topped Mount Isabel de Torres. A cable car climbs to its summit, the old town keeps a district of gingerbread Victorian houses, and amber and rum are local specialities.
- Mount Isabel cable car
- Amber Museum
- Victorian houses
- Day4

San Juan (Puerto Rico)
Arrive 12:00 · Depart 19:00
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
- Day5

Charlotte Amalie
Arrive 08:00 · Depart 18:00
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

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
- Day7

Gustavia
Arrive 08:00 · Depart 18:00
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
- Day8

Tortola
Arrive 08:00 · Depart 17:00
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
- Day9
Sailing the Atlantic Ocean
- Day10
Cruising the Bahamian Waters
- Day11

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
- 20 Dec 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
10-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 10-night Caribbean cruise calls at Miami, Florida, Cruising the Bahamian Waters, Puerto Plata, San Juan (Puerto Rico), Charlotte Amalie, Philipsburg, Gustavia, Tortola and Sailing the Atlantic Ocean.
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 is a round-trip sailing from Miami, Florida.
How long is this cruise?
10 nights aboard Seven Seas Prestige.
When does this itinerary sail?
Upcoming departures include 20 Dec 2028. A NestCruise advisor can confirm current availability.