Cruise itinerary
10-Night Caribbean Cruise from San Juan (Puerto Rico)
10 nights · Caribbean · 11 ports of call
10-night Caribbean cruise aboard Seven Seas Prestige, departing San Juan (Puerto Rico) and calling at Tortola, Basseterre, Saint Kitts, Saint John's, Gustavia, Philipsburg and Charlotte Amalie and 4 more.
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At a glance
- Cruise line
- Regent Seven Seas Cruises
- Duration
- 10 nights
- Region
- Caribbean · Americas
- Departs
- San Juan (Puerto Rico)
- 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
San Juan (Puerto Rico)
Arrive 07:00 · Depart 17:00
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
- Day2
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
- Day3
Basseterre, Saint Kitts
Arrive 08:00 · Depart 18:00
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
- Day4
Saint John's
Arrive 08:00 · Depart 18:00
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
- Day5
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
- 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
Charlotte Amalie
Arrive 08:00 · Depart 15:00
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
- Day8
La Romana
Arrive 07:00 · Depart 14:30
A resort town on the southeast coast of the Dominican Republic, set where the Chavón river meets the Caribbean. Nearby lie the cobbled artisans' village of Altos de Chavón, the white sands of Bayahibe and boat trips to Saona island.
- Altos de Chavón
- Saona Island
- Bayahibe beach
- Day9
Sailing the Atlantic Ocean
- Day10
Nassau
Arrive 11:30 · Depart 17:00
The capital of the Bahamas on New Providence Island, one of the most-visited cruise ports anywhere. Pastel colonial buildings and the Queen's Staircase sit near the harbour, with the sands of Cable Beach and the Atlantis resort just across the water.
- Cable Beach
- Atlantis resort
- Queen's Staircase
- Day11
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
Upcoming departures
- 30 Mar 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
10-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 10-night Caribbean cruise calls at San Juan (Puerto Rico), Tortola, Basseterre, Saint Kitts, Saint John's, Gustavia, Philipsburg, Charlotte Amalie, La Romana, Sailing the Atlantic Ocean, Nassau and Miami, Florida.
How many days are spent at sea?
This is a port-intensive itinerary with no full days at sea.
Where does this cruise depart from?
It departs from San Juan (Puerto Rico) and ends in Miami, Florida.
How long is this cruise?
10 nights aboard Seven Seas Prestige.
When does this itinerary sail?
Upcoming departures include 30 Mar 2027. A NestCruise advisor can confirm current availability.