Cruise itinerary
10-Night Caribbean Cruise from Miami, Florida
10 nights · Caribbean · 10 ports of call
10-night Caribbean cruise aboard Silver Shadow, departing Miami, Florida and calling at At Sea, Saint John Island, Philipsburg, Basseterre, Saint Kitts, Îles des Saintes and Fort-de-France and 3 more.
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At a glance
- Ship
- Silver Shadow
- Cruise line
- Silversea
- Duration
- 10 nights
- Region
- Caribbean · Americas · South America
- Departs
- Miami, Florida
- Returns
- San Juan (Puerto Rico)
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 Silver Shadow sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
Miami, Florida
Depart 18:00
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
At Sea
- Day3
At Sea
- Day4
Saint John Island
Arrive 13:00 · Depart 19:00
- Day5
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
- Day6
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
- Day7
Îles des Saintes
Arrive 08:00 · Depart 18:00
- Day8
Fort-de-France
Arrive 08:00 · Depart 18:00
The capital of Martinique in the French Caribbean, set on a wide bay beneath green volcanic hills. Fort-de-France is known for the ornate Schoelcher Library, the Savane gardens by the waterfront, and views toward the Mont Pelée volcano.
- Schoelcher Library
- La Savane park
- Fort Saint-Louis
- Day9
Little Bay
Arrive 08:00 · Depart 17:00
- Day10
Great Harbour, Jost Van Dyke
Arrive 08:00 · Depart 18:00
The main anchorage of Jost Van Dyke, smallest of the British Virgin Islands' main islands, in the Caribbean. A laid-back yachting stop, its sheltered bay is fringed by sand and beach bars, with the natural rock pools of the Bubbly Pool a short walk away.
- Bubbly Pool
- White Bay
- beach bars
- Day11
San Juan (Puerto Rico)
Arrive 07:00
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
Upcoming departures
- 10 Dec 2026
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, At Sea, Saint John Island, Philipsburg, Basseterre, Saint Kitts, Îles des Saintes, Fort-de-France, Little Bay, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico).
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 San Juan (Puerto Rico).
How long is this cruise?
10 nights aboard Silver Shadow.
When does this itinerary sail?
Upcoming departures include 10 Dec 2026. A NestCruise advisor can confirm current availability.