Cruise itinerary
7-Night Caribbean Cruise from San Juan (Puerto Rico)
7 nights · Caribbean · 7 ports of call
7-night Caribbean cruise aboard Silver Shadow, departing San Juan (Puerto Rico) and calling at Great Harbour, Jost Van Dyke, Little Bay, Castries, Fort-de-France, At Sea and Sopers Hole, Tortola.
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At a glance
- Ship
- Silver Shadow
- Cruise line
- Silversea
- Duration
- 7 nights
- Region
- Caribbean · Americas · South America
- Departs
- San Juan (Puerto Rico)
- 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
San Juan (Puerto Rico)
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
- Day2
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
- Day3
Little Bay
Arrive 09:00 · Depart 18:30
- Day4
Castries
Arrive 08:30 · 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
- Day5
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
- Day6
At Sea
- Day7
Sopers Hole, Tortola
Arrive 08:00 · Depart 18:00
- Day8
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
- 20 Dec 2026
- 27 Dec 2026
- 3 Jan 2027
- 30 Jan 2027
- 26 Feb 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
7-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 7-night Caribbean cruise calls at San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Little Bay, Castries, Fort-de-France, At Sea and Sopers Hole, Tortola.
How many days are spent at sea?
1 day is spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from San Juan (Puerto Rico).
How long is this cruise?
7 nights aboard Silver Shadow.
When does this itinerary sail?
Upcoming departures include 20 Dec 2026, 27 Dec 2026, 3 Jan 2027 and 30 Jan 2027. A NestCruise advisor can confirm current availability.