8-Night Caribbean Cruise from San Juan (Puerto Rico)
8-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.
Voyage route — calls shown in order; map is schematic.
day by day
Day-by-day itinerary
Day 1
San Juan (Puerto Rico)
Depart 19:00
Day 2
Great Harbour, Jost Van Dyke
Arrive 08:00 · Depart 18:00
Day 3
Little Bay
Arrive 09:00 · Depart 18:30
Day 4
Castries
Arrive 08:30 · Depart 18:00
Day 5
Fort-de-France
Arrive 08:00 · Depart 18:00
Day 6
A
At Sea
Day 7
S
Sopers Hole, Tortola
Arrive 08:00 · Depart 18:00
Day 8
San Juan (Puerto Rico)
Arrive 07:00
when to sail
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.
good to know
8-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 8-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?
8 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.
settle in, sail beyond.
Narrow your 8-night sailing
Tell us your dates and group — a NestCruise advisor narrows this voyage to the right cabin and confirms your live fare. No booking fees.