11-Night Caribbean Cruise from San Juan (Puerto Rico)
11-night Caribbean cruise aboard Silver Shadow, departing San Juan (Puerto Rico) and calling at Great Harbour, Jost Van Dyke, Gustavia, Saint John's, Little Bay, Îles des Saintes and Basseterre, Saint Kitts and 4 more.
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
Gustavia
Arrive 08:00 · Depart 23:00
Day 4
Saint John's
Arrive 08:00 · Depart 19:00
Day 5
Little Bay
Arrive 08:00 · Depart 18:00
Day 6
Îles des Saintes
Arrive 08:00 · Depart 18:00
Day 7
Basseterre, Saint Kitts
Arrive 08:00 · Depart 18:00
Day 8
Trois-Ilets
Arrive 08:00 · Depart 18:00
Day 9
Castries
Arrive 08:00 · Depart 18:00
Day 10
Saint George's
Arrive 08:00 · Depart 18:00
Day 11
Bridgetown
Arrive 07:00
when to sail
Upcoming departures
10 Jan 2027
6 Feb 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
good to know
11-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 11-night Caribbean cruise calls at San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Saint John's, Little Bay, Îles des Saintes, Basseterre, Saint Kitts, Trois-Ilets, Castries, Saint George's and Bridgetown.
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 Bridgetown.
How long is this cruise?
11 nights aboard Silver Shadow.
When does this itinerary sail?
Upcoming departures include 10 Jan 2027 and 6 Feb 2027. A NestCruise advisor can confirm current availability.
settle in, sail beyond.
Narrow your 11-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.