13-night Caribbean cruise aboard Silver Shadow, departing Miami, Florida and calling at At Sea, San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's and Little Bay and 2 more.
Voyage route — calls shown in order; map is schematic.
day by day
Day-by-day itinerary
Day 1
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
Day 2
A
At Sea
Day 3
A
At Sea
Day 4
San Juan (Puerto Rico)
Arrive 09:00 · Depart 19:00
Day 5
Saint John Island
Arrive 08:00 · Depart 18:00
Day 6
Gustavia
Arrive 08:00 · Depart 23:00
Day 7
Saint John's
Arrive 08:00 · Depart 18:00
Day 8
Little Bay
Arrive 08:00 · Depart 18:00
Day 9
Basseterre, Saint Kitts
Arrive 08:00 · Depart 18:00
Day 10
Great Harbour, Jost Van Dyke
Arrive 08:00 · Depart 14:00
Day 11
A
At Sea
Day 12
A
At Sea
Day 13
Miami, Florida
Arrive 07:00
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
when to sail
Upcoming departures
18 Nov 2026
24 Dec 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
good to know
13-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 13-night Caribbean cruise calls at Miami, Florida, At Sea, San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's, Little Bay, Basseterre, Saint Kitts and Great Harbour, Jost Van Dyke.
How many days are spent at sea?
4 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from Miami, Florida.
How long is this cruise?
13 nights aboard Silver Shadow.
When does this itinerary sail?
Upcoming departures include 18 Nov 2026 and 24 Dec 2027. A NestCruise advisor can confirm current availability.
settle in, sail beyond.
Narrow your 13-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.
