16-night Caribbean cruise aboard Seabourn Ovation, departing Miami, Florida and calling at San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, South Friars Bay, Roseau, Port Elizabeth, Bequia and Bridgetown and 5 more.
Voyage route — calls shown in order; map is schematic.
day by day
Day-by-day itinerary
Day 1
Miami, Florida
Depart 16:00
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 4
San Juan (Puerto Rico)
Arrive 10:00 · Depart 18:00
Day 5
Great Harbour, Jost Van Dyke
Arrive 08:00 · Depart 18:00
Day 6
South Friars Bay
Arrive 08:00 · Depart 17:00
Day 7
Roseau
Arrive 08:00 · Depart 17:00
Day 8
Port Elizabeth, Bequia
Arrive 08:00 · Depart 18:00
Day 9
Bridgetown
Arrive 07:00 · Depart 21:00
Day 10
Rodney Bay
Arrive 08:00 · Depart 18:00
Day 12
Montserrat
Arrive 08:00 · Depart 18:00
Day 13
A
Antigua
Arrive 08:00 · Depart 21:00
Day 14
South Friars Bay
Arrive 08:00 · Depart 17:00
Day 15
Virgin Gorda
Arrive 08:00 · Depart 18:00
Day 16
Sint Maarten
Arrive 07:00
when to sail
Upcoming departures
20 Nov 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
good to know
16-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 16-night Caribbean cruise calls at Miami, Florida, San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, South Friars Bay, Roseau, Port Elizabeth, Bequia, Bridgetown, Rodney Bay, Montserrat, Antigua, Virgin Gorda and Sint Maarten.
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 Miami, Florida and ends in Sint Maarten.
How long is this cruise?
16 nights aboard Seabourn Ovation.
When does this itinerary sail?
Upcoming departures include 20 Nov 2026. A NestCruise advisor can confirm current availability.
settle in, sail beyond.
Narrow your 16-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.
