21-Night Caribbean Cruise from San Juan (Puerto Rico)
21-night Caribbean cruise aboard Oceania Allura, departing San Juan (Puerto Rico) and calling at Gustavia, Philipsburg, Basseterre, Saint Kitts, Saint John's, Tortola and At Sea and 8 more.
Voyage route — calls shown in order; map is schematic.
day by day
Day-by-day itinerary
Day 1
San Juan (Puerto Rico)
Arrive 07:00 · Depart 19:00
Day 2
Gustavia
Arrive 09:00 · Depart 17:00
Day 3
Philipsburg
Arrive 07:00 · Depart 19:00
The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
Great Bay Beach
Front Street duty-free
Maho Beach plane-spotting
Day 4
Basseterre, Saint Kitts
Arrive 07:00 · Depart 19:00
Day 5
Saint John's
Arrive 07:00 · Depart 19:00
Day 6
Tortola
Arrive 07:00 · Depart 19:00
Day 7
A
At Sea
Day 8
A
At Sea
Day 9
Miami, Florida
Arrive 07:00 · 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 10
A
At Sea
Day 11
Georgetown, Grand Cayman
Arrive 10:00 · Depart 18:00
Day 12
Falmouth
Arrive 09:00 · Depart 18:00
Day 13
A
At Sea
Day 14
Oranjestad
Arrive 09:00 · Depart 21:00
Day 15
Willemstad
Arrive 07:00 · Depart 21:00
Day 16
Kralendijk
Arrive 07:00 · Depart 21:00
Day 17
A
At Sea
Day 18
Cabo Rojo
Arrive 07:00 · Depart 16:00
Day 19
A
At Sea
Day 20
Nassau
Arrive 11:00 · Depart 18:00
Day 21
Miami, Florida
Arrive 07:00 · 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
when to sail
Upcoming departures
19 Feb 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
good to know
21-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 21-night Caribbean cruise calls at San Juan (Puerto Rico), Gustavia, Philipsburg, Basseterre, Saint Kitts, Saint John's, Tortola, At Sea, Miami, Florida, Georgetown, Grand Cayman, Falmouth, Oranjestad, Willemstad, Kralendijk, Cabo Rojo and Nassau.
How many days are spent at sea?
6 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It departs from San Juan (Puerto Rico) and ends in Miami, Florida.
How long is this cruise?
21 nights aboard Oceania Allura.
When does this itinerary sail?
Upcoming departures include 19 Feb 2027. A NestCruise advisor can confirm current availability.
settle in, sail beyond.
Narrow your 21-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.
