Cruise itinerary
8-Night Caribbean Cruise from San Juan (Puerto Rico)
8 nights · Caribbean · 8 ports of call
8-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 1 more.
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At a glance
- Ship
- Oceania Allura
- Cruise line
- Oceania Cruises
- Duration
- 8 nights
- Region
- Caribbean · Americas
- Departs
- San Juan (Puerto Rico)
- Returns
- Miami, Florida
How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact Oceania Allura sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
San Juan (Puerto Rico)
Arrive 07:00 · Depart 19:00
The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
- Old San Juan
- El Morro fort
- Condado beaches
- Day2
Gustavia
Arrive 09:00 · Depart 17:00
The harbour capital of St. Barthélemy, a chic French island in the Caribbean. Yachts crowd the small port below red-roofed hills, with designer boutiques along the quay and quiet coves and beaches scattered around the rugged coast.
- Shell Beach
- Designer boutiques
- Gustavia harbour
- Day3
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
- Day4
Basseterre, Saint Kitts
Arrive 07:00 · Depart 19:00
The capital of St. Kitts, set below the green slopes of a volcanic Caribbean island. Its colonial centre circles The Circus and Independence Square, while the hilltop fortress of Brimstone Hill and a scenic railway lie out along the coast.
- Brimstone Hill Fortress
- The Circus
- Scenic railway
- Day5
Saint John's
Arrive 07:00 · Depart 19:00
The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
- Nelson's Dockyard
- Dickenson Bay
- Shirley Heights
- Day6
Tortola
Arrive 07:00 · Depart 19:00
The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
- Road Town
- Cane Garden Bay
- Sailing charters
- Day7
At Sea
- Day8
At Sea
- Day9
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
Upcoming departures
- 19 Feb 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
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), Gustavia, Philipsburg, Basseterre, Saint Kitts, Saint John's, Tortola, At Sea and Miami, Florida.
How many days are spent at sea?
2 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?
8 nights aboard Oceania Allura.
When does this itinerary sail?
Upcoming departures include 19 Feb 2027. A NestCruise advisor can confirm current availability.