Cruise itinerary
12-Night Caribbean Cruise from Philadelphia, Pennsylvania
12 nights · Caribbean · 7 ports of call
12-night Caribbean cruise aboard Norwegian Pearl, departing Philadelphia, Pennsylvania and calling at Philipsburg, Bridgetown, Castries, Saint John's, San Juan (Puerto Rico) and Puerto Plata.
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At a glance
- Ship
- Norwegian Pearl
- Cruise line
- Norwegian Cruise Line
- Duration
- 12 nights
- Region
- Caribbean · Americas · North America · South America
- Departs
- Philadelphia, Pennsylvania
- Returns
- Philadelphia, Pennsylvania
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 Norwegian Pearl sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
Philadelphia, Pennsylvania
Depart 16:00
- Day2At sea
- Day3At sea
- Day4At sea
- Day5
Philipsburg
Arrive 07:00 · Depart 14:00
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
- Day6
Bridgetown
Arrive 11:00 · Depart 18:00
The capital of Barbados on the island's southwest coast, a long-standing Caribbean cruise port. Its colonial centre and Garrison Savannah are UNESCO-listed, with the white sand of Carlisle Bay and turtle-filled waters close to the harbour.
- Carlisle Bay
- Garrison Savannah
- Rum distilleries
- Day7
Castries
Arrive 07:00 · Depart 17:00
The capital of St. Lucia, tucked into a sheltered harbour on the island's northwest coast. Beyond the market town rise the rainforested interior and the iconic twin Piton peaks further south along the volcanic coastline.
- The Pitons
- Central market
- Pigeon Island
- Day8
Saint John's
Arrive 07:00 · Depart 15:00
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
- Day9
San Juan (Puerto Rico)
Arrive 07:00 · Depart 15:00
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
- Day10
Puerto Plata
Arrive 07:00 · Depart 14:00
A port on the north coast of the Dominican Republic, backed by the flat-topped Mount Isabel de Torres. A cable car climbs to its summit, the old town keeps a district of gingerbread Victorian houses, and amber and rum are local specialities.
- Mount Isabel cable car
- Amber Museum
- Victorian houses
- Day11At sea
- Day12At sea
- Day13
Philadelphia, Pennsylvania
Arrive 07:00
Upcoming departures
- 3 Jan 2028
- 15 Jan 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
12-Night Caribbean Cruise from Philadelphia, Pennsylvania FAQ
Which ports does this cruise visit?
This 12-night Caribbean cruise calls at Philadelphia, Pennsylvania, Philipsburg, Bridgetown, Castries, Saint John's, San Juan (Puerto Rico) and Puerto Plata.
How many days are spent at sea?
5 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from Philadelphia, Pennsylvania.
How long is this cruise?
12 nights aboard Norwegian Pearl.
When does this itinerary sail?
Upcoming departures include 3 Jan 2028 and 15 Jan 2028. A NestCruise advisor can confirm current availability.