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, Antigua, San Juan and Puerto Plata.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Norwegian Pearl
- Cruise line
- Norwegian Cruise Line
- Duration
- 12 nights
- Region
- Caribbean
- 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
Antigua
Arrive 07:00 · Depart 15:00
- Day9
San Juan
Arrive 07:00 · Depart 15:00
The capital of Puerto Rico and a major Caribbean cruise homeport. The walled colonial quarter of Old San Juan keeps blue-cobbled streets, pastel facades and two Spanish fortresses, El Morro and San Cristóbal, guarding the harbour mouth.
- Old San Juan
- El Morro
- Castillo San Cristóbal
- 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, Antigua, San Juan 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.