

Cruise itinerary
10-Night Caribbean Cruise from Philadelphia, Pennsylvania
10 nights · Caribbean · 5 ports of call
10-night Caribbean cruise aboard Norwegian Pearl, departing Philadelphia, Pennsylvania and calling at Puerto Plata, San Juan (Puerto Rico), Saint John's and Philipsburg.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Norwegian Pearl
- Cruise line
- Norwegian Cruise Line
- Duration
- 10 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
- Day4

Puerto Plata
Arrive 11:30 · Depart 18:30
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
- Day5

San Juan (Puerto Rico)
Arrive 10:00 · Depart 18:00
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
- Day6

Saint John's
Arrive 10:00 · Depart 18:00
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
- Day7

Philipsburg
Arrive 09:00 · Depart 18:00
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
- Day8At sea
- Day9At sea
- Day10At sea
- Day11

Philadelphia, Pennsylvania
Arrive 07:00
Upcoming departures
- 13 Dec 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
10-Night Caribbean Cruise from Philadelphia, Pennsylvania FAQ
Which ports does this cruise visit?
This 10-night Caribbean cruise calls at Philadelphia, Pennsylvania, Puerto Plata, San Juan (Puerto Rico), Saint John's and Philipsburg.
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?
10 nights aboard Norwegian Pearl.
When does this itinerary sail?
Upcoming departures include 13 Dec 2027. A NestCruise advisor can confirm current availability.