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 Tortola, Saint Thomas, San Juan and Puerto Plata.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Norwegian Pearl
- Cruise line
- Norwegian Cruise Line
- Duration
- 10 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
Tortola
Arrive 07:00 · Depart 18:00
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
- Day6
Saint Thomas
Arrive 07:00 · Depart 18:00
An island in the U.S. Virgin Islands known for its deep harbour at Charlotte Amalie and its red-roofed hillsides. It offers duty-free shopping along the waterfront, the beach at Magens Bay, and a short ferry hop to quieter St. John.
- Magens Bay
- Charlotte Amalie
- Ferry to St. John
- Day7
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
- Day8
Puerto Plata
Arrive 07:00 · Depart 15:00
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
- Day9At sea
- Day10At sea
- Day11
Philadelphia, Pennsylvania
Arrive 08:00
Upcoming departures
- 28 Nov 2026
- 8 Dec 2026
- 3 Jan 2027
- 13 Jan 2027
- 23 Jan 2027
- 2 Feb 2027
- 20 Feb 2027
- 2 Mar 2027
- 26 Feb 2028
- 7 Mar 2028
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, Tortola, Saint Thomas, 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?
10 nights aboard Norwegian Pearl.
When does this itinerary sail?
Upcoming departures include 28 Nov 2026, 8 Dec 2026, 3 Jan 2027 and 13 Jan 2027. A NestCruise advisor can confirm current availability.