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Route Illustration - Actual route may differ
Cruise

11-Night Caribbean Cruise on Norwegian Pearl

Sleeping under a palm tree, strolling on endless beaches and eating ice cream while floating in a turquoise sea. What could be further from your everyday world? When you sail the Caribbean you'll discover how relaxing, entertaining and just plain fun a week really can be. Visit a variety of beautiful islands and escape to paradise on your next vacation.
As low as $1,389 per person
Check Availability and Book →
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Rachael Roberts
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Rachael Roberts
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Departure and Return Port

  • Philadelphia, Pennsylvania

Destination

  • Caribbean

Voyage at a glance

11-night Caribbean sailing aboard Norwegian Pearl.

ShipNorwegian Pearl
Sailing datesWednesday, December 23, 2026 – Sunday, January 3, 2027
RouteRound trip from Philadelphia, Pennsylvania
Recently found from$1,389 per person

Advisor Consultation

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Schedule My Consultation

Book with a professional travel advisor and you may unlock more than what appears in a standard online search. Depending on the supplier and trip, your advisor may have access to preferred or agency-negotiated group rates, special promotions, upgrades, onboard or resort credits, and other added-value benefits that are not always available through direct booking.

During our consultation, we may ask for a few details—such as your country or state of residence, ZIP code, age eligibility, military status, past-guest history, or loyalty memberships. These details can help us identify fares and benefits you may qualify for and compare them against publicly available options.

Not every offer applies to every traveler, and availability varies by supplier, destination, sailing, travel dates, and eligibility. But the more we know about your trip and the qualifications that may apply to you, the more thoroughly we can search for opportunities to enhance your vacation and help you secure the best available overall value not just the first price you see online.

Recent price found was as low as: $1,389 per person. Port charges, taxes, and fees of $290 USD included

Itinerary Overview

Day 1 · Philadelphia, Pennsylvania

Philadelphia, Pennsylvania

Depart 4:00 pm

From your dock, it's just a short way to Philadelphia's treasury of American history like the Liberty Bell and Constitution Hall, it's all close at hand. Or perhaps you'd prefer to travel through the scenic countryside to the prosperous farms of the Pennsylvania Dutch country.

Day 2 · AT SEA

AT SEA

Day 3 · AT SEA

AT SEA

Day 4 · AT SEA

AT SEA

Day 5 · Philipsburg, St. Maarten

Philipsburg, St. Maarten

Arrive 7:00 am · Depart 6:00 pm

Dutch St. Maarten is a great place to stop just to shop. Its capital is Philipsburg and fills a narrow stretch of land between Great Bay and the Great Salt Pond. It is a bustling center of international trade with lively shopping streets, cafes, and hotels. Strangely enough it has two main streets called Front Street and Back Street. On Front Street, which is the main thoroughfare, duty-free shops line the road as far as the eye can see. These duty-free shops offer everything from Italian leather goods and Japanese cameras to native crafts. Don't be afraid to venture the alleyways that will lead you to arcades and courtyards filled with flowers. The Courthouse is the most prominent landmark on Front Street. It is a grand white wooden structure topped with a cupola built in 1793. Front Street also includes the Simartin Museum so that visitors can get and excellent introduction to local St. Maartin history. There are also historical forts that are monuments to Philipsburg's strategic importance in St. Maarten's history. Philipsburg has not been left behind in the time, however. It has combined its historical legacy with 20th century excitement. Since its waterfront has become a popular stop for cruise ships, the shore of this town is covered with restaurants, cafes and nightclubs that offer entertainment well into the night.

Day 6 · St. Thomas, U.S. Virgin Islands

St. Thomas, U.S. Virgin Islands

Arrive 7:00 am · Depart 6:00 pm

Prior to the arrival of the Europeans, the island of St. Thomas was once inhabited by the Ciboney tribes around 1500 BC along with two other tribes, the Taino or Arawaks and the Caribs. Even today you will be able to find evidence of these late tribes. Also before the European began to form a colony on this island, pirates once roam this island. The most common stories of pirates usually include the names of Blackbeard and Bluebeard who have been known for thieving Spanish ships filled with gold coins and other valuables. In 1917, the Danish flag was a thing of the past and the flag of the United States is a thing of the present. Due to the beauty of this island, breath taking attractions are everywhere you look. This island is equipped with historical sites such as the Charlotte Amalie to marine parks and beautiful botanical gardens throughout the island. During your visit make sure you indulge in the Nightlife full of calypso music for your listening pleasure as well as great restaurants for your dining pleasure and semi-block parties for your dancing delight.

Day 7 · Tortola, B.V.I.

Tortola, B.V.I.

Arrive 7:00 am · Depart 6:00 pm

Day 8 · San Juan, Puerto Rico

San Juan, Puerto Rico

Arrive 7:00 am · Depart 3:00 pm

The fortress of El Morro guards the harbor against long-gone Sir Francis Drake and his British privateers. The colorful streets of Old San Juan retain the Latin flavor of its seafaring past, when this was the heart of the Spanish Main. Sample the fiery rum made here, or indulge in an icy treat made from fresh tropical fruit and enjoy the Caribbean atmosphere.

Day 9 · Puerto Plata, Dominican Republic

Puerto Plata, Dominican Republic

Arrive 7:00 am · Depart 3:00 pm

Whether for family fun, historical sight-seeing, sports, or leisurely activity, Puerto Plata will fulfill everyone's desires to the hilt!

Day 10 · AT SEA

AT SEA

Day 11 · AT SEA

AT SEA

Day 12 · Philadelphia, Pennsylvania

Philadelphia, Pennsylvania

Arrive 8:00 am

From your dock, it's just a short way to Philadelphia's treasury of American history like the Liberty Bell and Constitution Hall, it's all close at hand. Or perhaps you'd prefer to travel through the scenic countryside to the prosperous farms of the Pennsylvania Dutch country.

Route Illustration - Actual route may differ
Route Illustration - Actual route may differ

Highlights

Sail aboard Norwegian Pearl.
Travel from 2026-12-23 through 2027-01-03.
Visit Philadelphia, Pennsylvania, Philipsburg, St. Maarten, St. Thomas, U.S. Virgin Islands, Tortola, B.V.I., San Juan, Puerto Rico, Puerto Plata, Dominican Republic.
Recently found pricing

Cabin pricing snapshot

Recent cabin prices we found for this sailing. Pricing is shown per person and may change at any time.

Cabin Types
  • InsideRecently found from $1,389 per person
    Port charges, taxes, and fees of $290 USD included
  • OceanviewRecently found from $1,539 per person
    Port charges, taxes, and fees of $290 USD included
  • BalconyRecently found from $2,389 per person
    Port charges, taxes, and fees of $290 USD included
  • SuiteRecently found from $2,509 per person
    Port charges, taxes, and fees of $290 USD included

Final taxes, fees, promotions, or availability can change.

Additional Information

Price, availability, taxes, fees, promotions, occupancy requirements, and final cabin availability can change until booked. When you book travel through a professional travel advisor, suppliers often provide exclusive value-adds, upgrades, and promotions that are unavailable when booking directly online. These unadvertised or agency-exclusive perks vary by vendor and destination.

Tags

allcruiseCaribbeanNorwegian Cruise LineNorwegian PearlPhiladelphia, Pennsylvania