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November 2026 December 2026 January 2027 February 2027 March 2027 April 2027
Norwegian Pearl at anchor off Bar Harbor, Maine, in October 2022

Norwegian Pearl / Norwegian Cruise Line

11-Night Caribbean from Philadelphia on Norwegian Pearl

Nights
11
Ports of call
5
Departures
6
From
$1,029

Norwegian Pearl sails this route from the Port of Philadelphia 6 times in the window we track. Each one runs 11 nights.

Every sailing calls at San Juan (Puerto Rico). The other ports change with the date: there are 4 port combinations, each listed below with its own departure dates. We record which ports a sailing visits, not the order it visits them in.

Departures run from Wed, Dec 23, 2026 to Mon, Feb 7, 2028. The cheapest recorded starting fare is $1,029 per person, which works out at $94 a night.

Our Caribbean and Bahamas guide covers the winter round trips, which islands each one visits and how many sea days to expect.

Schedule last updated · 6 departures listed · Dates can change. Verify with the cruise line before booking.

Which ports, on which dates?

Via Philipsburg and St. Thomas

Calls at Philipsburg (St. Maarten) · St. Thomas (U.S. Virgin Islands) · Tortola (British Virgin Islands) · San Juan (Puerto Rico) · Puerto Plata (Dominican Republic)

1 departure, from $1,319 per person

  • Wed, Dec 23, 2026

Via Royal Naval Dockyard

Calls at Royal Naval Dockyard (Bermuda) · Tortola (British Virgin Islands) · St. Thomas (U.S. Virgin Islands) · San Juan (Puerto Rico) · Amber Cove (Dominican Republic)

1 departure, from $1,249 per person

  • Sun, Mar 28, 2027

Via St. John's and Philipsburg

Calls at Puerto Plata (Dominican Republic) · San Juan (Puerto Rico) · St. John's (Antigua) · St. Lucia · Philipsburg (St. Maarten)

3 departures, from $1,029 per person

  • Sat, Nov 27, 2027
  • Thu, Jan 27, 2028
  • Mon, Feb 7, 2028

Via Basseterre

Calls at Basseterre (St. Kitts) · St. Lucia · St. John's (Antigua) · San Juan (Puerto Rico) · Puerto Plata (Dominican Republic)

1 departure, from $1,919 per person

  • Thu, Dec 23, 2027

Every departure on this route

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Months this route sails

December 2026 1 March 2027 1 November 2027 1 December 2027 1 January 2028 1 February 2028 1

Other routes Norwegian Pearl runs

Full ship schedule
10-Night Caribbean San Juan (Puerto Rico) · Tortola (British Virgin Islands) · St. Thomas (U.S. Virgin Islands) · Puerto Plata (Dominican Republic) · Philipsburg (St. Maarten) · St. John's (Antigua) 11 departures, 3 port combinations from $609 12-Night Caribbean Philipsburg (St. Maarten) · Bridgetown (Barbados) · St. Lucia · St. John's (Antigua) · San Juan (Puerto Rico) · Puerto Plata (Dominican Republic) 2 departures from $899 7-Night Bermuda Royal Naval Dockyard (Bermuda) · Norfolk (Virginia) · Boston (Massachusetts) 27 departures, 3 port combinations from $549 8-Night Bahamas Port Canaveral (Florida) · Jacksonville (Florida) · Great Stirrup Cay (Bahamas) · Grand Bahama (Bahamas) · Nassau (Bahamas) · Norfolk (Virginia) 6 departures, 4 port combinations from $819 11-Night Canada and New England Boston (Massachusetts) · Eastport (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · La Baie (Quebec) · Portland (Maine) 3 departures, 2 port combinations from $1,369 5-Night Bermuda Royal Naval Dockyard (Bermuda) 3 departures from $719

Starting fares per person, for the cheapest cabin listed, with taxes and port fees included, checked . Fares change often, so check the current price before you book.

Norwegian Pearl's 11-Night Caribbean cruise: questions

When does Norwegian Pearl's 11-Night Caribbean cruise leave Philadelphia?
Norwegian Pearl's 11-Night Caribbean cruise has 6 departures from Philadelphia between December 2026 and February 2028. Most leave on a Thursday, 2 of the 6.

Which ports does Norwegian Pearl's 11-Night Caribbean cruise from Philadelphia call at?
Every departure calls at San Juan. The rest depends on the date: via Philipsburg and St. Thomas on 1 departure, via Royal Naval Dockyard on 1 departure, via St. John's and Philipsburg on 3 departures, and via Basseterre on 1 departure. The cards above list the dates for each.

How much does Norwegian Pearl's 11-Night Caribbean cruise from Philadelphia cost?
The lowest starting fare we recorded is $1,029 per person, for the cheapest cabin listed, with taxes and port fees included, on the 11-night sailing of Thu, Jan 27, 2028, about $94 a night. We checked it on November 3, 2026. Fares change daily, so check the current price before you book.