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Filtering Africa ×Bermuda ×From Philadelphia, Pennsylvania × Clear all

Showing 36 of 73 sailings

Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Jun 18 – Jun 25, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Charleston, South Carolina · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Private Historic Charleston

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from $640

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Jun 25 – Jul 2, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Charleston, South Carolina · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Private Historic Charleston

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from $949

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Jul 2 – Jul 9, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Peggy's Cove & Lunenburg

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from $692

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Jul 9 – Jul 16, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Peggy's Cove & Lunenburg

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from $692

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Jul 16 – Jul 23, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Peggy's Cove & Lunenburg

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from $711

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Jul 23 – Jul 30, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Peggy's Cove & Lunenburg

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from $711

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Jul 30 – Aug 6, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Peggy's Cove & Lunenburg

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from $705

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Aug 6 – Aug 13, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Peggy's Cove & Lunenburg

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from $744

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Aug 13 – Aug 20, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Peggy's Cove & Lunenburg

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from $737

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Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Aug 20 – Aug 27, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Peggy's Cove & Lunenburg

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from $692

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Norwegian · Norwegian JewelRound-trip

Bermuda 9 nights Aug 27 – Sep 5, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Saint John, New Brunswick · Halifax, Nova Scotia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Reversing Falls & Fundy Tidal Bore Peggy's Cove & Lunenburg

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from $774

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Norwegian · Norwegian JewelOne-way

North America 11 nights Sep 5 – Sep 16, 2026 from Philadelphia, Pennsylvania to Quebec City, Quebec

Philadelphia, Pennsylvania · Boston, Massachusetts · … · Quebec City, Quebec9 ports

Philadelphia, Pennsylvania · Boston, Massachusetts · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · La Baie, Canada · Quebec City, Quebec

★ Bucket-list Private Luxury Boston Tour Private Acadia National Park Van Tour with Expert…Reversing Falls & Fundy Tidal Bore Peggy's Cove & Lunenburg +4 more

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from $1,071

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Norwegian · Norwegian JewelOne-way

North America 11 nights Sep 26 – Oct 7, 2026 from Philadelphia, Pennsylvania to Quebec City, Quebec

Philadelphia, Pennsylvania · Portland, Maine · … · Quebec City, Quebec9 ports

Philadelphia, Pennsylvania · Portland, Maine · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · La Baie, Canada · Quebec City, Quebec

★ Bucket-list Portland Head Light & Casco Bay Scenic Lighthouse…Private Acadia National Park Van Tour with Expert…Reversing Falls & Fundy Tidal Bore Peggy's Cove & Lunenburg +4 more

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from $1,090

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights Nov 14 – Nov 21, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda

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from $799

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights Nov 21 – Nov 28, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda

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from $799

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Norwegian · Norwegian PearlRound-trip

Caribbean 10 nights Nov 28 – Dec 8, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania

★ Bucket-list Jost Van Dyke Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls The full 27 jumps at the Damajagua Waterfalls

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from $846

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Norwegian · Norwegian PearlRound-trip

Caribbean 10 nights Dec 8 – Dec 18, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philadelphia, Pennsylvania

★ Bucket-list The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke

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from $755

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Norwegian · Norwegian PearlRound-trip

Bermuda 5 nights Dec 18 – Dec 23, 2026 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda

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from $782

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Norwegian · Norwegian PearlRound-trip

Caribbean 11 nights Dec 23 – Jan 3, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Philipsburg, St. Maarten · … · Philadelphia, Pennsylvania7 ports

Philadelphia, Pennsylvania · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania

★ Bucket-list Random Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke Walk El Morro & Old San Juan's City Walls +1 more

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from $1,199

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Norwegian · Norwegian PearlRound-trip

Caribbean 10 nights Jan 3 – Jan 13, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Philadelphia, Pennsylvania

★ Bucket-list The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Catamaran Sail & Snorkel at Honeymoon Beac…

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from $685

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Norwegian · Norwegian PearlRound-trip

Caribbean 10 nights Jan 13 – Jan 23, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · St. Thomas, U.S. Virgin Islands · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania

★ Bucket-list Private Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke Walk El Morro & Old San Juan's City Walls The full 27 jumps at the Damajagua Waterfalls

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from $714

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Norwegian · Norwegian PearlRound-trip

Caribbean 10 nights Jan 23 – Feb 2, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania

★ Bucket-list Jost Van Dyke Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls The full 27 jumps at the Damajagua Waterfalls

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from $737

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Norwegian · Norwegian PearlRound-trip

Caribbean 10 nights Feb 2 – Feb 12, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philadelphia, Pennsylvania

★ Bucket-list The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke

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from $734

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Norwegian · Norwegian PearlRound-trip

Bahamas 8 nights Feb 12 – Feb 20, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Nassau, Bahamas · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Nassau, Bahamas · Grand Bahama Island · Port Canaveral, Florida · Jacksonville, Florida · Philadelphia, Pennsylvania

★ Bucket-list Swim With the Wild Exuma Pigs UNEXSO Kennedy Space Center Visitor Complex Amelia Island Guided Kayak Tour of Lofton Creek

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from $830

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Norwegian · Norwegian PearlRound-trip

Caribbean 10 nights Feb 20 – Mar 2, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania

★ Bucket-list Jost Van Dyke Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls The full 27 jumps at the Damajagua Waterfalls

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from $869

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Norwegian · Norwegian PearlRound-trip

Caribbean 10 nights Mar 2 – Mar 12, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philadelphia, Pennsylvania

★ Bucket-list The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke

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from $864

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Norwegian · Norwegian PearlRound-trip

Bahamas 8 nights Mar 12 – Mar 20, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Nassau, Bahamas · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Nassau, Bahamas · Great Stirrup Cay, Bahamas · Port Canaveral, Florida · Jacksonville, Florida · Philadelphia, Pennsylvania

★ Bucket-list Swim With the Wild Exuma Pigs Silver Cove Private Villa Kennedy Space Center Visitor Complex Amelia Island Guided Kayak Tour of Lofton Creek

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from $999

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Norwegian · Norwegian PearlRound-trip

Bahamas 8 nights Mar 20 – Mar 28, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Norfolk, Virginia · … · Philadelphia, Pennsylvania6 ports

Philadelphia, Pennsylvania · Norfolk, Virginia · Port Canaveral, Florida · Grand Bahama Island · Great Stirrup Cay, Bahamas · Philadelphia, Pennsylvania

★ Bucket-list Battleship Wisconsin Kennedy Space Center Visitor Complex UNEXSO Silver Cove Private Villa

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from $869

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Norwegian · Norwegian PearlRound-trip

Bermuda 11 nights Mar 28 – Apr 8, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · … · Philadelphia, Pennsylvania7 ports

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Jost Van Dyke Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls +1 more

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from $1,279

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights Apr 8 – Apr 15, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Battleship Wisconsin

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from $808

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights Apr 15 – Apr 22, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Battleship Wisconsin

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from $919

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights Apr 22 – Apr 29, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Battleship Wisconsin

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from $999

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights Apr 29 – May 6, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Battleship Wisconsin

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from $852

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights May 6 – May 13, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Battleship Wisconsin

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from $852

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights May 13 – May 20, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Boston, Massachusetts · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Private Luxury Boston Tour

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from $1,089

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Norwegian · Norwegian PearlRound-trip

Bermuda 7 nights May 20 – May 27, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania

★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda Battleship Wisconsin

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from $941

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Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

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