Bucket-List Cruise Adventures

Cruises from Philadelphia, Pennsylvania

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Filtering From Philadelphia, Pennsylvania × Clear all
Showing 72 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 BermudaPrivate 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 BermudaPrivate 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 BermudaPeggy'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 BermudaPeggy'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 BermudaPeggy'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 BermudaPeggy'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 BermudaPeggy'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 BermudaPeggy'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 BermudaPeggy'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 BermudaPeggy'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 BermudaReversing Falls & Fundy Tidal BorePeggy'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 TourPrivate Acadia National Park Van Tour with Expert…Reversing Falls & Fundy Tidal BorePeggy'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 BorePeggy'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 DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsThe 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 WaterfallsWalk El Morro & Old San Juan's City WallsPrivate 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 DykeWalk 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 WaterfallsWalk El Morro & Old San Juan's City WallsJost Van DykePrivate 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 DykeWalk El Morro & Old San Juan's City WallsThe 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 DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsThe 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 WaterfallsWalk El Morro & Old San Juan's City WallsPrivate 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 PigsUNEXSOKennedy Space Center Visitor ComplexAmelia 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 DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua Waterfalls
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from $869
Book This Cruise@ Cruisebound
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 WaterfallsWalk El Morro & Old San Juan's City WallsPrivate 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 PigsSilver Cove Private VillaKennedy Space Center Visitor ComplexAmelia 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 WisconsinKennedy Space Center Visitor ComplexUNEXSOSilver 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 BermudaJost Van DykePrivate 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 BermudaBattleship 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 BermudaBattleship 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 BermudaBattleship 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 BermudaBattleship 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 BermudaBattleship 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 BermudaPrivate 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 BermudaBattleship Wisconsin
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from $941
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights May 27 – Jun 3, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,169
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jun 3 – Jun 10, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $956
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jun 10 – Jun 17, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $971
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jun 17 – Jun 24, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $993
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jun 24 – Jul 1, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,249
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jul 1 – Jul 8, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,279
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jul 8 – Jul 15, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,269
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jul 15 – Jul 22, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,259
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jul 22 – Jul 29, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $996
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Jul 29 – Aug 5, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,010
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Aug 5 – Aug 12, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,229
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Aug 12 – Aug 19, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,209
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Aug 19 – Aug 26, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,209
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Aug 26 – Sep 2, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $1,159
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Norwegian · Norwegian PearlRound-trip
Bermuda 5 nights Sep 2 – Sep 7, 2027 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 $788
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Norwegian · Norwegian PearlOne-way
North America 11 nights Sep 7 – Sep 18, 2027 from Philadelphia, Pennsylvania to Quebec City, Quebec
Philadelphia, Pennsylvania · Boston, Massachusetts · … · Quebec City, Quebec9 ports
Philadelphia, Pennsylvania · Boston, Massachusetts · Eastport, Maine, United States · 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 TourCampobello IslandReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +4 more
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from $1,212
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Norwegian · Norwegian PearlOne-way
North America 11 nights Sep 28 – Oct 9, 2027 from Philadelphia, Pennsylvania to Quebec City, Quebec
Philadelphia, Pennsylvania · Boston, Massachusetts · … · Quebec City, Quebec9 ports
Philadelphia, Pennsylvania · Boston, Massachusetts · Eastport, Maine, United States · 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 TourCampobello IslandReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +4 more
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from $1,609
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
North America 11 nights Oct 19 – Oct 30, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Boston, Massachusetts · … · Philadelphia, Pennsylvania9 ports
Philadelphia, Pennsylvania · Boston, Massachusetts · Eastport, Maine, United States · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Portland, Maine · Philadelphia, Pennsylvania
★ Bucket-list Private Luxury Boston TourCampobello IslandReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +3 more
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from $1,459
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Oct 30 – Nov 6, 2027 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 $694
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Nov 6 – Nov 13, 2027 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 $749
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Nov 13 – Nov 20, 2027 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 $712
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Nov 20 – Nov 27, 2027 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 $879
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 11 nights Nov 27 – Dec 8, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. John's, Antigua · St. Lucia, Caribbean · Philipsburg, St. Maarten · Philadelphia, Pennsylvania
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachGros Piton Summit Hike +1 more
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from $927
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Bermuda 5 nights Dec 8 – Dec 13, 2027 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 $509
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Dec 13 – Dec 23, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. John's, Antigua · Philipsburg, St. Maarten · Philadelphia, Pennsylvania
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail'
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from $858
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Norwegian · Norwegian PearlRound-trip
Caribbean 11 nights Dec 23 – Jan 3, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Mt. Liamuiga Volcano Crater HikeGros Piton Summit HikePrivate Half-Day Island Adventure & Trunk Bay BeachWalk El Morro & Old San Juan's City Walls +1 more
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from $1,516
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Norwegian · Norwegian PearlRound-trip
Caribbean 12 nights Jan 3 – Jan 15, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · … · Philadelphia, Pennsylvania8 ports
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks…Gros Piton Summit HikePrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $885
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Norwegian · Norwegian PearlRound-trip
Caribbean 12 nights Jan 15 – Jan 27, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · … · Philadelphia, Pennsylvania8 ports
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · St. Lucia, Caribbean · Bridgetown, Barbados · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Random Wind 'Paradise Day Sail'Gros Piton Summit HikeSwim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $885
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 11 nights Jan 27 – Feb 7, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · St. John's, Antigua · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · St. John's, Antigua · St. Lucia, Caribbean · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Private Half-Day Island Adventure & Trunk Bay BeachGros Piton Summit HikeRandom Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more
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from $831
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 11 nights Feb 7 – Feb 18, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · St. Lucia, Caribbean · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Random Wind 'Paradise Day Sail'Gros Piton Summit HikePrivate Half-Day Island Adventure & Trunk Bay BeachWalk El Morro & Old San Juan's City Walls +1 more
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from $831
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Norwegian · Norwegian PearlRound-trip
Bahamas 8 nights Feb 18 – Feb 26, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Jacksonville, Florida · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Jacksonville, Florida · Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Grand Bahama Island · Philadelphia, Pennsylvania
★ Bucket-list Amelia Island Guided Kayak Tour of Lofton CreekKennedy Space Center Visitor ComplexSilver Cove Private VillaUNEXSO
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from $1,029
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Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Feb 26 – Mar 7, 2028 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 DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua Waterfalls
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from $1,059
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Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Mar 7 – Mar 17, 2028 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 WaterfallsWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke
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from $907
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Norwegian · Norwegian PearlRound-trip
Bahamas 8 nights Mar 17 – Mar 25, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Jacksonville, Florida · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Jacksonville, Florida · Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Grand Bahama Island · Philadelphia, Pennsylvania
★ Bucket-list Amelia Island Guided Kayak Tour of Lofton CreekKennedy Space Center Visitor ComplexSilver Cove Private VillaUNEXSO
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from $905
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Norwegian · Norwegian PearlRound-trip
Bahamas 8 nights Mar 25 – Apr 2, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Jacksonville, Florida · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Jacksonville, Florida · Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Nassau, Bahamas · Philadelphia, Pennsylvania
★ Bucket-list Amelia Island Guided Kayak Tour of Lofton CreekKennedy Space Center Visitor ComplexSilver Cove Private VillaSwim With the Wild Exuma Pigs
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from $913
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Norwegian · Norwegian PearlRound-trip
Bermuda 7 nights Apr 2 – Apr 9, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Norfolk, Virginia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaBattleship Wisconsin
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from $738
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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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