Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Filtering Bermuda ×Visits Bermuda ×6–8 nights × 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 AquaRound-trip

Bermuda 7 nights Jun 20 – Jun 27, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,325

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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 AquaRound-trip

Bermuda 6 nights Jun 27 – Jul 3, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,497

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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 AquaRound-trip

Bermuda 8 nights Jul 3 – Jul 11, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,251

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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 AquaRound-trip

Bermuda 7 nights Jul 11 – Jul 18, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,374

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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 AquaRound-trip

Bermuda 7 nights Jul 18 – Jul 25, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,292

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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

Book This Cruise@ Cruisebound

Norwegian · Norwegian AquaRound-trip

Bermuda 7 nights Jul 25 – Aug 1, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,333

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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

Book This Cruise@ Cruisebound

Norwegian · Norwegian AquaRound-trip

Bermuda 7 nights Aug 1 – Aug 8, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,292

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

Norwegian · Norwegian AquaRound-trip

Bermuda 7 nights Aug 8 – Aug 15, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,358

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

Norwegian · Norwegian AquaRound-trip

Bermuda 7 nights Aug 15 – Aug 22, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,095

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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

Book This Cruise@ Cruisebound

Norwegian · Norwegian AquaRound-trip

Bermuda 7 nights Aug 22 – Aug 29, 2026 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,104

Book This Cruise@ Cruisebound

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 BlissRound-trip

Bermuda 7 nights Mar 21 – Mar 28, 2027 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $841

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Bermuda 7 nights Mar 28 – Apr 4, 2027 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $958

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

Norwegian · Norwegian LunaRound-trip

Bermuda 7 nights Apr 10 – Apr 17, 2027 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,005

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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

Book This Cruise@ Cruisebound

Norwegian · Norwegian LunaRound-trip

Bermuda 7 nights Apr 17 – Apr 24, 2027 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,005

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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

Book This Cruise@ Cruisebound

Norwegian · Norwegian LunaRound-trip

Bermuda 7 nights Apr 24 – May 1, 2027 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,020

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

Norwegian · Norwegian LunaRound-trip

Bermuda 7 nights May 1 – May 8, 2027 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,035

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Celebrity · Celebrity SilhouetteOne-way

Bermuda 7 nights May 2 – May 9, 2027 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Private Island Wrap-Around Van Tour of Bermuda

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from $834

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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

Book This Cruise@ Cruisebound

Norwegian · Norwegian LunaRound-trip

Bermuda 7 nights May 8 – May 15, 2027 from New York, New York

New York, New York · Royal Naval Dockyard, Bermuda · New York, New York

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

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from $1,319

Book This Cruise@ Cruisebound

Celebrity · Celebrity SilhouetteOne-way

Bermuda 7 nights May 9 – May 16, 2027 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Private Island Wrap-Around Van Tour of Bermuda

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from $790

Book This Cruise@ Cruisebound

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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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MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara