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 ×Round trip ×6–8 nights × Clear all

Showing 36 of 108 sailings

Norwegian · Norwegian JewelRound-trip

Bermuda 7 nights Jun 11 – Jun 18, 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

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from $752

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Norwegian · Norwegian AquaRound-trip

Bermuda 7 nights Jun 13 – Jun 20, 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 $841

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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

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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

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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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Cunard · Queen Mary 2Round-trip

North America 7 nights Jul 3 – Jul 10, 2026 from New York, New York

New York, New York · Newport, Rhode Island · Halifax, Nova Scotia · New York, New York

★ Bucket-list Manhattan Helicopter Tour Peggy's Cove & Lunenburg

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from $2,449

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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

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

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 EscapeRound-trip

North America 7 nights Aug 29 – Sep 5, 2026 from New York, New York

New York, New York · Boston, Massachusetts · … · New York, New York6 ports

New York, New York · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Luxury Boston Tour Peggy's Cove & Lunenburg

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from $956

Book This Cruise@ Cruisebound

Norwegian · Norwegian EscapeRound-trip

North America 7 nights Sep 5 – Sep 12, 2026 from New York, New York

New York, New York · Sydney, Nova Scotia · … · New York, New York7 ports

New York, New York · Sydney, Nova Scotia · Halifax, Nova Scotia · Portland, Maine · Boston, Massachusetts · Newport, Rhode Island · New York, New York

★ Bucket-list Manhattan Helicopter Tour BridgeClimb Sydney Peggy's Cove & Lunenburg Private Luxury Boston Tour

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from $915

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Norwegian · Norwegian EscapeRound-trip

North America 7 nights Sep 12 – Sep 19, 2026 from New York, New York

New York, New York · Halifax, Nova Scotia · … · New York, New York7 ports

New York, New York · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts · Portland, Maine · Newport, Rhode Island · New York, New York

★ Bucket-list Manhattan Helicopter Tour Peggy's Cove & Lunenburg Private Luxury Boston Tour

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from $935

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Norwegian · Norwegian EscapeRound-trip

North America 7 nights Sep 19 – Sep 26, 2026 from New York, New York

New York, New York · Newport, Rhode Island · … · New York, New York6 ports

New York, New York · Newport, Rhode Island · Boston, Massachusetts · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Luxury Boston Tour BridgeClimb Sydney Peggy's Cove & Lunenburg

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from $935

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Princess · Majestic PrincessRound-trip

North America 7 nights Oct 3 – Oct 10, 2026 from New York, New York

New York, New York · Newport, Rhode Island · … · New York, New York6 ports

New York, New York · Newport, Rhode Island · Boston, Massachusetts · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Luxury Boston Tour Peggy's Cove & Lunenburg

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from $1,388

Book This Cruise@ Cruisebound

Princess · Majestic PrincessRound-trip

North America 7 nights Oct 10 – Oct 17, 2026 from New York, New York

New York, New York · Newport, Rhode Island · … · New York, New York7 ports

New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Luxury Boston Tour Peggy's Cove & Lunenburg

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from $1,404

Book This Cruise@ Cruisebound

Princess · Majestic PrincessRound-trip

North America 7 nights Oct 17 – Oct 24, 2026 from New York, New York

New York, New York · Newport, Rhode Island · … · New York, New York7 ports

New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Luxury Boston Tour Peggy's Cove & Lunenburg

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from $1,418

Book This Cruise@ Cruisebound

Princess · Majestic PrincessRound-trip

North America 7 nights Oct 24 – Oct 31, 2026 from New York, New York

New York, New York · Newport, Rhode Island · … · New York, New York7 ports

New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Luxury Boston Tour Peggy's Cove & Lunenburg

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from $1,187

Book This Cruise@ Cruisebound

Princess · Majestic PrincessRound-trip

North America 7 nights Oct 31 – Nov 7, 2026 from New York, New York

New York, New York · Newport, Rhode Island · … · New York, New York7 ports

New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Luxury Boston Tour Peggy's Cove & Lunenburg

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from $1,145

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Bahamas 8 nights Nov 1 – Nov 9, 2026 from New York, New York

New York, New York · Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Nassau, Bahamas · New York, New York

★ Bucket-list Manhattan Helicopter Tour Kennedy Space Center Visitor Complex Silver Cove Private Villa Swim With the Wild Exuma Pigs

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from $917

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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

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Bahamas 8 nights Nov 21 – Nov 29, 2026 from New York, New York

New York, New York · Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Nassau, Bahamas · New York, New York

★ Bucket-list Manhattan Helicopter Tour Kennedy Space Center Visitor Complex Silver Cove Private Villa Swim With the Wild Exuma Pigs

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from $932

Book This Cruise@ Cruisebound

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

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