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.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
Where to? tap as many as you like 1 selected · clear Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines
Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Filtering Bermuda ×9–12 nights ×6–8 nights × Clear all
Showing 36 of 222 sailings
Cunard · Queen Mary 2Repositioning
Northern Europe 7 nights Jun 10 – Jun 17, 2026 from Southampton, England to New York, New York
Southampton, England · New York, New York
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour
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from $12,749
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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 TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $841
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Celebrity · Celebrity SilhouetteOne-way
Bermuda 7 nights Jun 14 – Jun 21, 2026 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 IslandPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,467
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Cunard · Queen Mary 2Repositioning
Northern Europe 7 nights Jun 17 – Jun 24, 2026 from New York, New York to Southampton, England
New York, New York · Southampton, England
★ Bucket-list Manhattan Helicopter TourStand Inside Stonehenge & See the Original 1215 Ma…
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from $799
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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 TourPrivate 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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Cunard · Queen Mary 2Repositioning
Northern Europe 7 nights Jun 26 – Jul 3, 2026 from Southampton, England to New York, New York
Southampton, England · New York, New York
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour
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from $599
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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 TourPrivate 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 BermudaPeggy'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 TourPeggy'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 TourPrivate 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 BermudaPeggy'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 TourPrivate 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 BermudaPeggy'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 TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,292
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2Repositioning
Northern Europe 9 nights Jul 19 – Jul 28, 2026 from Hamburg, Germany to New York, New York
Hamburg, Germany · Southampton, England · New York, New York
★ Bucket-list Private Full-Day Hamburg Shore Excursion with Loca…Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour
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from $1,529
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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
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 TourPrivate 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 BermudaPeggy'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 TourPrivate 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 BermudaPeggy'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 TourPrivate 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 BermudaPeggy'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 TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,095
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Cunard · Queen Mary 2Repositioning
Northern Europe 7 nights Aug 18 – Aug 25, 2026 from New York, New York to Southampton, England
New York, New York · Southampton, England
★ Bucket-list Manhattan Helicopter TourStand Inside Stonehenge & See the Original 1215 Ma…
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from $939
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Caribbean 10 nights Aug 19 – Aug 29, 2026 from New York, New York
New York, New York · San Juan, Puerto Rico · … · New York, New York7 ports
New York, New York · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Puerto Plata, Dominican Republic · New York, New York
★ Bucket-list Manhattan Helicopter TourWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel at Honeymoon Beac… +2 more
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from $1,264
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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
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 TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,104
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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 BermudaPeggy's Cove & Lunenburg
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from $774
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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 TourPrivate Luxury Boston TourPeggy's Cove & Lunenburg
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from $956
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Viking Ocean · Viking MarsOne-way
North America 12 nights Aug 31 – Sep 12, 2026 from New York, New York to Montreal, Quebec
New York, New York · Boston, Massachusetts · … · Montreal, Quebec10 ports
New York, New York · Boston, Massachusetts · Sail the Nova Scotia Coast · Halifax, Nova Scotia · Sail the Gulf of St. Lawrence · Gaspe, Quebec · Sail the Gulf of St. Lawrence · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPeggy's Cove & Lunenburg
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from $8,299
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Cunard · Queen Mary 2Repositioning
Northern Europe 7 nights Sep 5 – Sep 12, 2026 from Southampton, England to New York, New York
Southampton, England · New York, New York
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour
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from $1,169
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 TourBridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $915
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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 TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,071
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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