Bucket-List Cruise Adventures

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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 Visits Bermuda ×13+ nights ×6–8 nights × Clear all
Showing 36 of 155 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 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 BreakawayRound-trip
Bermuda 7 nights Jun 21 – Jun 28, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $764
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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 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 BreakawayRound-trip
Bermuda 7 nights Jun 28 – Jul 5, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $801
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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 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 BreakawayRound-trip
Bermuda 7 nights Jul 5 – Jul 12, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $826
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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 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 BreakawayRound-trip
Bermuda 7 nights Jul 12 – Jul 19, 2026 from Boston, Massachusetts
Boston, Massachusetts · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,113
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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 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
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jul 19 – Jul 26, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $883
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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 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 BreakawayRound-trip
Bermuda 7 nights Jul 26 – Aug 2, 2026 from Boston, Massachusetts
Boston, Massachusetts · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,088
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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 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
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Aug 2 – Aug 9, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $842
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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 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
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Aug 9 – Aug 16, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $867
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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
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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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Aug 16 – Aug 23, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $823
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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 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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Royal Caribbean · Independence of the SeasRound-trip
Bermuda 7 nights Aug 27 – Sep 3, 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 $893
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Princess · Island PrincessRound-trip
Mediterranean 50 nights Oct 6 – Nov 25, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · West End, Bermuda · … · Fort Lauderdale (Port Everglades), Florida27 ports
Fort Lauderdale (Port Everglades), Florida · West End, Bermuda · Azores Islands, Portugal · Seville, Spain · Cartagena, Spain · Palma de Mallorca, Spain · Barcelona, Spain · Ajaccio, Corsica, France · Portoferraio (Elba), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Chania, Greece · Santorini (Thira), Greece · Mykonos, Greece · Piraeus (Athens), Greece · Kusadasi (Ephesus), Turkey · Rhodes, Greece · Corfu, Greece · Kotor, Montenegro · Split, Croatia · Dubrovnik, Croatia · Syracuse, Sicily · Valletta, Malta · Gibraltar, British Territory · Casablanca, Morocco · Gran Canaria, Canary Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Snorkel & Reef Exploration, West…Private Sete Cidades Twin Lakes & Crater Rim DriveRoyal Alcázar of Seville +22 more
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from $5,509
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Holland America · RotterdamRepositioning
Bermuda 13 nights Oct 18 – Oct 31, 2026 from Amsterdam, The Netherlands to Fort Lauderdale (Port Everglades), Florida
Amsterdam, The Netherlands · Zeebrugge (Bruges), Belgium · … · Fort Lauderdale (Port Everglades), Florida6 ports
Amsterdam, The Netherlands · Zeebrugge (Bruges), Belgium · Portland, England · Cornwall, England · Kings Wharf, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Walk Into the Secret Annex - Anne Frank HousePrivate Bruges Full-Day Shore Excursion with Canal…Portland Head Light & Casco Bay Scenic Lighthouse…Bespoke Private Cornwall Day Tour +2 more
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from $1,119
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Oct 18 – Oct 25, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $745
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Celebrity · Celebrity XcelRepositioning
Bermuda 16 nights Oct 23 – Nov 8, 2026 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Cartagena, Spain · … · Miami, Florida8 ports
Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Seville, Spain · Funchal, Madeira, Portugal · Royal Naval Dockyard, Bermuda · Miami, Florida
★ Bucket-list Sagrada FamiliaThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the AlhambraUpper Rock Nature Reserve +4 more
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from $2,823
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Holland America · OosterdamRepositioning
Mediterranean 25 nights Oct 24 – Nov 18, 2026 from Piraeus (Athens), Greece to Fort Lauderdale (Port Everglades), Florida
Piraeus (Athens), Greece · Katakolon (Olympia), Greece · … · Fort Lauderdale (Port Everglades), Florida15 ports
Piraeus (Athens), Greece · Katakolon (Olympia), Greece · Sarande, Albania · Valletta, Malta · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Ajaccio, Corsica, France · Villefranche, France · Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Kings Wharf, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineAncient OlympiaButrint UNESCO RuinsSt John's Co-Cathedral & the Caravaggio masterpieces +11 more
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from $3,519
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Norwegian · Norwegian SunOne-way
Bermuda 13 nights Oct 24 – Nov 6, 2026 from New York, New York to Miami, Florida
New York, New York · Royal Naval Dockyard, Bermuda · … · Miami, Florida10 ports
New York, New York · Royal Naval Dockyard, Bermuda · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of BermudaWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +6 more
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from $1,257
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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