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 Bermuda ×Caribbean ×9–12 nights × Clear all
Showing 36 of 223 sailings
Royal Caribbean · Vision of the SeasRound-trip
Bermuda 9 nights Jun 25 – Jul 4, 2026 from Baltimore, Maryland
Baltimore, Maryland · Royal Naval Dockyard, Bermuda · Perfect Day at CocoCay · Nassau, Bahamas · Baltimore, Maryland
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaDaredevil's PeakSwim With the Wild Exuma Pigs
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from $1,093
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Royal Caribbean · Independence of the SeasRound-trip
Bermuda 9 nights Jul 2 – Jul 11, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Island Wrap-Around Van Tour of BermudaRandom Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more
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from $1,677
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Royal Caribbean · Vision of the SeasRound-trip
Bahamas 9 nights Jul 9 – Jul 18, 2026 from Baltimore, Maryland
Baltimore, Maryland · Port Canaveral, Florida · … · Baltimore, Maryland7 ports
Baltimore, Maryland · Port Canaveral, Florida · Miami, Florida · Nassau, Bahamas · Bimini, Bahamas · Key West, Florida · Baltimore, Maryland
★ Bucket-list Kennedy Space Center Visitor ComplexStar Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsSwim with Wild Dolphins at Honeymoon Harbour +1 more
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from $1,088
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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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Royal Caribbean · Vision of the SeasRound-trip
Bermuda 9 nights Jul 23 – Aug 1, 2026 from Baltimore, Maryland
Baltimore, Maryland · Royal Naval Dockyard, Bermuda · Grand Bahama Island · Nassau, Bahamas · Baltimore, Maryland
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaUNEXSOSwim With the Wild Exuma Pigs
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from $1,149
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Royal Caribbean · Independence of the SeasRound-trip
Caribbean 9 nights Jul 30 – Aug 8, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Island Wrap-Around Van Tour of BermudaRandom Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more
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from $1,300
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Royal Caribbean · Vision of the SeasRound-trip
Bahamas 9 nights Aug 6 – Aug 15, 2026 from Baltimore, Maryland
Baltimore, Maryland · Royal Naval Dockyard, Bermuda · Grand Bahama Island · Nassau, Bahamas · Baltimore, Maryland
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaUNEXSOSwim With the Wild Exuma Pigs
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from $896
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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 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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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Aug 27 – Sep 5, 2026 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
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from $1,033
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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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Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Sep 3 – Sep 12, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Sydney, Nova Scotia · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourBridgeClimb Sydney
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from $1,032
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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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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 11 nights Sep 6 – Sep 17, 2026 from New York, New York to Montreal, Quebec
New York, New York · Willis Island · … · Montreal, Quebec12 ports
New York, New York · Willis Island · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Willis Island · Gaspe, Quebec · Baie-Commeau, Quebec · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPeggy's Cove & LunenburgBridgeClimb Sydney
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from $14,780
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Sep 10 – Sep 19, 2026 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
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from $995
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Viking Ocean · Viking MarsOne-way
North America 12 nights Sep 12 – Sep 24, 2026 from Montreal, Quebec to Brooklyn, NY
Montreal, Quebec · Quebec City, Quebec · … · Brooklyn, NY10 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Sail the Gulf of St. Lawrence · Gaspe, Quebec · Sail the Gulf of St. Lawrence · Halifax, Nova Scotia · Sail the Nova Scotia Coast · Boston, Massachusetts · Brooklyn, NY
★ Bucket-list Peggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $9,999
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Seabourn · Seabourn OvationOne-way
North America 12 nights Sep 13 – Sep 25, 2026 from New York, New York to Montreal, Quebec
New York, New York · Newport, Rhode Island · … · Montreal, Quebec10 ports
New York, New York · Newport, Rhode Island · Transit The Cape Cod Canal · Boston, Massachusetts · Rockland, Maine · Halifax, Nova Scotia · Charlottetown, Prince Edward Island · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPeggy's Cove & Lunenburg
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from $7,649
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Oceania · Oceania VistaOne-way
North America 11 nights Sep 14 – Sep 25, 2026 from New York, New York to Montreal, Quebec
New York, New York · Halifax, Nova Scotia · … · Montreal, Quebec9 ports
New York, New York · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Gaspe, Quebec · Baie-Commeau, Quebec · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $5,480
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Norwegian · Norwegian JewelOne-way
North America 10 nights Sep 16 – Sep 26, 2026 from Quebec City, Quebec to Philadelphia, Pennsylvania
Quebec City, Quebec · La Baie, Canada · … · Philadelphia, Pennsylvania9 ports
Quebec City, Quebec · La Baie, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Bar Harbor, Maine · Portland, Maine · Boston, Massachusetts · Philadelphia, Pennsylvania
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $1,043
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Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Sep 17 – Sep 26, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPeggy's Cove & Lunenburg
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from $1,292
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Sep 24 – Oct 3, 2026 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
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from $999
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Viking Ocean · Viking MarsOne-way
North America 12 nights Sep 24 – Oct 6, 2026 from Brooklyn, NY to Montreal, Quebec
Brooklyn, NY · Boston, Massachusetts · … · Montreal, Quebec10 ports
Brooklyn, NY · 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 Private Luxury Boston TourPeggy's Cove & Lunenburg
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from $10,099
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Azamara · Azamara JourneyOne-way
North America 12 nights Sep 25 – Oct 7, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York13 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Lunenburg, Nova Scotia · Saint John, New Brunswick · Portland, Maine · Cape Cod, Massachusetts · Boston, Massachusetts · Marthas Vineyard, Massachusetts · New York, New York
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston TourManhattan Helicopter Tour
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from $3,649
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Oceania · Oceania VistaOne-way
North America 11 nights Sep 25 – Oct 6, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York10 ports
Montreal, Quebec · Quebec City, Quebec · Baie-Commeau, Quebec · Sept-Iles, Canada · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Bay of Fundy, Canada · Portland, Maine · New York, New York
★ Bucket-list BridgeClimb SydneyManhattan Helicopter Tour
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from $7,349
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Holland America · VolendamOne-way
North America 12 nights Sep 26 – Oct 8, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York10 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts · Oak Bluffs, Massachusetts · New York, New York
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston TourManhattan Helicopter Tour
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from $1,529
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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 Peggy's Cove & LunenburgBridgeClimb Sydney
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from $1,090
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Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Oct 1 – Oct 10, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPeggy's Cove & Lunenburg
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from $1,116
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Oceania · Oceania VistaOne-way
Europe 11 nights Oct 6 – Oct 17, 2026 from New York, New York to Montreal, Quebec
New York, New York · Newport, Rhode Island · … · Montreal, Quebec11 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Corner Brook, Newfoundland · Kiel Canal, Germany · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $6,460
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Norwegian · Norwegian JewelOne-way
North America 10 nights Oct 7 – Oct 17, 2026 from Quebec City, Quebec to Philadelphia, Pennsylvania
Quebec City, Quebec · La Baie, Canada · … · Philadelphia, Pennsylvania9 ports
Quebec City, Quebec · La Baie, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Bar Harbor, Maine · Portland, Maine · Boston, Massachusetts · Philadelphia, Pennsylvania
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $1,206
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Seabourn · Seabourn OvationOne-way
North America 12 nights Oct 7 – Oct 19, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York10 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Halifax, Nova Scotia · Portland, Maine · Transit The Cape Cod Canal · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list Peggy's Cove & LunenburgPrivate Luxury Boston TourManhattan Helicopter Tour
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from $8,924
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Oct 8 – Oct 17, 2026 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
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from $1,031
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 11 nights Oct 9 – Oct 20, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York12 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Willis Island · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Eastport, Maine, United States · Willis Island · New York, New York
★ Bucket-list Zodiac Circumnavigation of Willis IslandBridgeClimb SydneyPeggy's Cove & LunenburgManhattan Helicopter Tour
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from $11,399
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Norwegian · Norwegian SunRepositioning
Northern Europe 12 nights Oct 12 – Oct 24, 2026 from Southampton, England to New York, New York
Southampton, England · Le Havre (Paris), France · … · New York, New York7 ports
Southampton, England · Le Havre (Paris), France · Cobh (Cork), Ireland · Belfast, Northern Ireland · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Private Paris Highlights & Seine River Cruise from…Giant's Causeway Private Luxury Day Tour from Belf…BridgeClimb Sydney +2 more
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from $1,749
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Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Oct 15 – Oct 24, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPeggy's Cove & Lunenburg
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from $1,223
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Oceania · Oceania VistaOne-way
North America 11 nights Oct 17 – Oct 28, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York11 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Sept-Iles, Canada · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Bay of Fundy, Canada · New York, New York
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgManhattan Helicopter Tour
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from $4,830
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationOne-way
North America 12 nights Oct 19 – Oct 31, 2026 from New York, New York to Montreal, Quebec
New York, New York · Newport, Rhode Island · … · Montreal, Quebec10 ports
New York, New York · Newport, Rhode Island · Transit The Cape Cod Canal · Boston, Massachusetts · Rockland, Maine · Halifax, Nova Scotia · Charlottetown, Prince Edward Island · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPeggy's Cove & Lunenburg
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from $6,204
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