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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Where to? tap as many as you like 2 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
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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 Asia ×North America ×9–12 nights × Clear all
Showing 36 of 251 sailings
Celebrity · Celebrity MillenniumRound-trip
Asia 12 nights Jun 19 – Jul 1, 2026 from Tokyo, Japan
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · … · Tokyo, Japan8 ports
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +2 more
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from $2,859
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Celebrity · Celebrity MillenniumRound-trip
Asia 12 nights Jul 1 – Jul 13, 2026 from Tokyo, Japan
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · … · Tokyo, Japan8 ports
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +2 more
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from $1,321
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Princess · Diamond PrincessRound-trip
Asia 10 nights Jul 11 – Jul 21, 2026 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +1 more
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from $1,189
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MSC Cruises · MSC BellissimaRound-trip
Asia 9 nights Aug 5 – Aug 14, 2026 from Shanghai, China
Shanghai, China · Jeju Island South Korea · … · Shanghai, China7 ports
Shanghai, China · Jeju Island South Korea · Busan (Kyongju), South Korea · Shanghai, China · Busan (Kyongju), South Korea · Fukuoka, Japan · Shanghai, China
★ Bucket-list The Bund & Pudong SkylineGyeongju UNESCO World Heritage Private Full-Day Tour
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from $1,346
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Princess · Diamond PrincessRound-trip
Asia 11 nights Aug 5 – Aug 16, 2026 from Tokyo, Japan
Tokyo, Japan · Aomori, Japan · … · Tokyo, Japan9 ports
Tokyo, Japan · Aomori, Japan · Sakaiminato, Japan · Busan (Kyongju), South Korea · Kochi, Japan · Tokushima, Japan · Osaka (Kyoto and Nara), Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertGyeongju UNESCO World Heritage Private Full-Day TourKochi Full-Day Private Tour with Government-Licens…Private Mt. Fuji & Hakone Full-Day Tour from Shimi…
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from $1,469
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Celebrity · Celebrity MillenniumRound-trip
Asia 12 nights Aug 6 – Aug 18, 2026 from Tokyo, Japan
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · … · Tokyo, Japan8 ports
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +2 more
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from $1,307
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MSC Cruises · MSC BellissimaRound-trip
Asia 9 nights Aug 14 – Aug 23, 2026 from Shanghai, China
Shanghai, China · Jeju Island South Korea · … · Shanghai, China7 ports
Shanghai, China · Jeju Island South Korea · Busan (Kyongju), South Korea · Shanghai, China · Fukuoka, Japan · Busan (Kyongju), South Korea · Shanghai, China
★ Bucket-list The Bund & Pudong SkylineGyeongju UNESCO World Heritage Private Full-Day Tour
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from $1,281
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Princess · Diamond PrincessRound-trip
Asia 10 nights Aug 16 – Aug 26, 2026 from Tokyo, Japan
Tokyo, Japan · Kumano, Japan · … · Tokyo, Japan9 ports
Tokyo, Japan · Kumano, Japan · Wakayama · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +2 more
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from $971
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Celebrity · Celebrity MillenniumRound-trip
Asia 12 nights Aug 18 – Aug 30, 2026 from Tokyo, Japan
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · … · Tokyo, Japan9 ports
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +2 more
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from $1,242
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Holland America · VolendamOne-way
North America 10 nights Aug 22 – Sep 1, 2026 from Boston, Massachusetts to Montreal, Quebec
Boston, Massachusetts · Eastport, Maine, United States · … · Montreal, Quebec10 ports
Boston, Massachusetts · Eastport, Maine, United States · Halifax, Nova Scotia · St. Johns, Newfoundland · St. Anthony, Newfoundland · Corner Brook, Newfoundland · Havre St. Pierre, Quebec · Baie-Commeau, Quebec · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
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from $1,999
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Princess · Diamond PrincessRound-trip
Asia 10 nights Aug 26 – Sep 5, 2026 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +1 more
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from $2,154
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Celebrity · Celebrity MillenniumRound-trip
Asia 12 nights Aug 30 – Sep 11, 2026 from Tokyo, Japan
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · … · Tokyo, Japan8 ports
Tokyo, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +2 more
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from $2,744
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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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Princess · Sapphire PrincessOne-way
North America 10 nights Sep 3 – Sep 13, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec8 ports
Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Saguenay Fjord, Canada · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,344
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Celebrity · Celebrity SilhouetteRound-trip
North America 12 nights Sep 5 – Sep 17, 2026 from Boston, Massachusetts
Boston, Massachusetts · Rockland, Maine · … · Boston, Massachusetts9 ports
Boston, Massachusetts · Rockland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Quebec City, Quebec · Charlottetown, Prince Edward Island · Portland, Maine · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $3,432
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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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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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Princess · Sapphire PrincessOne-way
North America 10 nights Sep 13 – Sep 23, 2026 from Quebec City, Quebec to Boston, Massachusetts
Quebec City, Quebec · Saguenay Fjord, Canada · … · Boston, Massachusetts7 ports
Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $1,137
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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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Celebrity · Celebrity SilhouetteRound-trip
North America 11 nights Sep 17 – Sep 28, 2026 from Boston, Massachusetts
Boston, Massachusetts · Rockland, Maine · … · Boston, Massachusetts8 ports
Boston, Massachusetts · Rockland, Maine · Halifax, Nova Scotia · Sydney, Nova Scotia · Quebec City, Quebec · Charlottetown, Prince Edward Island · Portland, Maine · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $2,052
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 11 nights Sep 17 – Sep 28, 2026 from Montreal, Quebec to Boston, Massachusetts
Montreal, Quebec · Quebec City, Quebec · … · Boston, Massachusetts11 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Sept-Iles, Canada · Havre St. Pierre, Quebec · Willis Island · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts
★ Bucket-list Zodiac Circumnavigation of Willis IslandBridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $13,199
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MSC Cruises · MSC BellissimaRound-trip
Asia 10 nights Sep 20 – Sep 30, 2026 from Shanghai, China
Shanghai, China · Jeju Island South Korea · … · Shanghai, China8 ports
Shanghai, China · Jeju Island South Korea · Sasebo, Japan · Busan (Kyongju), South Korea · Shanghai, China · Fukuoka, Japan · Busan (Kyongju), South Korea · Shanghai, China
★ Bucket-list The Bund & Pudong SkylineGyeongju UNESCO World Heritage Private Full-Day Tour
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from $1,295
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Princess · Diamond PrincessRound-trip
Asia 9 nights Sep 22 – Oct 1, 2026 from Tokyo, Japan
Tokyo, Japan · Keelung (Taipei), Taiwan · Ishigaki, Ryukyu Island · Okinawa (Naha), Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo Expert
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from $1,194
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Celebrity · Celebrity MillenniumOne-way
Asia 12 nights Sep 23 – Oct 5, 2026 from Tokyo, Japan to Seoul (Inchon), South Korea
Tokyo, Japan · Shimizu, Japan · … · Seoul (Inchon), South Korea10 ports
Tokyo, Japan · Shimizu, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kagoshima, Kyushu, Japan · Nagasaki, Japan · Fukuoka, Japan · Busan (Kyongju), South Korea · Seoul (Inchon), South Korea
★ Bucket-list Private Licensed Tokyo ExpertPrivate Mt. Fuji & Hakone Full-Day Tour from Shimi…Kochi Full-Day Private Tour with Government-Licens…Sakurajima +2 more
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from $1,612
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Princess · Sapphire PrincessOne-way
North America 10 nights Sep 23 – Oct 3, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec8 ports
Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Saguenay Fjord, Canada · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,229
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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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Seabourn · Seabourn OvationRound-trip
North America 12 nights Sep 25 – Oct 7, 2026 from Montreal, Quebec
Montreal, Quebec · Havre St. Pierre, Quebec · … · Montreal, Quebec9 ports
Montreal, Quebec · Havre St. Pierre, Quebec · LAnse Aux Meadows, Newfoundland · St. Johns, Newfoundland · St Pierre et Miquelon · Cap-Aux-Meules, Canada · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
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from $9,859
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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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Celebrity · Celebrity SilhouetteRound-trip
North America 11 nights Sep 28 – Oct 9, 2026 from Boston, Massachusetts
Boston, Massachusetts · Rockland, Maine · … · Boston, Massachusetts8 ports
Boston, Massachusetts · Rockland, Maine · Halifax, Nova Scotia · Sydney, Nova Scotia · Quebec City, Quebec · Charlottetown, Prince Edward Island · Portland, Maine · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $2,449
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 11 nights Sep 28 – Oct 9, 2026 from Boston, Massachusetts to Montreal, Quebec
Boston, Massachusetts · Portland, Maine · … · Montreal, Quebec12 ports
Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Willis Island · Gaspe, Quebec · Sept-Iles, Canada · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb SydneyZodiac Circumnavigation of Willis Island
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from $11,899
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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.

19 lines
aboard
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