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 3 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
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Showing 36 of 504 sailings
Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jun 14 – Jun 21, 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 $610
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AmaWaterways · AmaLiliaRound-trip
Middle East 11 nights Jun 15 – Jun 26, 2026 from Luxor/Karnak (Safaga), Egypt
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · … · Luxor/Karnak (Safaga), Egypt8 ports
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · Aswan, Egypt · Kom Ombo, Egypt · Aswan, Egypt · Luxor/Karnak (Safaga), Egypt · Qena, Egypt · Luxor/Karnak (Safaga), Egypt
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from $6,279
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Holland America · ZuiderdamOne-way
North America 7 nights Jun 20 – Jun 27, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec6 ports
Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & LunenburgBridgeClimb Sydney +2 more
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from $889
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Viking Ocean · Viking NeptuneOne-way
Europe 14 nights Jun 20 – Jul 4, 2026 from Reykjavik, Iceland to Boston, Massachusetts
Reykjavik, Iceland · Heimaey, Iceland · … · Boston, Massachusetts15 ports
Reykjavik, Iceland · Heimaey, Iceland · Djupivogur, Iceland · Seydisfjordur, Iceland · Akureyri, Iceland · Isafjord, Iceland · Sail the Atlantic Ocean · Nanortalik, Greenland · Qaqortoq, Greenland · Sail the Labrador Sea · LAnse Aux Meadows, Newfoundland · Sail the Gulf of St. Lawrence · Halifax, Nova Scotia · Sail the Atlantic Ocean · Boston, Massachusetts
★ Bucket-list Inside the VolcanoMývatn Nature BathsDynjandi WaterfallTasermiut Fjord Full-Day Boat Expedition +2 more
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from $10,499
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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 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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Holland America · ZuiderdamRound-trip
North America 7 nights Jul 4 – Jul 11, 2026 from Boston, Massachusetts
Boston, Massachusetts · Saint John, New Brunswick · Norfolk, Virginia · New York, New York · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourManhattan Helicopter Tour
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from $1,479
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Viking Ocean · Viking NeptuneOne-way
North America 14 nights Jul 4 – Jul 18, 2026 from Boston, Massachusetts to Reykjavik, Iceland
Boston, Massachusetts · Sail the Atlantic Ocean · … · Reykjavik, Iceland15 ports
Boston, Massachusetts · Sail the Atlantic Ocean · Halifax, Nova Scotia · Sail the Gulf of St. Lawrence · LAnse Aux Meadows, Newfoundland · Sail the Labrador Sea · Qaqortoq, Greenland · Nanortalik, Greenland · Sail the Atlantic Ocean · Isafjord, Iceland · Akureyri, Iceland · Seydisfjordur, Iceland · Djupivogur, Iceland · Heimaey, Iceland · Reykjavik, Iceland
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgTasermiut Fjord Full-Day Boat ExpeditionDynjandi Waterfall +2 more
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from $10,499
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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 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 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 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 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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Azamara · Azamara JourneyOne-way
North America 18 nights Aug 8 – Aug 26, 2026 from Reykjavik, Iceland to Montreal, Quebec
Reykjavik, Iceland · Reyjanes, Iceland · … · Montreal, Quebec13 ports
Reykjavik, Iceland · Reyjanes, Iceland · Grundarfjordur, Iceland · Isafjord, Iceland · Prince Christian Sund, Greenland · Nanortalik, Greenland · Paamiut (Frederickshaab), Greenland · Nuuk, Greenland · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Inside the VolcanoBlue Lagoon Premium Entry with Mask, Drink & Trans…Dynjandi WaterfallPrins Christian Sund +6 more
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from $5,949
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Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Aug 9 – Aug 16, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Espanola (Hood) Island, Ecuador · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Espanola (Hood) Island, Ecuador · Punta Suarez, Galapagos Islands · Post Office, Galapagos Islands · Cormorant Point (Floreana), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Punta Espinoza, Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Daphne Island (galapagos) · Plazas Sur,Galapagos Islands, Ecuador · Dragon Hill (santa Cruz), Galapagos Islands · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
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from $8,940
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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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Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Aug 16 – Aug 23, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Bartolome (san Salvador), Galapagos Islands · Daphne Island (galapagos) · Las Bachas · Isla North Seymour, Galapagos Islands · Puerto Baquerizo, Cristobal, Galapagos Islands · Punta Pitt, Galapagos Island · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
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from $11,144
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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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Princess · Sapphire PrincessRepositioning
Northern Europe 15 nights Aug 19 – Sep 3, 2026 from Copenhagen, Denmark to Boston, Massachusetts
Copenhagen, Denmark · Lerwick, Shetland Islands · … · Boston, Massachusetts9 ports
Copenhagen, Denmark · Lerwick, Shetland Islands · Stornoway, Scotland · Belfast, Northern Ireland · Liverpool, England · Cobh (Cork), Ireland · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Copenhagen Walking Tour with a Local ExpertGiant's Causeway Private Luxury Day Tour from Belf…BridgeClimb SydneyPeggy's Cove & Lunenburg +1 more
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from $1,455
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Celebrity · Celebrity SilhouetteOne-way
Europe 14 nights Aug 22 – Sep 5, 2026 from Reykjavik, Iceland to Boston, Massachusetts
Reykjavik, Iceland · Isafjord, Iceland · … · Boston, Massachusetts9 ports
Reykjavik, Iceland · Isafjord, Iceland · Akureyri, Iceland · Prins Christian Sund(cruise) · Qaqortoq, Greenland · St. Johns, Newfoundland · Halifax, Nova Scotia · Sydney, Nova Scotia · Boston, Massachusetts
★ Bucket-list Inside the VolcanoDynjandi WaterfallMývatn Nature BathsCape St. Mary's Ecological Reserve +3 more
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from $1,787
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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 & LunenburgCape St. Mary's Ecological ReserveOld Québec Private Walking Tour with Expert Local…
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from $1,999
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Holland America · ZuiderdamOne-way
North America 7 nights Aug 22 – Aug 29, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec6 ports
Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & LunenburgBridgeClimb Sydney +2 more
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from $1,159
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Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Aug 23 – Aug 30, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & Lunenburg
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from $838
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Azamara · Azamara JourneyRepositioning
North America 16 nights Aug 26 – Sep 11, 2026 from Montreal, Quebec to Reykjavik, Iceland
Montreal, Quebec · Quebec City, Quebec · … · Reykjavik, Iceland10 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Havre St. Pierre, Quebec · Nuuk, Greenland · Paamiut (Frederickshaab), Greenland · Qaqortoq, Greenland · Prince Christian Sund, Greenland · Grundarfjordur, Iceland · Reykjavik, Iceland
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Nuuk Icefjord Private Boat ExpeditionKuannersooq FjordPrins Christian Sund +1 more
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from $5,769
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Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Aug 30 – Sep 6, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Bartolome (san Salvador), Galapagos Islands · Las Bachas · Daphne Island (galapagos) · Isla North Seymour, Galapagos Islands · Puerto Baquerizo, Cristobal, Galapagos Islands · Punta Pitt, Galapagos Island · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
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from $6,739
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Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Aug 30 – Sep 6, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & Lunenburg
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from $838
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AmaWaterways · AmaLiliaRound-trip
Middle East 11 nights Aug 31 – Sep 11, 2026 from Luxor/Karnak (Safaga), Egypt
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · … · Luxor/Karnak (Safaga), Egypt8 ports
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · Aswan, Egypt · Kom Ombo, Egypt · Aswan, Egypt · Luxor/Karnak (Safaga), Egypt · Qena, Egypt · Luxor/Karnak (Safaga), Egypt
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from $6,479
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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 & LunenburgOld Québec Private Walking Tour with Expert Local…
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from $8,299
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AmaWaterways · AmaDahliaRound-trip
Middle East 11 nights Sep 2 – Sep 13, 2026 from Luxor/Karnak (Safaga), Egypt
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · … · Luxor/Karnak (Safaga), Egypt8 ports
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · Aswan, Egypt · Kom Ombo, Egypt · Aswan, Egypt · Luxor/Karnak (Safaga), Egypt · Qena, Egypt · Luxor/Karnak (Safaga), Egypt
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from $6,379
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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 TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & LunenburgBridgeClimb Sydney +2 more
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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 SydneyOld Québec Private Walking Tour with Expert Local… +2 more
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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 SydneyGreen Gables House & Anne of Green Gables Island E… +1 more
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from $1,071
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Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Sep 6 – Sep 13, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & Lunenburg
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from $731
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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 +2 more
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from $14,780
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AmaWaterways · AmaLiliaRound-trip
Middle East 11 nights Sep 7 – Sep 18, 2026 from Luxor/Karnak (Safaga), Egypt
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · … · Luxor/Karnak (Safaga), Egypt8 ports
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · Aswan, Egypt · Kom Ombo, Egypt · Aswan, Egypt · Luxor/Karnak (Safaga), Egypt · Qena, Egypt · Luxor/Karnak (Safaga), Egypt
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from $7,929
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AmaWaterways · AmaDahliaRound-trip
Middle East 11 nights Sep 9 – Sep 20, 2026 from Luxor/Karnak (Safaga), Egypt
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · … · Luxor/Karnak (Safaga), Egypt8 ports
Luxor/Karnak (Safaga), Egypt · Edfu, Egypt · Aswan, Egypt · Kom Ombo, Egypt · Aswan, Egypt · Luxor/Karnak (Safaga), Egypt · Qena, Egypt · Luxor/Karnak (Safaga), Egypt
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from $7,029
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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