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 Bahamas ×North America ×From New York, New York × Clear all
Showing 25 of 25 sailings
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 & LunenburgPeggy's Cove & Lunenburg +4 more
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from $8,299
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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 IslandReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +6 more
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from $14,780
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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 TourThe BreakersCape Cod Canal Sightseeing CruisePrivate Luxury Boston Tour +5 more
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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 SydneyGreen Gables House & Anne of Green Gables Island E… +4 more
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from $5,480
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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 TourThe BreakersPrivate Luxury Boston TourHopewell Rocks +6 more
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from $6,460
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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 TourThe BreakersCape Cod Canal Sightseeing CruisePrivate Luxury Boston Tour +5 more
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from $6,204
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 10 nights Oct 20 – Oct 30, 2026 from New York, New York to Montreal, Quebec
New York, New York · Willis Island · … · Montreal, Quebec11 ports
New York, New York · Willis Island · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Willis Island · Baie-Commeau, Quebec · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +5 more
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from $12,450
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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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Oceania · Oceania VistaRepositioning
Caribbean 14 nights Oct 28 – Nov 11, 2026 from New York, New York to Miami, Florida
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida10 ports
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Full-Day Boat CharterJost Van DykePrivate Half-Day Island Adventure & Trunk Bay Beach +6 more
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from $3,412
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Princess · Majestic PrincessRepositioning
Caribbean 12 nights Nov 7 – Nov 19, 2026 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida7 ports
New York, New York · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Curacao, Caribbean · Port of Oranjestad, Aruba, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourMaho BeachMt. Liamuiga Volcano Crater HikeGros Piton Summit Hike +3 more
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from $811
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Holland America · VolendamOne-way
Caribbean 30 nights Nov 22 – Dec 22, 2026 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · Fort Lauderdale (Port Everglades), Florida · … · Fort Lauderdale (Port Everglades), Florida17 ports
New York, New York · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Crossing The Amazon River Bar, Brazil · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Crossing The Equator · Belem, Brazil · Devils Island, French Guiana · Willemstad, Curacao · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourEverglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +12 more
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from $4,799
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Oceania · Oceania VistaOne-way
Middle East 11 nights Sep 7 – Sep 18, 2027 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 · Portland, Maine · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Suez Canal, Egypt · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourThe BreakersPortland Head Light & Casco Bay Scenic Lighthouse…Hopewell Rocks +5 more
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from $5,949
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Azamara · Azamara QuestOne-way
North America 12 nights Sep 10 – Sep 22, 2027 from New York, New York to Montreal, Quebec
New York, New York · Cape Cod, Massachusetts · … · Montreal, Quebec14 ports
New York, New York · Cape Cod, Massachusetts · Marthas Vineyard, Massachusetts · Boston, Massachusetts · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Cap-Aux-Meules, Canada · Gaspe, Quebec · Sept-Iles, Canada · Cruise Saguenay River · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourProvincetown Whale WatchAquinnah Cliffs & Gay Head LighthousePrivate Luxury Boston Tour +9 more
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from $5,019
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Viking Ocean · Viking MarsOne-way
North America 12 nights Sep 16 – Sep 28, 2027 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 · Scenic Sailing: St. Lawrence Seaway · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPeggy's Cove & LunenburgPeggy's Cove & Lunenburg +5 more
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from $8,299
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Oceania · Oceania SirenaOne-way
North America 12 nights Sep 19 – Oct 1, 2027 from New York, New York to Montreal, Quebec
New York, New York · Newport, Rhode Island · … · Montreal, Quebec12 ports
New York, New York · Newport, Rhode Island · Portland, Maine · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Gaspe, Quebec · Sept-Iles, Canada · Baie-Commeau, Quebec · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourThe BreakersPortland Head Light & Casco Bay Scenic Lighthouse…Hopewell Rocks +8 more
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from $5,449
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Regent · Seven Seas GrandeurOne-way
Australia & South Pacific 11 nights Sep 21 – Oct 2, 2027 from New York, New York to Montreal, Quebec
New York, New York · Willis Island · … · Montreal, Quebec11 ports
New York, New York · Willis Island · Boston, Massachusetts · Bar Harbor, Maine · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Willis Island · Sept-Iles, Canada · Saguenay Fjord, Canada · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPrivate Luxury Boston TourPrivate Acadia National Park Van Tour with Expert… +5 more
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from $11,099
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Viking Ocean · Viking MarsOne-way
North America 12 nights Oct 10 – Oct 22, 2027 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 · Scenic Sailing: St. Lawrence Seaway · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPeggy's Cove & LunenburgPeggy's Cove & Lunenburg +5 more
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from $7,999
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Holland America · VolendamRepositioning
Middle East 47 nights Oct 11 – Nov 27, 2027 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · Ponta Delgada, Azores, Portugal · … · Fort Lauderdale (Port Everglades), Florida22 ports
New York, New York · Ponta Delgada, Azores, Portugal · Lisbon, Portugal · Cartagena, Spain · Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Iraklion (Heraklion), Crete, Greece · Ashdod (Jerusalem), Israel · Haifa, Israel · Alexandria, Egypt · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece · Valletta, Malta · La Goulette, Tunisia · Malaga, Spain · Tangier, Morocco · New York, New York · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourSete Cidades Twin LakesSintraThe Roman Theatre of Cartagena with the Rafael Mon… +16 more
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from $8,144
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Oceania · Oceania SirenaOne-way
Mediterranean 12 nights Oct 13 – Oct 25, 2027 from New York, New York to Montreal, Quebec
New York, New York · Suez Canal, Egypt · … · Montreal, Quebec13 ports
New York, New York · Suez Canal, Egypt · Boston, Massachusetts · Portland, Maine · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Gaspe, Quebec · Sept-Iles, Canada · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Giza Pyramids, Sphinx & Valley Temple Day…Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +8 more
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from $4,999
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Seabourn · Seabourn QuestOne-way
North America 12 nights Oct 19 – Oct 31, 2027 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 · Bar Harbor, Maine · Halifax, Nova Scotia · Charlottetown, Prince Edward Island · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourThe BreakersCape Cod Canal Sightseeing CruisePrivate Luxury Boston Tour +5 more
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from $6,119
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Carnival · Carnival FirenzeRepositioning
Caribbean Nov 2, 2027 from New York, New York to Port Canaveral, Florida
New York, New York · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida7 ports
New York, New York · St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Buck Island ReefAruba +3 more
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from $696
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Regent · Seven Seas GrandeurOne-way
Bahamas 14 nights Nov 4 – Nov 18, 2027 from New York, New York to Miami, Florida
New York, New York · Willis Island · … · Miami, Florida13 ports
New York, New York · Willis Island · Nassau, Bahamas · Willis Island · Cabo Rojo, Dominican Republic · Willis Island · Willemstad, Curacao · Oranjestad, Sint Eustatius · Willis Island · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandSwim With the Wild Exuma PigsBahía de las Águilas +5 more
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from $9,499
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Oceania · Oceania SirenaRepositioning
Caribbean 15 nights Nov 6 – Nov 21, 2027 from New York, New York to Miami, Florida
New York, New York · Tortola, B.V.I. · … · Miami, Florida10 ports
New York, New York · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
★ Bucket-list Manhattan Helicopter TourJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +6 more
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from $4,199
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Princess · Regal PrincessRepositioning
Caribbean 14 nights Nov 6 – Nov 20, 2027 from New York, New York to Miami, Florida
New York, New York · St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports
New York, New York · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Grand Turk, Turks and Caicos · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeAdventure Antigua +5 more
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from $1,324
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Princess · Coral PrincessRepositioning
Caribbean 10 nights Nov 26 – Dec 6, 2027 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourWalk El Morro & Old San Juan's City WallsArubaKlein Curaçao Private Day Trip +1 more
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from $1,054
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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