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 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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Filtering Norwegian ×Princess ×From New York, New York × Clear all
Showing 36 of 111 sailings
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 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 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 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 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 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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Princess · Crown PrincessRepositioning
Australia & South Pacific 37 nights Jul 26 – Sep 1, 2026 from New York, New York to Sydney, Australia
New York, New York · Miami, Florida · … · Sydney, Australia14 ports
New York, New York · Miami, Florida · Cartagena, Colombia · Panama Canal Full Transit New Locks · Manta (Quito), Ecuador · Callao (Lima), Peru · Pisco (Puerto San Martin), Peru · Easter Island, Chile · Adamstown, Pitcairn Island · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · X Intl Date Line · Auckland, New Zealand · Sydney, Australia
★ Bucket-list Manhattan Helicopter TourStar Island & Millionaire's Row Skyline Cruise on…The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +10 more
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from $3,639
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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 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 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 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 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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Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Aug 29 – Sep 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 $829
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Norwegian · Norwegian EscapeRound-trip
North America 7 nights Aug 29 – Sep 5, 2026 from New York, New York
New York, New York · Boston, Massachusetts · … · New York, New York6 ports
New York, New York · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore +1 more
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from $956
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 3 – Sep 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 $852
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Norwegian · Norwegian EscapeRound-trip
North America 7 nights Sep 5 – Sep 12, 2026 from New York, New York
New York, New York · Sydney, Nova Scotia · … · New York, New York7 ports
New York, New York · Sydney, Nova Scotia · Halifax, Nova Scotia · Portland, Maine · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list Manhattan Helicopter TourBridgeClimb SydneyPeggy's Cove & LunenburgPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
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from $915
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 8 – Sep 13, 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 $614
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
North America 7 nights Sep 12 – Sep 19, 2026 from New York, New York
New York, New York · Halifax, Nova Scotia · … · New York, New York7 ports
New York, New York · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts · Portland, Maine · Newport, Rhode Island · New York, New York
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgReversing Falls & Fundy Tidal BorePrivate Luxury Boston Tour +2 more
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from $935
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 13 – Sep 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 $570
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 18 – Sep 23, 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 $664
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
North America 7 nights Sep 19 – Sep 26, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York6 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourBridgeClimb Sydney +1 more
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from $935
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 23 – Sep 28, 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 $598
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRepositioning
Mediterranean 16 nights Sep 26 – Oct 12, 2026 from New York, New York to Barcelona, Spain
New York, New York · Halifax, Nova Scotia · … · Barcelona, Spain11 ports
New York, New York · Halifax, Nova Scotia · Sydney, Nova Scotia · Ponta Delgada, Azores, Portugal · Funchal, Madeira, Portugal · Gibraltar, British Territory · Motril, Spain · Melilla, Morocco · Ibiza, Spain · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgBridgeClimb SydneySete Cidades Twin Lakes +7 more
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from $1,754
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Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 28 – Oct 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 $606
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Oct 3 – Oct 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 $633
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 3 – Oct 10, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York6 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourReversing Falls & Fundy Tidal Bore +1 more
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from $1,388
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Oct 8 – Oct 13, 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 $683
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 10 – Oct 17, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
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from $1,404
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 17 – Oct 24, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
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from $1,418
Book This Cruise@ Cruisebound
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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Princess · Majestic PrincessRound-trip
North America 7 nights Oct 24 – Oct 31, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
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from $1,187
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 31 – Nov 7, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
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from $1,145
Book This Cruise@ Cruisebound
Norwegian · Norwegian BlissRound-trip
Bahamas 8 nights Nov 1 – Nov 9, 2026 from New York, New York
New York, New York · Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Nassau, Bahamas · New York, New York
★ Bucket-list Manhattan Helicopter TourKennedy Space Center Visitor ComplexSilver Cove Private VillaSwim With the Wild Exuma Pigs
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from $917
Book This Cruise@ Cruisebound
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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Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Nov 9 – Nov 21, 2026 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York
★ Bucket-list Manhattan Helicopter TourThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater Hike +3 more
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from $1,127
Book This Cruise@ Cruisebound
Norwegian · Norwegian BlissRound-trip
Bahamas 8 nights Nov 21 – Nov 29, 2026 from New York, New York
New York, New York · Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Nassau, Bahamas · New York, New York
★ Bucket-list Manhattan Helicopter TourKennedy Space Center Visitor ComplexSilver Cove Private VillaSwim With the Wild Exuma Pigs
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from $932
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