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.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
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
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines
Luxury Azamara Explora Journeys Oceania Regent Seabourn Silversea Viking Ocean Windstar River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
Must visit a specific port clear
Reset
Filtering Visits New York × Clear all
Showing 36 of 328 sailings
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
View →
from $789
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2One-way
Northern Europe 15 nights Sep 19 – Oct 4, 2026 from Southampton, England to Quebec City, Quebec
Southampton, England · New York, New York · Boston, Massachusetts · Sydney, Nova Scotia · Quebec City, Quebec
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter TourPrivate Luxury Boston TourBridgeClimb Sydney +1 more
View →
from $2,649
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
View →
from $1,269
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRepositioning
Northern Europe 14 nights Sep 19 – Oct 3, 2026 from Southampton, England to New York, New York
Southampton, England · Stavanger, Norway · … · New York, New York7 ports
Southampton, England · Stavanger, Norway · Haugesund, Norway · Skjolden, Norway · Reykjavik, Iceland · Halifax, Nova Scotia · New York, New York
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Lysefjorden & Pulpit Rock RIB SafariPrivate RIB SpeedboatSognefjord RIB Speedboat +3 more
View →
from $2,296
Book This Cruise@ Cruisebound
Carnival · Carnival VeneziaRound-trip
Bermuda 4 nights Sep 20, 2026 from New York, New York
New York, New York · Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourRestless Native Catamaran
View →
from $632
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
View →
from $769
Book This Cruise@ Cruisebound
Carnival · Carnival VeneziaRound-trip
Bermuda 5 nights Sep 24, 2026 from New York, New York
New York, New York · Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourRestless Native Catamaran
View →
from $687
Book This Cruise@ Cruisebound
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 Notre-Dame BasilicaOld Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…BridgeClimb Sydney +8 more
View →
from $3,649
Book This Cruise@ Cruisebound
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 Notre-Dame BasilicaOld Québec Private Walking Tour with Expert Local…Daniel-Johnson DamSept-Îles Archipelago Zodiac Expedition +6 more
View →
from $7,799
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2Round-trip
North America 15 nights Sep 26 – Oct 11, 2026 from New York, New York
New York, New York · Boston, Massachusetts · … · New York, New York8 ports
New York, New York · Boston, Massachusetts · Sydney, Nova Scotia · Quebec City, Quebec · Saguenay Fjord, Canada · Sept-Iles, Canada · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourBridgeClimb SydneyOld Québec Private Walking Tour with Expert Local… +2 more
View →
from $1,719
Book This Cruise@ Cruisebound
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 Notre-Dame BasilicaOld Québec Private Walking Tour with Expert Local…Daniel-Johnson DamGreen Gables House & Anne of Green Gables Island E… +5 more
View →
from $1,529
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
View →
from $1,169
Book This Cruise@ Cruisebound
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
View →
from $729
Book This Cruise@ Cruisebound
Carnival · Carnival VeneziaRound-trip
Bermuda 7 nights Sep 29, 2026 from New York, New York
New York, New York · Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourRestless Native Catamaran
View →
from $698
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
View →
from $749
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
View →
from $2,185
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2One-way
North America 7 nights Oct 4 – Oct 11, 2026 from Quebec City, Quebec to New York, New York
Quebec City, Quebec · Saguenay Fjord, Canada · Sept-Iles, Canada · Halifax, Nova Scotia · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Sept-Îles Archipelago Zodiac ExpeditionPeggy's Cove & LunenburgManhattan Helicopter Tour
View →
from $1,439
Book This Cruise@ Cruisebound
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
View →
from $6,460
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIRound-trip
North America 15 nights Oct 7, 2026 from New York, New York
New York, New York · Portland, Maine · … · New York, New York12 ports
New York, New York · Portland, Maine · Saint John, New Brunswick · Cap-Aux-Meules, Canada · Havre St. Pierre, Quebec · Baie-Commeau, Quebec · Quebec City, Quebec · La Baie, Canada · Sept-Iles, Canada · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BoreArchipelago Flavours +7 more
View →
from $13,160
Book This Cruise@ Cruisebound
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 Notre-Dame BasilicaOld Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…Peggy's Cove & Lunenburg +4 more
View →
from $9,048
Book This Cruise@ Cruisebound
Holland America · VolendamRound-trip
Mediterranean 45 nights Oct 8 – Nov 22, 2026 from New York, New York
New York, New York · Ponta Delgada, Azores, Portugal · … · New York, New York23 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 · Messina, Sicily, Italy · Kefalonia, Greece · Iraklion (Heraklion), Crete, Greece · Rhodes, Greece · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece · Valletta, Malta · La Goulette, Tunisia · Malaga, Spain · Cadiz (Seville), Spain · Funchal, Madeira, Portugal · New York, New York
★ Bucket-list Manhattan Helicopter TourSete Cidades Twin LakesSintraThe Roman Theatre of Cartagena with the Rafael Mon… +18 more
View →
from $6,224
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
View →
from $639
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorOne-way
North America 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 Notre-Dame BasilicaOld Québec Private Walking Tour with Expert Local…Daniel-Johnson DamZodiac Circumnavigation of Willis Island +6 more
View →
from $13,249
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
View →
from $2,079
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2One-way
Northern Europe 9 nights Oct 11 – Oct 20, 2026 from New York, New York to Hamburg, Germany
New York, New York · Southampton, England · Hamburg, Germany
★ Bucket-list Manhattan Helicopter TourStand Inside Stonehenge & See the Original 1215 Ma…Private Full-Day Hamburg Shore Excursion with Loca…
View →
from $1,659
Book This Cruise@ Cruisebound
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…Titanic Experience CobhGiant's Causeway Private Luxury Day Tour from Belf… +3 more
View →
from $999
Book This Cruise@ Cruisebound
Norwegian · Norwegian BlissOne-way
Mexico 19 nights Oct 13 – Nov 1, 2026 from Los Angeles, California to New York, New York
Los Angeles, California · Cabo San Lucas, Mexico · … · New York, New York11 ports
Los Angeles, California · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Puerto Caldera, Costa Rica · Panama City, Panama · Panama Canal, Panama · Cartagena, Colombia · Falmouth, Jamaica · Miami, Florida · New York, New York
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachLa Quebrada Cliff DiversPrivate Antigua Colonial City & Jade Factory Full-… +7 more
View →
from $1,939
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
North America 7 nights Oct 15, 2026 from Quebec City, Quebec to New York, New York
Quebec City, Quebec · La Baie, Canada · … · New York, New York6 ports
Quebec City, Quebec · La Baie, Canada · Sept-Iles, Canada · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Saguenay Fjord Zodiac Whale-Watching with NaturalistSept-Îles Archipelago Zodiac ExpeditionBridgeClimb Sydney +2 more
View →
from $5,390
Book This Cruise@ Cruisebound
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 Notre-Dame BasilicaOld Québec Private Walking Tour with Expert Local…Daniel-Johnson DamSept-Îles Archipelago Zodiac Expedition +6 more
View →
from $4,830
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
View →
from $1,854
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
North America 10 nights Oct 19 – Oct 29, 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 · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Portland, Maine · Cape Cod, Massachusetts · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list Notre-Dame BasilicaOld Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…BridgeClimb Sydney +6 more
View →
from $2,639
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 TourThe BreakersPrivate Luxury Boston TourLuxury Camden Sailing Experience on Penobscot Bay +4 more
View →
from $6,204
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2One-way
Northern Europe 10 nights Oct 20 – Oct 30, 2026 from Hamburg, Germany to New York, New York
Hamburg, Germany · Zeebrugge (Bruges), Belgium · Southampton, England · New York, New York
★ Bucket-list Private Full-Day Hamburg Shore Excursion with Loca…Private Bruges Full-Day Shore Excursion with Canal…Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour
View →
from $1,289
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorOne-way
North America 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
View →
from $15,999
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2Round-trip
Northern Europe 14 nights Oct 23 – Nov 6, 2026 from Southampton, England
Southampton, England · New York, New York · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour
View →
from $2,149
Book This Cruise@ Cruisebound
Princess · Sapphire PrincessOne-way
Bahamas 14 nights Oct 23 – Nov 6, 2026 from Quebec City, Quebec to Fort Lauderdale (Port Everglades), Florida
Quebec City, Quebec · Saguenay Fjord, Canada · … · Fort Lauderdale (Port Everglades), Florida10 ports
Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts · Newport, Rhode Island · New York, New York · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…BridgeClimb SydneyPeggy's Cove & Lunenburg +5 more
View →
from $1,879
Book This Cruise@ Cruisebound
Load more 292 more

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.

23 lines
aboard
MSC Cruises Royal Caribbean Carnival Viking River Norwegian AmaWaterways Costa Princess Celebrity Avalon Disney Viking Ocean Holland America Silversea Oceania Virgin Regent Explora Journeys Cunard Azamara Windstar Seabourn Virgin Voyages