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 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
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 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 Mediterranean ×Bermuda ×Visits Brooklyn × Clear all
Showing 13 of 13 sailings
Virgin Voyages · Valiant LadyOne-way
Europe Sep 6, 2026 from Reykjavik, Iceland to Brooklyn, NY
Reykjavik, Iceland · Isafjord, Iceland · … · Brooklyn, NY7 ports
Reykjavik, Iceland · Isafjord, Iceland · Qaqortoq, Greenland · Nuuk, Greenland · St. Johns, Newfoundland · Halifax, Nova Scotia · Brooklyn, NY
★ Bucket-list Inside the VolcanoDynjandi WaterfallHvalsey Norse Church RuinNuuk Icefjord Private Boat Expedition +3 more
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from $2,713
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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 Old Québec Private Walking Tour with Expert Local…Saguenay Fjord Whale-WatchPercé Rock & Bonaventure IslandPeggy's Cove & Lunenburg +3 more
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from $9,999
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Virgin Voyages · Valiant LadyRound-trip
North America Sep 19, 2026 from Brooklyn, NY
Brooklyn, NY · Gloucester, Massachusetts · … · Brooklyn, NY6 ports
Brooklyn, NY · Gloucester, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Brooklyn, NY
★ Bucket-list NYC Private VIP Tour by VehiclePortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
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from $1,779
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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 NYC Private VIP Tour by VehiclePrivate Luxury Boston TourPeggy's Cove & LunenburgPeggy's Cove & Lunenburg +3 more
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from $10,099
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Virgin Voyages · Valiant LadyRound-trip
Bermuda Sep 27, 2026 from Brooklyn, NY
Brooklyn, NY · Kings Wharf, Bermuda · Brooklyn, NY
★ Bucket-list NYC Private VIP Tour by Vehicle
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from $1,218
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Virgin Voyages · Valiant LadyRound-trip
Bermuda Oct 2, 2026 from Brooklyn, NY
Brooklyn, NY · Kings Wharf, Bermuda · Brooklyn, NY
★ Bucket-list NYC Private VIP Tour by Vehicle
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from $1,369
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Virgin Voyages · Valiant LadyRound-trip
Bermuda Oct 7, 2026 from Brooklyn, NY
Brooklyn, NY · Kings Wharf, Bermuda · Brooklyn, NY
★ Bucket-list NYC Private VIP Tour by Vehicle
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from $1,134
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Virgin Voyages · Valiant LadyRound-trip
Bermuda Oct 13, 2026 from Brooklyn, NY
Brooklyn, NY · Kings Wharf, Bermuda · Brooklyn, NY
★ Bucket-list NYC Private VIP Tour by Vehicle
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from $1,008
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MSC Cruises · MSC MeravigliaRepositioning
Mediterranean 25 nights Oct 17 – Nov 11, 2026 from Naples, Italy to Miami, Florida
Naples, Italy · Livorno (Florence/Pisa), Italy · … · Miami, Florida14 ports
Naples, Italy · Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Alicante, Spain · Gibraltar, British Territory · Cadiz (Seville), Spain · Casablanca, Morocco · Las Palmas, Gran Canaria, Canary Islands · Funchal, Madeira, Portugal · Ponta Delgada, Azores, Portugal · Boston, Massachusetts · Brooklyn, NY · Miami, Florida
★ Bucket-list Pompeii with a Licensed ArchaeologistClimb the Leaning Tower of PisaCalanques National Park Boat Cruise from the Old P…Sagrada Familia +10 more
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from $10,874
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MSC Cruises · MSC MeravigliaRepositioning
Mediterranean 24 nights Oct 18 – Nov 11, 2026 from Livorno (Florence/Pisa), Italy to Miami, Florida
Livorno (Florence/Pisa), Italy · Marseille, France · … · Miami, Florida13 ports
Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Alicante, Spain · Gibraltar, British Territory · Cadiz (Seville), Spain · Casablanca, Morocco · Las Palmas, Gran Canaria, Canary Islands · Funchal, Madeira, Portugal · Ponta Delgada, Azores, Portugal · Boston, Massachusetts · Brooklyn, NY · Miami, Florida
★ Bucket-list Climb the Leaning Tower of PisaCalanques National Park Boat Cruise from the Old P…Sagrada FamiliaCastillo de Santa Bárbara +9 more
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from $1,858
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Virgin Voyages · Valiant LadyOne-way
Bermuda Oct 19, 2026 from Brooklyn, NY to San Juan, Puerto Rico
Brooklyn, NY · Kings Wharf, Bermuda · … · San Juan, Puerto Rico7 ports
Brooklyn, NY · Kings Wharf, Bermuda · Bimini, Bahamas · St. Croix, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list NYC Private VIP Tour by VehicleSwim with Wild Dolphins at Honeymoon HarbourBuck Island ReefMaho Beach +2 more
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from $1,443
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MSC Cruises · MSC MeravigliaRepositioning
Mediterranean 22 nights Oct 20 – Nov 11, 2026 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Alicante, Spain · … · Miami, Florida11 ports
Barcelona, Spain · Alicante, Spain · Gibraltar, British Territory · Cadiz (Seville), Spain · Casablanca, Morocco · Las Palmas, Gran Canaria, Canary Islands · Funchal, Madeira, Portugal · Ponta Delgada, Azores, Portugal · Boston, Massachusetts · Brooklyn, NY · Miami, Florida
★ Bucket-list Sagrada FamiliaCastillo de Santa BárbaraUpper Rock Nature ReserveReal Alcázar de Sevilla +7 more
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from $1,481
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MSC Cruises · MSC MeravigliaRepositioning
Europe 15 nights Oct 27 – Nov 11, 2026 from Funchal, Madeira, Portugal to Miami, Florida
Funchal, Madeira, Portugal · Ponta Delgada, Azores, Portugal · Boston, Massachusetts · Brooklyn, NY · Miami, Florida
★ Bucket-list Pico do Arieiro to Pico RuivoSete Cidades Twin LakesPrivate Luxury Boston TourNYC Private VIP Tour by Vehicle +1 more
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from $1,157
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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