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
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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
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Filtering Middle East ×Bahamas ×Visits Boston × Clear all
Showing 14 of 14 sailings
Holland America · ZuiderdamOne-way
North America 14 nights Oct 17 – Oct 31, 2026 from Quebec City, Quebec to Miami, Florida
Quebec City, Quebec · Saguenay Fjord, Canada · … · Miami, Florida10 ports
Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts · Norfolk, Virginia · Miami, Florida
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston TourStar Island & Millionaire's Row Skyline Cruise on…
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from $1,139
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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 +8 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 +7 more
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from $1,858
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Celebrity · Celebrity SilhouetteRepositioning
Caribbean 10 nights Oct 20 – Oct 30, 2026 from Boston, Massachusetts to Fort Lauderdale (Port Everglades), Florida
Boston, Massachusetts · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Private Luxury Boston TourPrivate Full-Day Curaçao Island Tour with Local Ex…Klein BonaireAruba +1 more
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from $898
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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 +5 more
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from $1,481
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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 BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston TourManhattan Helicopter Tour +2 more
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from $1,345
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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 RuivoPrivate Luxury Boston TourStar Island & Millionaire's Row Skyline Cruise on…
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from $1,157
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Seabourn · Seabourn OvationOne-way
North America 13 nights Oct 31 – Nov 13, 2026 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida7 ports
Montreal, Quebec · Quebec City, Quebec · Gaspe, Quebec · Halifax, Nova Scotia · Boston, Massachusetts · Norfolk, Virginia · Miami, Florida
★ Bucket-list Peggy's Cove & LunenburgPrivate Luxury Boston TourStar Island & Millionaire's Row Skyline Cruise on…
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from $4,797
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Holland America · VolendamOne-way
North America 14 nights May 15 – May 29, 2027 from Fort Lauderdale (Port Everglades), Florida to Montreal, Quebec
Fort Lauderdale (Port Everglades), Florida · Norfolk, Virginia · … · Montreal, Quebec9 ports
Fort Lauderdale (Port Everglades), Florida · Norfolk, Virginia · Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $2,059
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Azamara · Azamara QuestRepositioning
Northern Europe 18 nights Jun 10 – Jun 28, 2027 from Miami, Florida to Tilbury (London), England
Miami, Florida · New York, New York · … · Tilbury (London), England11 ports
Miami, Florida · New York, New York · Newport, Rhode Island · Cape Cod, Massachusetts · Boston, Massachusetts · Halifax, Nova Scotia · St. Johns, Newfoundland · Cobh (Cork), Ireland · Plymouth, England · Le Havre (Paris), France · Tilbury (London), England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Manhattan Helicopter TourPrivate Luxury Boston TourPeggy's Cove & Lunenburg +1 more
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from $5,439
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Celebrity · Celebrity SilhouetteRepositioning
Caribbean 10 nights Oct 16 – Oct 26, 2027 from Boston, Massachusetts to Fort Lauderdale (Port Everglades), Florida
Boston, Massachusetts · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Private Luxury Boston TourArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +1 more
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from $755
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Holland America · ZuiderdamOne-way
North America 14 nights Oct 16 – Oct 30, 2027 from Quebec City, Quebec to Miami, Florida
Quebec City, Quebec · Saguenay Fjord, Canada · … · Miami, Florida10 ports
Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts · Norfolk, Virginia · Miami, Florida
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston TourStar Island & Millionaire's Row Skyline Cruise on…
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from $3,004
Book This Cruise@ Cruisebound
Princess · Caribbean PrincessOne-way
North America 13 nights Oct 29 – Nov 11, 2027 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 · Portland, Maine · Boston, Massachusetts · Newport, Rhode Island · New York, New York · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston TourManhattan Helicopter Tour +1 more
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from $1,339
Book This Cruise@ Cruisebound
Seabourn · Seabourn QuestOne-way
North America 13 nights Oct 31 – Nov 13, 2027 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida7 ports
Montreal, Quebec · Quebec City, Quebec · Gaspe, Quebec · Halifax, Nova Scotia · Boston, Massachusetts · Norfolk, Virginia · Miami, Florida
★ Bucket-list Peggy's Cove & LunenburgPrivate Luxury Boston TourStar Island & Millionaire's Row Skyline Cruise on…
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from $6,034
Book This Cruise@ Cruisebound

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