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 1 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
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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 Bahamas ×Repositioning ×9–12 nights × Clear all
Showing 17 of 17 sailings
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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Royal Caribbean · Independence of the SeasRepositioning
Caribbean 10 nights Oct 29 – Nov 8, 2026 from Cape Liberty (Bayonne), New Jersey to Miami, Florida
Cape Liberty (Bayonne), New Jersey · Cabo Rojo, Dominican Republic · … · Miami, Florida6 ports
Cape Liberty (Bayonne), New Jersey · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Statue of Liberty & Ellis IslandArubaPrivate Full-Day Curaçao Island Tour with Local Ex…The full 27 jumps at the Damajagua Waterfalls +1 more
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from $486
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MSC Cruises · MSC GrandiosaRepositioning
Caribbean 10 nights Nov 3 – Nov 13, 2026 from Funchal, Madeira, Portugal to Miami, Florida
Funchal, Madeira, Portugal · San Juan, Puerto Rico · Miami, Florida
★ Bucket-list Pico do Arieiro to Pico RuivoWalk El Morro & Old San Juan's City WallsStar Island & Millionaire's Row Skyline Cruise on…
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from $570
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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 HikeAruba +1 more
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from $811
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Seabourn · Seabourn QuestRepositioning
Mediterranean 12 nights Nov 10 – Nov 22, 2026 from Lisbon, Portugal to Miami, Florida
Lisbon, Portugal · Funchal, Madeira, Portugal · Miami, Florida
★ Bucket-list SintraPico do Arieiro to Pico RuivoStar Island & Millionaire's Row Skyline Cruise on…
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from $4,831
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Cunard · Queen ElizabethRepositioning
Northern Europe 12 nights Jan 7 – Jan 19, 2027 from Miami, Florida to Southampton, England
Miami, Florida · Praia da Vitoria, Portugal · Ponta Delgada, Azores, Portugal · Southampton, England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stand Inside Stonehenge & See the Original 1215 Ma…
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from $999
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Azamara · Azamara JourneyRepositioning
Bermuda 12 nights Mar 29 – Apr 10, 2027 from Miami, Florida to Lisbon, Portugal
Miami, Florida · Hamilton, Bermuda · Horta, Azores, Portugal · Lisbon, Portugal
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Sintra
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from $2,007
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Royal Caribbean · Freedom of the SeasRepositioning
Northern Europe 12 nights Apr 27 – May 9, 2027 from Miami, Florida to Southampton, England
Miami, Florida · Royal Naval Dockyard, Bermuda · Ponta Delgada, Azores, Portugal · Southampton, England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Island Wrap-Around Van Tour of BermudaStand Inside Stonehenge & See the Original 1215 Ma…
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from $638
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Royal Caribbean · Oasis of the SeasRepositioning
Caribbean 9 nights Apr 28 – May 7, 2027 from Fort Lauderdale (Port Everglades), Florida to Cape Liberty (Bayonne), New Jersey
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Statue of Liberty & Ellis Island
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from $479
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Norwegian · Norwegian VivaRepositioning
Mediterranean 12 nights May 23 – Jun 4, 2027 from Miami, Florida to Barcelona, Spain
Miami, Florida · Ponta Delgada, Azores, Portugal · Motril, Spain · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…La Seu Cathedral + Rooftop Terraces ClimbSagrada Familia
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from $1,209
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Royal Caribbean · Icon of the SeasRepositioning
Caribbean 9 nights Aug 7 – Aug 16, 2027 from Miami, Florida to Galveston, Texas
Miami, Florida · Perfect Day at CocoCay · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Galveston, Texas
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakPrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +1 more
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from $1,561
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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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Royal Caribbean · Freedom of the SeasRepositioning
Mediterranean 12 nights Oct 18 – Oct 30, 2027 from Southampton, England to Miami, Florida
Southampton, England · La Coruna, Spain · Vigo, Spain · Ponta Delgada, Azores, Portugal · Miami, Florida
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Star Island & Millionaire's Row Skyline Cruise on…
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from $665
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Norwegian · Norwegian EpicRepositioning
Mediterranean 12 nights Oct 31 – Nov 12, 2027 from Barcelona, Spain to Port Canaveral, Florida
Barcelona, Spain · Ponta Delgada, Azores, Portugal · Port Canaveral, Florida
★ Bucket-list Sagrada FamiliaKennedy Space Center Visitor Complex
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from $812
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Royal Caribbean · Oasis of the SeasRepositioning
Caribbean 9 nights Oct 31 – Nov 9, 2027 from Cape Liberty (Bayonne), New Jersey to Fort Lauderdale (Port Everglades), Florida
Cape Liberty (Bayonne), New Jersey · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Statue of Liberty & Ellis IslandArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Everglades Airboat Skim + Gator Boys Live Show
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from $711
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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 WallsArubaEverglades Airboat Skim + Gator Boys Live Show
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from $1,054
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Cunard · Queen ElizabethRepositioning
Northern Europe 12 nights Apr 27 – May 9, 2028 from Miami, Florida to Southampton, England
Miami, Florida · Port Canaveral, Florida · Ponta Delgada, Azores, Portugal · Southampton, England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Kennedy Space Center Visitor ComplexStand Inside Stonehenge & See the Original 1215 Ma…
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from $2,089
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.

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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