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
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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 North America ×Mexico ×Visits Kiel × Clear all
Showing 4 of 4 sailings
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 TourPrivate Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $6,460
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Oceania · Oceania SonataOne-way
Caribbean 16 nights Dec 19 – Jan 4, 2028 from Miami, Florida to Los Angeles, California
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Los Angeles, California10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Cartagena, Colombia · Kiel Canal, Germany · Puntarenas, Costa Rica · Puerto Quetzal, Guatemala · Zihuatanejo (Ixtapa/Zihuatanejo), Mexico · Manzanillo, Mexico · Ensenada, Mexico · Los Angeles, California
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarThe Roman Theatre of Cartagena with the Rafael Mon…Valle de Guadalupe wine country +1 more
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from $7,999
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Regent · Seven Seas SplendorOne-way
Mediterranean 16 nights Dec 20 – Jan 5, 2028 from Miami, Florida to San Francisco, California
Miami, Florida · Willis Island · … · San Francisco, California15 ports
Miami, Florida · Willis Island · Ocho Rios, Jamaica · Willis Island · Cartagena, Spain · Kiel Canal, Germany · Willis Island · Puntarenas, Costa Rica · Willis Island · Puerto Quetzal, Guatemala · Willis Island · Puerto Vallarta, Mexico · Cabo San Lucas, Mexico · Willis Island · San Francisco, California
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandThe Roman Theatre of Cartagena with the Rafael Mon…Hidden Beach at Marietas Islands +2 more
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from $11,149
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Oceania · Oceania SonataOne-way
Mexico 44 nights Jan 6 – Feb 19, 2028 from Los Angeles, California to Miami, Florida
Los Angeles, California · Ensenada, Mexico · … · Miami, Florida29 ports
Los Angeles, California · Ensenada, Mexico · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Kiel Canal, Germany · Cartagena, Colombia · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Castries, St. Lucia · St. Georges, Grenada, West Indies · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida · Kiel Canal, Germany · Cozumel, Mexico · Roatan, Honduras · Harvest Caye, Belize · Costa Maya, Mexico · Kiel Canal, Germany · Miami, Florida
★ Bucket-list Warner Bros. Studio Tour HollywoodValle de Guadalupe wine countryEl Arco & Lover's BeachThe Roman Theatre of Cartagena with the Rafael Mon… +16 more
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from $20,599
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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