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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Showing 7 of 7 sailings
Regent · Seven Seas SplendorOne-way
Australia & South Pacific 16 nights Oct 30 – Nov 15, 2026 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida14 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Willis Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Willis Island · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · San Juan, Puerto Rico · Willis Island · Miami, Florida
★ Bucket-list Zodiac Circumnavigation of Willis IslandBridgeClimb SydneyPeggy's Cove & LunenburgRandom Wind 'Paradise Day Sail' +5 more
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from $11,950
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MSC Cruises · MSC MagnificaRepositioning
Northern Europe 99 nights Jan 26 – May 5, 2027 from Buenos Aires, Argentina to Civitavecchia (Rome), Italy
Buenos Aires, Argentina · Puerto Madryn, Argentina · … · Civitavecchia (Rome), Italy37 ports
Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · Panama Canal (transit) Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list El Teatro ColónPrivate Full-Day Península ValdésIsla MartilloPrivate Osorno Volcano & Petrohué Falls Shore Excu… +15 more
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from $14,299
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MSC Cruises · MSC MagnificaRepositioning
Mediterranean 86 nights Feb 10 – May 7, 2027 from Valparaiso (Santiago), Chile to Marseille, France
Valparaiso (Santiago), Chile · Easter Island, Chile · … · Marseille, France33 ports
Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France
★ Bucket-list Waiheke Island Private Wine TourBridgeClimb SydneyAmédée Island Day TripTo Sua Ocean Trench, Waterfalls & Piula Cave Pool +13 more
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from $12,459
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Norwegian · Norwegian BreakawayRepositioning
Caribbean 14 nights Apr 4 – Apr 18, 2027 from New Orleans, Louisiana to Boston, Massachusetts
New Orleans, Louisiana · Georgetown, Grand Cayman, Cayman Islands · … · Boston, Massachusetts9 ports
New Orleans, Louisiana · Georgetown, Grand Cayman, Cayman Islands · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · St. Lucia, Caribbean · Tortola, B.V.I. · Boston, Massachusetts
★ Bucket-list Steamboat NatchezStingray City SandbarArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $1,726
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Celebrity · Celebrity SummitRepositioning
Caribbean 9 nights Oct 20 – Oct 29, 2027 from Boston, Massachusetts to San Juan, Puerto Rico
Boston, Massachusetts · Puerto Plata, Dominican Republic · … · San Juan, Puerto Rico7 ports
Boston, Massachusetts · Puerto Plata, Dominican Republic · Samana, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Private Luxury Boston TourThe full 27 jumps at the Damajagua WaterfallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $806
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Oceania · Oceania SirenaRepositioning
Caribbean 27 nights Oct 25 – Nov 21, 2027 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida21 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Bay of Fundy, Canada · Portland, Maine · New York, New York · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Suez Canal, Egypt · Miami, Florida
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgManhattan Helicopter TourJost Van Dyke +7 more
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from $8,749
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Oceania · Oceania SirenaRepositioning
Mediterranean 21 nights Feb 18 – Mar 10, 2028 from Rio de Janeiro, Brazil to Miami, Florida
Rio de Janeiro, Brazil · Suez Canal, Egypt · … · Miami, Florida14 ports
Rio de Janeiro, Brazil · Suez Canal, Egypt · Maceio, Brazil · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Suez Canal, Egypt · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Private Full-Day Rio HighlightsSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga…Jost Van Dyke +1 more
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from $6,849
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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