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
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+ 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 ×North America ×Visits St. Georges × Clear all
Showing 7 of 7 sailings
Norwegian · Norwegian BreakawayRepositioning
Caribbean 14 nights Nov 8 – Nov 22, 2026 from Boston, Massachusetts to New Orleans, Louisiana
Boston, Massachusetts · St. Thomas, U.S. Virgin Islands · … · New Orleans, Louisiana8 ports
Boston, Massachusetts · St. Thomas, U.S. Virgin Islands · St. Lucia, Caribbean · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Georgetown, Grand Cayman, Cayman Islands · New Orleans, Louisiana
★ Bucket-list Private Luxury Boston TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Grenada Private Taxi TourPrivate Full-Day Curaçao Island Tour with Local Ex… +3 more
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from $970
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MSC Cruises · MSC World EuropaRepositioning
Caribbean 21 nights Nov 14 – Dec 5, 2026 from Genoa, Italy to Fort-de-France, Martinique
Genoa, Italy · Civitavecchia (Rome), Italy · … · Fort-de-France, Martinique13 ports
Genoa, Italy · Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · Marseille, France · Barcelona, Spain · Puerto del Rosario, Spain · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique
★ Bucket-list Sail straight to Portofino from the cruise dockVatican, Sistine Chapel & Colosseum in One DayPrivate Cinque Terre by Minivan & Ferryboat from L…Calanques National Park Boat Cruise from the Old P… +6 more
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from $1,223
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MSC Cruises · MSC World EuropaRepositioning
Mediterranean 20 nights Nov 15 – Dec 5, 2026 from Civitavecchia (Rome), Italy to Fort-de-France, Martinique
Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · … · Fort-de-France, Martinique12 ports
Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · Marseille, France · Barcelona, Spain · Puerto del Rosario, Spain · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPrivate Cinque Terre by Minivan & Ferryboat from L…Calanques National Park Boat Cruise from the Old P…Sagrada Familia +5 more
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from $1,449
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MSC Cruises · MSC World EuropaRepositioning
Caribbean 19 nights Nov 17 – Dec 6, 2026 from Marseille, France to Pointe-a-Pitre, Guadeloupe
Marseille, France · Barcelona, Spain · … · Pointe-a-Pitre, Guadeloupe11 ports
Marseille, France · Barcelona, Spain · Puerto del Rosario, Spain · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada FamiliaTeide National ParkRandom Wind 'Paradise Day Sail' +4 more
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from $1,229
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MSC Cruises · MSC World EuropaRepositioning
Mediterranean 25 nights Apr 3 – Apr 28, 2027 from Fort-de-France, Martinique to Civitavecchia (Rome), Italy
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Civitavecchia (Rome), Italy17 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain · Marseille, France · Genoa, Italy · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursSwim with wild green sea turtles + two shipwrecks… +10 more
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from $3,500
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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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MSC Cruises · MSC World EuropaRepositioning
Mediterranean 18 nights Apr 6 – Apr 24, 2027 from Bridgetown, Barbados to Barcelona, Spain
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Barcelona, Spain10 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +5 more
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from $1,278
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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