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 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 Visits Great Stirrup Cay ×13+ nights × Clear all
Showing 8 of 8 sailings
Norwegian · Norwegian SunOne-way
Bermuda 13 nights Oct 24 – Nov 6, 2026 from New York, New York to Miami, Florida
New York, New York · Royal Naval Dockyard, Bermuda · … · Miami, Florida10 ports
New York, New York · Royal Naval Dockyard, Bermuda · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of BermudaWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +5 more
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from $1,257
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Norwegian · Norwegian DawnRepositioning
Mediterranean 14 nights Nov 1 – Nov 15, 2026 from Lisbon, Portugal to Jacksonville, Florida
Lisbon, Portugal · Cadiz (Seville), Spain · … · Jacksonville, Florida6 ports
Lisbon, Portugal · Cadiz (Seville), Spain · Casablanca, Morocco · Ponta Delgada, Azores, Portugal · Great Stirrup Cay, Bahamas · Jacksonville, Florida
★ Bucket-list SintraReal Alcázar de SevillaPrivate Guided Tour of Casablanca with Hassan II M…Silver Cove Private Villa +1 more
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from $794
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Norwegian · Norwegian EpicRepositioning
Bahamas 14 nights Nov 1 – Nov 15, 2026 from Barcelona, Spain to Port Canaveral, Florida
Barcelona, Spain · Cadiz (Seville), Spain · … · Port Canaveral, Florida6 ports
Barcelona, Spain · Cadiz (Seville), Spain · Santa Cruz de Tenerife, Canary Islands · St. Thomas, U.S. Virgin Islands · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Sagrada FamiliaReal Alcázar de SevillaTeide National ParkPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +2 more
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from $818
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Norwegian · Norwegian StarRepositioning
Mediterranean 14 nights Nov 20 – Dec 4, 2026 from Southampton, England to Miami, Florida
Southampton, England · Le Havre (Paris), France · … · Miami, Florida7 ports
Southampton, England · Le Havre (Paris), France · Ferrol, Spain · Porto (Oporto), Portugal · Ponta Delgada, Azores, Portugal · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Private Paris Highlights & Seine River Cruise from…Private Douro Valley Wine TourSilver Cove Private Villa +1 more
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from $1,069
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Norwegian · Norwegian DawnRepositioning
Bahamas 15 nights Apr 4 – Apr 19, 2027 from Jacksonville, Florida to Lisbon, Portugal
Jacksonville, Florida · Great Stirrup Cay, Bahamas · … · Lisbon, Portugal7 ports
Jacksonville, Florida · Great Stirrup Cay, Bahamas · Horta, Azores, Portugal · Ponta Delgada, Azores, Portugal · Funchal, Madeira, Portugal · Portimao, Portugal · Lisbon, Portugal
★ Bucket-list Amelia Island Guided Kayak Tour of Lofton CreekSilver Cove Private VillaPico do Arieiro to Pico RuivoSintra
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from $1,048
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Norwegian · Norwegian BlissOne-way
Bahamas 20 nights Oct 19 – Nov 8, 2027 from Los Angeles, California to New York, New York
Los Angeles, California · Cabo San Lucas, Mexico · … · New York, New York12 ports
Los Angeles, California · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Puerto Caldera, Costa Rica · Panama City, Panama · Panama Canal, Panama · Cartagena, Colombia · Falmouth, Jamaica · Great Stirrup Cay, Bahamas · Miami, Florida · New York, New York
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachThe Roman Theatre of Cartagena with the Rafael Mon…Blue Hole & Secret Falls +3 more
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from $1,977
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Norwegian · Norwegian DawnRepositioning
Mediterranean 14 nights Nov 5 – Nov 19, 2027 from Barcelona, Spain to Jacksonville, Florida
Barcelona, Spain · Cadiz (Seville), Spain · Casablanca, Morocco · Great Stirrup Cay, Bahamas · Jacksonville, Florida
★ Bucket-list Sagrada FamiliaReal Alcázar de SevillaPrivate Guided Tour of Casablanca with Hassan II M…Silver Cove Private Villa +1 more
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from $1,159
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Norwegian · Norwegian DawnRepositioning
Bahamas 13 nights Apr 17 – Apr 30, 2028 from Jacksonville, Florida to Lisbon, Portugal
Jacksonville, Florida · Great Stirrup Cay, Bahamas · … · Lisbon, Portugal6 ports
Jacksonville, Florida · Great Stirrup Cay, Bahamas · Horta, Azores, Portugal · Ponta Delgada, Azores, Portugal · Porto (Oporto), Portugal · Lisbon, Portugal
★ Bucket-list Amelia Island Guided Kayak Tour of Lofton CreekSilver Cove Private VillaPrivate Douro Valley Wine TourSintra
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from $885
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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