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 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
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines · 1 selected
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 Caribbean ×Celebrity ×Repositioning × Clear all
Showing 8 of 8 sailings
Celebrity · Celebrity ApexRepositioning
Northern Europe Oct 18, 2026 from Southampton, England to Orlando, Florida
Southampton, England · Vigo, Spain · … · Orlando, Florida6 ports
Southampton, England · Vigo, Spain · Lisbon, Portugal · Ponta Delgada, Azores, Portugal · Royal Naval Dockyard, Bermuda · Orlando, Florida
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…SintraPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,401
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Celebrity · Celebrity ConstellationRepositioning
Mediterranean 15 nights Nov 2 – Nov 17, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico
Civitavecchia (Rome), Italy · Valencia, Spain · … · San Juan, Puerto Rico7 ports
Civitavecchia (Rome), Italy · Valencia, Spain · Cartagena, Spain · Malaga, Spain · Tangier, Morocco · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayOceanograficThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +3 more
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from $792
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Celebrity · Celebrity ConstellationRepositioning
Caribbean 13 nights Apr 3 – Apr 16, 2027 from San Juan, Puerto Rico to Barcelona, Spain
San Juan, Puerto Rico · Philipsburg, St. Maarten · Tangier, Morocco · Malaga, Spain · Barcelona, Spain
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Tangier Kasbah, Medina & American Legation Private…Granada & the Alhambra +1 more
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from $501
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Celebrity · Celebrity SummitRepositioning
Pacific 15 nights Apr 18 – May 3, 2027 from Tampa, Florida to Los Angeles, California
Tampa, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Los Angeles, California8 ports
Tampa, Florida · Georgetown, Grand Cayman, Cayman Islands · Cartagena, Colombia · Colon, Panama · Panama Canal, Panama · Puntarenas, Costa Rica · Puerto Vallarta, Mexico · Los Angeles, California
★ Bucket-list Clearwater Beach Private Luxury CharterStingray City SandbarThe Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +2 more
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from $3,050
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Celebrity · Celebrity ApexRepositioning
Bermuda Apr 24, 2027 from Orlando, Florida to Southampton, England
Orlando, Florida · Royal Naval Dockyard, Bermuda · Ponta Delgada, Azores, Portugal · Lisbon, Portugal · Southampton, England
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaSintraStand Inside Stonehenge & See the Original 1215 Ma…
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from $1,197
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Celebrity · Celebrity ApexRepositioning
Northern Europe 13 nights Oct 17 – Oct 30, 2027 from Southampton, England to Orlando, Florida
Southampton, England · La Coruna, Spain · … · Orlando, Florida6 ports
Southampton, England · La Coruna, Spain · Vigo, Spain · Ponta Delgada, Azores, Portugal · Royal Naval Dockyard, Bermuda · Orlando, Florida
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Private Island Wrap-Around Van Tour of Bermuda
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from $1,339
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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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Celebrity · Celebrity ConstellationRepositioning
Mediterranean 16 nights Oct 29 – Nov 14, 2027 from Civitavecchia (Rome), Italy to Tampa, Florida
Civitavecchia (Rome), Italy · Alicante, Spain · … · Tampa, Florida6 ports
Civitavecchia (Rome), Italy · Alicante, Spain · Malaga, Spain · Gibraltar, British Territory · Casablanca, Morocco · Tampa, Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayCastillo de Santa BárbaraGranada & the AlhambraUpper Rock Nature Reserve +2 more
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from $1,561
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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
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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