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 North America ×Celebrity ×Repositioning × Clear all
Showing 4 of 4 sailings
Celebrity · Celebrity SilhouetteRepositioning
Caribbean 10 nights Oct 20 – Oct 30, 2026 from Boston, Massachusetts to Fort Lauderdale (Port Everglades), Florida
Boston, Massachusetts · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Private Luxury Boston TourPrivate Full-Day Curaçao Island Tour with Local Ex…Klein BonaireAruba +1 more
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from $898
Book This Cruise@ Cruisebound
Celebrity · Celebrity SummitRepositioning
Caribbean 18 nights Sep 18 – Oct 6, 2027 from Los Angeles, California to Boston, Massachusetts
Los Angeles, California · Puerto Vallarta, Mexico · … · Boston, Massachusetts8 ports
Los Angeles, California · Puerto Vallarta, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Panama Canal, Panama · Cartagena, Colombia · Grand Turk, Turks and Caicos · Boston, Massachusetts
★ Bucket-list Warner Bros. Studio Tour HollywoodHidden Beach at Marietas IslandsThe Roman Theatre of Cartagena with the Rafael Mon…Gibbs Cay Private Stingray Swim & Reef Snorkel +1 more
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from $2,184
Book This Cruise@ Cruisebound
Celebrity · Celebrity SilhouetteRepositioning
Caribbean 10 nights Oct 16 – Oct 26, 2027 from Boston, Massachusetts to Fort Lauderdale (Port Everglades), Florida
Boston, Massachusetts · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Private Luxury Boston TourArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +1 more
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from $755
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound

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