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
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 ×Repositioning ×9–12 nights × Clear all
Showing 9 of 9 sailings
Royal Caribbean · Independence of the SeasRepositioning
Caribbean 10 nights Oct 29 – Nov 8, 2026 from Cape Liberty (Bayonne), New Jersey to Miami, Florida
Cape Liberty (Bayonne), New Jersey · Cabo Rojo, Dominican Republic · … · Miami, Florida6 ports
Cape Liberty (Bayonne), New Jersey · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Statue of Liberty & Ellis IslandArubaPrivate Full-Day Curaçao Island Tour with Local Ex…The full 27 jumps at the Damajagua Waterfalls +1 more
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from $486
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Royal Caribbean · Oasis of the SeasRepositioning
Caribbean 9 nights Apr 28 – May 7, 2027 from Fort Lauderdale (Port Everglades), Florida to Cape Liberty (Bayonne), New Jersey
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Statue of Liberty & Ellis Island
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from $479
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Royal Caribbean · Icon of the SeasRepositioning
Caribbean 9 nights Aug 7 – Aug 16, 2027 from Miami, Florida to Galveston, Texas
Miami, Florida · Perfect Day at CocoCay · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Galveston, Texas
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakPrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +1 more
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from $1,561
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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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Royal Caribbean · Oasis of the SeasRepositioning
Caribbean 9 nights Oct 31 – Nov 9, 2027 from Cape Liberty (Bayonne), New Jersey to Fort Lauderdale (Port Everglades), Florida
Cape Liberty (Bayonne), New Jersey · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Statue of Liberty & Ellis IslandArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Everglades Airboat Skim + Gator Boys Live Show
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from $711
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Viking Ocean · Viking SeaRepositioning
Mediterranean 11 nights Nov 16 – Nov 27, 2027 from Lisbon, Portugal to San Juan, Puerto Rico
Lisbon, Portugal · Sail the North Atlantic Ocean · … · San Juan, Puerto Rico8 ports
Lisbon, Portugal · Sail the North Atlantic Ocean · Funchal, Madeira, Portugal · Santa Cruz de Tenerife, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Sail the North Atlantic Ocean · Sail the Atlantic Ocean · San Juan, Puerto Rico
★ Bucket-list SintraPico do Arieiro to Pico RuivoTeide National ParkRoque Nublo & Tejeda +1 more
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from $2,999
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Viking Ocean · Viking SkyRepositioning
Mediterranean 11 nights Nov 18 – Nov 29, 2027 from Lisbon, Portugal to San Juan, Puerto Rico
Lisbon, Portugal · Sail the North Atlantic Ocean · … · San Juan, Puerto Rico8 ports
Lisbon, Portugal · Sail the North Atlantic Ocean · Funchal, Madeira, Portugal · Santa Cruz de Tenerife, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Sail the North Atlantic Ocean · Sail the Atlantic Ocean · San Juan, Puerto Rico
★ Bucket-list SintraPico do Arieiro to Pico RuivoTeide National ParkRoque Nublo & Tejeda +1 more
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from $2,999
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Viking Ocean · Viking SkyRepositioning
Mediterranean 11 nights Feb 27 – Mar 9, 2028 from San Juan, Puerto Rico to Lisbon, Portugal
San Juan, Puerto Rico · Sail the Atlantic Ocean · … · Lisbon, Portugal8 ports
San Juan, Puerto Rico · Sail the Atlantic Ocean · Sail the North Atlantic Ocean · Las Palmas, Gran Canaria, Canary Islands · Santa Cruz de Tenerife, Canary Islands · Funchal, Madeira, Portugal · Sail the North Atlantic Ocean · Lisbon, Portugal
★ Bucket-list Walk El Morro & Old San Juan's City WallsRoque Nublo & TejedaTeide National ParkPico do Arieiro to Pico Ruivo +1 more
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from $3,099
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Seabourn · Seabourn OvationRepositioning
Mediterranean 12 nights Mar 25 – Apr 6, 2028 from Bridgetown, Barbados to Lisbon, Portugal
Bridgetown, Barbados · Castries, St. Lucia · Funchal, Madeira, Portugal · Lisbon, Portugal
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPico do Arieiro to Pico RuivoSintra
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from $5,399
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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