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
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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
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Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
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+ pick specific cruise lines · 2 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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Showing 17 of 17 sailings
Carnival · Carnival VeneziaRound-trip
Caribbean Oct 18, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Grenada, Caribbean · Kingstown, St. Vincent (dock) · Bridgetown, Barbados · Philipsburg, St. Maarten · San Juan, Puerto Rico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Adventure AntiguaMount Pelée & Saint-Pierre +3 more
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from $994
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Carnival · Carnival FirenzeRepositioning
Caribbean Feb 2, 2027 from Buenos Aires, Argentina to Miami, Florida
Buenos Aires, Argentina · Rio de Janeiro, Brazil · … · Miami, Florida8 ports
Buenos Aires, Argentina · Rio de Janeiro, Brazil · Maceio, Brazil (dock) · Crossing The Equator (dock) · Grenada, Caribbean · Fort-de-France, Martinique · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list El Teatro ColónPrivate Full-Day Rio HighlightsMount Pelée & Saint-PierreRandom Wind 'Paradise Day Sail' +1 more
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from $1,756
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Regent · Seven Seas PrestigeOne-way
Caribbean 10 nights Mar 20 – Mar 30, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Willis Island · … · San Juan, Puerto Rico10 ports
Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterBoiling Lake Hike +6 more
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from $6,099
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Carnival · Carnival FirenzeRound-trip
Caribbean Mar 22, 2027 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida9 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Grenada, Caribbean · Bridgetown, Barbados · Fort-de-France, Martinique · Antigua, Antigua & Barbuda · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaKlein Curaçao Private Day TripSwim with wild green sea turtles + two shipwrecks… +3 more
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from $627
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Regent · Seven Seas MarinerRound-trip
Australia & South Pacific 15 nights Mar 26 – Apr 10, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida15 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Gustavia, St. Barts · Fort-de-France, Martinique · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Willis Island · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Puerto Plata, Dominican Republic · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykePrivate Open-Top Mini Moke Island Tour of St. Barts +7 more
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from $10,299
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Carnival · Carnival PrideRound-trip
Caribbean Nov 28, 2027 from Baltimore, Maryland
Baltimore, Maryland · Philipsburg, St. Maarten · … · Baltimore, Maryland7 ports
Baltimore, Maryland · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Baltimore, Maryland
★ Bucket-list Random Wind 'Paradise Day Sail'Mount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks…Gros Piton Summit Hike +1 more
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from $1,142
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Carnival · Carnival ConquestRound-trip
Caribbean Nov 29, 2027 from Miami, Florida
Miami, Florida · St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 ports
Miami, Florida · St. Thomas, U.S. Virgin Islands · Guadeloupe, Caribbean · St. Lucia, Caribbean · Fort-de-France, Martinique · Philipsburg, St. Maarten · Celebration Key, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Catamaran Sail & Snorkel at Honeymoon Beac…Gros Piton Summit HikeMount Pelée & Saint-Pierre +2 more
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from $778
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Regent · Seven Seas GrandeurRound-trip
Caribbean 14 nights Dec 8 – Dec 22, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida14 ports
Miami, Florida · Willis Island · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandBlue HoleThe Natural Pool +6 more
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from $7,799
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Regent · Seven Seas GrandeurOne-way
Caribbean 10 nights Jan 5 – Jan 15, 2028 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · Willis Island · … · Bridgetown, Barbados10 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Gustavia, St. Barts · Philipsburg, St. Maarten · Pointe-a-Pitre, Guadeloupe · Roseau, Dominica · Fort-de-France, Martinique · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykePrivate Open-Top Mini Moke Island Tour of St. Barts +6 more
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from $6,399
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Carnival · Carnival MiracleRound-trip
Caribbean Jan 15, 2028 from Baltimore, Maryland
Baltimore, Maryland · St. Croix, U.S. Virgin Islands · … · Baltimore, Maryland7 ports
Baltimore, Maryland · St. Croix, U.S. Virgin Islands · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Baltimore, Maryland
★ Bucket-list Buck Island ReefAdventure AntiguaMount Pelée & Saint-PierreRandom Wind 'Paradise Day Sail' +1 more
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from $1,107
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Regent · Seven Seas GrandeurRound-trip
Caribbean 10 nights Jan 15 – Jan 25, 2028 from Bridgetown, Barbados
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados11 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Castries, St. Lucia · Fort-de-France, Martinique · Willis Island · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Roseau, Dominica · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourLa Soufrière Volcano Summit HikeCosol Tours +6 more
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from $7,199
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Carnival · Carnival FirenzeRound-trip
Caribbean Jan 23, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · Guadeloupe, Caribbean · Fort-de-France, Martinique · Grenada, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · San Juan, Puerto Rico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Adventure AntiguaMount Pelée & Saint-Pierre +3 more
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from $865
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Regent · Seven Seas GrandeurRound-trip
Caribbean 10 nights Jan 25 – Feb 4, 2028 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados10 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Castries, St. Lucia · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Roseau, Dominica · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeCosol ToursMount Pelée & Saint-Pierre +5 more
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from $6,199
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Carnival · Carnival FirenzeRound-trip
Caribbean Feb 6, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · St. Lucia, Caribbean · Bridgetown, Barbados · Fort-de-France, Martinique · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexGibbs Cay Private Stingray Swim & Reef SnorkelArubaKlein Curaçao Private Day Trip +5 more
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from $879
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Regent · Seven Seas GrandeurRound-trip
Caribbean 10 nights Feb 14 – Feb 24, 2028 from Bridgetown, Barbados
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados11 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Castries, St. Lucia · Fort-de-France, Martinique · Willis Island · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Roseau, Dominica · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourLa Soufrière Volcano Summit HikeCosol Tours +6 more
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from $6,099
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Regent · Seven Seas GrandeurOne-way
Caribbean 9 nights Feb 24 – Mar 4, 2028 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Castries, St. Lucia · … · Miami, Florida9 ports
Bridgetown, Barbados · Castries, St. Lucia · Fort-de-France, Martinique · Roseau, Dominica · Pointe-a-Pitre, Guadeloupe · Gustavia, St. Barts · Philipsburg, St. Maarten · Willis Island · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursMount Pelée & Saint-PierreBoiling Lake Hike +5 more
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from $5,899
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Carnival · Carnival FirenzeRound-trip
Caribbean Apr 2, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · Amber Cove, Dominican Republic · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · Amber Cove, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · St. Lucia, Caribbean · Bridgetown, Barbados · Fort-de-France, Martinique · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor Complex27 Charcos of DamajaguaArubaKlein Curaçao Private Day Trip +5 more
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from $903
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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