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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+ 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 10 of 10 sailings
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Feb 28 – Mar 7, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Fort-de-France, Martinique · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachMount Pelée & Saint-Pierre +2 more
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from $573
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 21 – Nov 28, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Bridgetown, Barbados · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourLa Soufrière Volcano Summit Hike +2 more
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from $738
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Dec 5 – Dec 12, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Bridgetown, Barbados · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Roseau, Dominica · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourBoiling Lake Hike +2 more
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from $602
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 8 nights Dec 19 – Dec 27, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +3 more
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from $964
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 16 – Jan 23, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Bridgetown, Barbados · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourCosol Tours +2 more
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from $686
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 23 – Jan 30, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Port of Kingstown, St. Vincent & the Grenadines · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsLa Soufrière Volcano Summit HikeGrenada Private Taxi TourMount Pelée & Saint-Pierre +2 more
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from $628
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 30 – Feb 6, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Bridgetown, Barbados · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourLa Soufrière Volcano Summit Hike +2 more
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from $639
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Feb 27 – Mar 5, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Bridgetown, Barbados · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourCosol Tours +2 more
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from $679
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Mar 26 – Apr 2, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Bridgetown, Barbados · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourCosol Tours +2 more
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from $694
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Apr 2 – Apr 9, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachLa Soufrière Volcano Summit Hike +2 more
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from $750
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.

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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