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
Must visit a specific port clear
Reset
Filtering Bermuda ×Visits Curacao ×Repositioning × Clear all
Showing 6 of 6 sailings
Oceania · Oceania VistaRepositioning
Caribbean 14 nights Oct 28 – Nov 11, 2026 from New York, New York to Miami, Florida
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida10 ports
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Full-Day Boat CharterJost Van DykePrivate Half-Day Island Adventure & Trunk Bay Beach +6 more
View →
from $3,412
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRepositioning
Caribbean 12 nights Nov 7 – Nov 19, 2026 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida7 ports
New York, New York · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Curacao, Caribbean · Port of Oranjestad, Aruba, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourMaho BeachMt. Liamuiga Volcano Crater HikeGros Piton Summit Hike +3 more
View →
from $811
Book This Cruise@ Cruisebound
Carnival · Carnival FirenzeRepositioning
Caribbean May 16, 2027 from Miami, Florida to New York, New York
Miami, Florida · Celebration Key, Bahamas · … · New York, New York6 ports
Miami, Florida · Celebration Key, Bahamas · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · St. Thomas, U.S. Virgin Islands · New York, New York
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Kayak the Lucayan Caves & Gold Rock Beach with the…ArubaKlein Curaçao Private Day Trip +2 more
View →
from $547
Book This Cruise@ Cruisebound
Carnival · Carnival FirenzeRepositioning
Caribbean Nov 2, 2027 from New York, New York to Port Canaveral, Florida
New York, New York · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida7 ports
New York, New York · St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Buck Island ReefAruba +3 more
View →
from $696
Book This Cruise@ Cruisebound
Oceania · Oceania SirenaRepositioning
Caribbean 15 nights Nov 6 – Nov 21, 2027 from New York, New York to Miami, Florida
New York, New York · Tortola, B.V.I. · … · Miami, Florida10 ports
New York, New York · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
★ Bucket-list Manhattan Helicopter TourJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +6 more
View →
from $4,199
Book This Cruise@ Cruisebound
Princess · Coral PrincessRepositioning
Caribbean 10 nights Nov 26 – Dec 6, 2027 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourWalk El Morro & Old San Juan's City WallsArubaKlein Curaçao Private Day Trip +1 more
View →
from $1,054
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