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.
Showing 36 of 63 sailings
Norwegian · Norwegian EscapeRound-trip
Caribbean 10 nights Aug 19 – Aug 29, 2026 from New York, New York
New York, New York · San Juan, Puerto Rico · … · New York, New York7 ports
New York, New York · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Puerto Plata, Dominican Republic · New York, New York
Norwegian · Norwegian SunRound-trip
Panama Canal 12 nights Nov 6 – Nov 18, 2026 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida10 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Colon, Panama · Panama Canal/Gatun Lake, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Nov 9 – Nov 21, 2026 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York
Norwegian · Norwegian JewelRound-trip
Bahamas 10 nights Nov 28 – Dec 8, 2026 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida8 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Nov 28 – Dec 8, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Nov 29 – Dec 11, 2026 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · New York, New York
Norwegian · Norwegian JewelRound-trip
Bahamas 10 nights Dec 8 – Dec 18, 2026 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida8 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Dec 8 – Dec 18, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philadelphia, Pennsylvania
Norwegian · Norwegian GemRound-trip
Bahamas 11 nights Dec 10 – Dec 21, 2026 from Tampa, Florida
Tampa, Florida · Great Stirrup Cay, Bahamas · … · Tampa, Florida8 ports
Tampa, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Dec 11 – Dec 23, 2026 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York
Norwegian · Norwegian SunRound-trip
Panama Canal 12 nights Dec 21 – Jan 2, 2027 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida10 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cartagena, Colombia · Colon, Panama · Panama Canal/Gatun Lake, Panama · Puerto Limon, Costa Rica · Miami, Florida
Norwegian · Norwegian GetawayRound-trip
Caribbean 9 nights Dec 22 – Dec 31, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida8 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Dec 23 – Jan 4, 2027 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · New York, New York
Norwegian · Norwegian JewelRound-trip
Bahamas 12 nights Dec 23 – Jan 4, 2027 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida10 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Philipsburg, St. Maarten · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida
Norwegian · Norwegian PearlRound-trip
Caribbean 11 nights Dec 23 – Jan 3, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Jan 3 – Jan 13, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Philadelphia, Pennsylvania
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Jan 4 – Jan 16, 2027 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York
Norwegian · Norwegian GemRound-trip
Caribbean 10 nights Jan 4 – Jan 14, 2027 from Tampa, Florida
Tampa, Florida · Cabo Rojo, Dominican Republic · … · Tampa, Florida7 ports
Tampa, Florida · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
Norwegian · Norwegian JewelRound-trip
Bahamas 10 nights Jan 4 – Jan 14, 2027 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida8 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
Norwegian · Norwegian EscapeRound-trip
Caribbean 9 nights Jan 6 – Jan 15, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida8 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Jan 13 – Jan 23, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · St. Thomas, U.S. Virgin Islands · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
Norwegian · Norwegian GemRound-trip
Caribbean 10 nights Jan 18 – Jan 28, 2027 from Tampa, Florida
Tampa, Florida · Cabo Rojo, Dominican Republic · … · Tampa, Florida7 ports
Tampa, Florida · Cabo Rojo, Dominican Republic · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Jan 23 – Feb 2, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
Norwegian · Norwegian SunRound-trip
Bahamas 12 nights Jan 25 – Feb 6, 2027 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida10 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cartagena, Colombia · Colon, Panama · Panama Canal/Gatun Lake, Panama · Puerto Limon, Costa Rica · Miami, Florida
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Feb 1 – Feb 13, 2027 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Feb 2 – Feb 12, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philadelphia, Pennsylvania
Norwegian · Norwegian GemRound-trip
Bahamas 9 nights Feb 12 – Feb 21, 2027 from Tampa, Florida
Tampa, Florida · Key West, Florida · … · Tampa, Florida7 ports
Tampa, Florida · Key West, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Feb 20 – Mar 2, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
Norwegian · Norwegian GemRound-trip
Bahamas 11 nights Feb 21 – Mar 4, 2027 from Tampa, Florida
Tampa, Florida · Great Stirrup Cay, Bahamas · … · Tampa, Florida8 ports
Tampa, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Mar 1 – Mar 13, 2027 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York
Norwegian · Norwegian SunRound-trip
Caribbean 12 nights Mar 1 – Mar 13, 2027 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida10 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cartagena, Colombia · Panama Canal/Gatun Lake, Panama · Colon, Panama · Puerto Limon, Costa Rica · Miami, Florida
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Mar 2 – Mar 12, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philadelphia, Pennsylvania
Norwegian · Norwegian JewelRound-trip
Bahamas 10 nights Mar 19 – Mar 29, 2027 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida8 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
Norwegian · Norwegian PearlRound-trip
Bermuda 11 nights Mar 28 – Apr 8, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
Norwegian · Norwegian GemOne-way
Caribbean 10 nights Apr 3 – Apr 13, 2027 from Tampa, Florida to New York, New York
Tampa, Florida · Cabo Rojo, Dominican Republic · … · New York, New York6 ports
Tampa, Florida · Cabo Rojo, Dominican Republic · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Puerto Plata, Dominican Republic · New York, New York
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Nov 8 – Nov 20, 2027 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · New York, New York
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.