The southernmost city in the continental US, full of colorful history, quirky charm, sunsets and easy walking from the pier.
Key West sits at the end of the Florida Keys, closer to Cuba than to Miami. Ships dock at piers right in Old Town, including Mallory Square, so the heart of the island is steps away.
This is one of the easiest ports to explore on your own, with historic homes, shops and waterfront bars all in walking distance. It suits history lovers, first-time cruisers and anyone who enjoys a fun, relaxed island town.
Average daily high and low in °F, from the nearest weather station with long records: Key West International Airport. Source: Meteostat station records, 1991–2020.
Here are my favorite ways to spend a cruise day in Key West. Each one opens on Viator, where you can check the times, reviews and price before you book.
Circle the island of Key West on a guided jet ski ride past famous landmarks, the Southernmost Point and clear turquoise flats.
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An all-inclusive boat day to the backcountry sandbars, with a stop where wild dolphins play, plus snorkeling, food and drinks.
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The classic way to see Key West: a narrated 90-minute ride past Hemingway's house, Duval Street, Mallory Square and the old town, starting right by the pier.
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Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!
My favorites: snap a photo at the Southernmost Point buoy; tour the Ernest Hemingway Home and its famous six-toed cats; stroll Duval Street and the historic streets of Old Town; swim and explore the Civil War era fort at Fort Zachary Taylor Historic State Park; visit the Harry S. Truman Little White House.
US dollar.
Old Town is right next to the piers and easy to walk, and many people also use bikes, trolleys or pedicabs.
Search sailings that stop in Key West on our site, or ask me for a quote. I book it for you with no fees, and I watch for price drops after you book.
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