The Mile Marker 0 of U.S. Route 1 is located at the intersection of Whitehead Street and Fleming Street. It is undeniably the most stolen mile marker in America! We’ll make sure to take your picture there before it disappears again!

The Ernest Hemingway House was the residence of American writer Ernest Hemingway in the 1930s. Due to its association with Hemingway, the property is the most popular attraction in Key West. It is also famous for its large population of so-called Hemingway cats, many of which are polydactyl.

The present Key West Lighthouse is located across the road from the Hemingway House. It stands on ground about 15 feet above sea level and it is 73 feet tall, placing the light about 88 feet above sea level.

We will ride by the Mel Fisher Maritime Museum containing an extensive collection of artifacts from 17th century shipwrecks, a nationally recognized research facility and a fully operating Conservation and Archaeology lab.

Located in this imposing Richardsonian Romanesque structure, the Key West Art & Historical Society offers two floors of exhibitions that weave together two centuries of history, art, people, and events. Dating from the end of the 19th century, this four-story architectural marvel was originally home to the island’s customs office, postal service and district courts.

We will ride the full length of Duval Street, just over 1.25 miles, from the Atlantic Ocean to the Gulf of Mexico! The beautiful Bahamian and Spanish influenced Victorian Mansions fill the southern neighborhood of Key West’s Main Street. The largest one is the Southernmost Mansion, located next to KeyWest’s South Beach. Art galleries, boutiques and bodegas populate this part of Duval Street. The Cuban flair is everywhere… from Cuban cigars to Cuban coffee shops… In Mid-Duval, we’ll see Willy T’s, Jimmy Buffett’s Original Margaritaville, Key West’s Hard Rock Cafe, Saint Paul’s Episcopal Church, the Oldest Schoolhouse and the oldest standing house in Key West. Continuing our ride towards the northern tip of Duval street, we’ll reach the upper blocks containing the most famous bars… The Bull & Whistle, The Garden of Eden, Irish Kevin’s, Rick’s, Durty Harry’s, Hog’s Breathe Saloon, the Smallest Bar in Key West. And the most famous bar in Key West, Sloppy Joe’s!