Despite its small size, Key West has several unique neighborhoods and areas. Each one is filled with a vibrant spirit and countless things to do. One such area is Old Town Key West, the home of Southernmost Inn. Our charming, adults-only hotel is the ideal home base for anyone looking to spend as much time exploring this neighborhood.

Old Town is one of the largest historic districts in the county. The names of the island founders can be found on streets in this area: Simonton, Whitehead, Greene, and Duval. While this district is known for its deep history, it’s also home to world-class restaurants and memorable attractions. Keep reading to learn more.

Where to Dine in Old Town

Old Town encompasses Mallory Square and Duval Street, two spots known for their selection of phenomenal restaurants. Enjoy Caribbean-inspired dishes at Green Parrot Bar, one of the most iconic bars in Old Town. If you’re craving seafood, try Smokin’ Tuna Saloon. Make your way to Mangia Mangia to dine on homemade pasta. For more recommendations, talk to our front desk staff.

Stop by Recognizable Landmarks

Some of the most well-known spots in Key West are found here. Get your photo taken in front of the Southernmost Point buoy, which marks the southernmost point in the continental U.S. Another option is the Mile Marker 0 sign at the corner of Fleming and Whitehead Streets. Climb to the top of the Key West Lighthouse to take in incredible panoramic views of the island. Visit the Hemingway House to learn about the life and work of Ernest Hemingway.

Book Tickets on the Conch Tour Train

One of the best ways to explore Old Town is on the Conch Tour Train. The one-day tour takes you on a complete loop through the streets that make up this area and includes three stops. As this is an open-air tour, you can quickly grab pictures of the sights. 

Southernmost Inn | A Secret Hideaway

A guestroom of a Key West hotel in Old Town.While Southernmost Inn is close to all the sights and sounds of Old Town, our Key West hotel provides all who stay here a quiet place to call home. Once a cigar factory, our property was renovated to retain all the charm of being in a historic building while providing all the amenities you’d expect. 

The Inn offers several on-site amenities like continental breakfast, two pools, a business center, and bike rentals (for an additional charge). All of our rooms feature cozy bedding, en-suite bathrooms, and flat-screen TVs. To learn more about our hotel and ways to save on your Old Town escape, call 888-525-0037.