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If you're interested in local history or want to see odd island sites, include a visit to Oldest House Museum & Garden on your itinerary. Designed by a ship's carpenter and built around 1829, this one-and-a-half-story house has unusual architectural features, including portholes and a detached kitchen building. The house also features antique cooking utensils and antique appliances such as a beehive oven. You could also attend one of the many interesting festivals and activities that are held here regularly. Check website for further details.
The Key West Garden Club is housed in this Civil War-era fort tower. The club maintains a handsome garden featuring native tropical plants. Art shows and flower shows take place here regularly. An orchid show is a particular lure for connoisseurs and the like. March and November are the prime time for shows. Also in March, the club operates a tour of private gardens in the city, which gives you a chance to look at houses you'd never see otherwise. Donations are welcomed but there's no official charge.
Located by the historic Key West waterfront, this open-air marketplace and entertainment complex is a great place to start or end your visit to Key West. Known for its magnificent sunsets, the area is also home to many shops, including Shell Warehouse, Key West Sponge Market and Caribbean Cargo. The Square also features daily entertainment, which includes guitar music, juggling, and animal performances. Local sightseeing tours also depart from the Square.
Before you head back home, be sure to make your way to the corner of Whitehead and South streets. Why? Because geographically it is the southernmost point of the United States. You'll know you're in the right spot by the posted sign proclaiming the site's fame, and by the street vendors selling souvenirs and conch shells. Believe it or not, standing here you are closer to Cuba than Miami; from here, it is 150 miles north to Miami and only 90 miles south to Cuba. If you are so inclined, hang out until the evening, as this is also a great place to watch the sun set.
This strip of sand is one of the best-known beaches in Key West. Named after a former governor, it is just west of the airport and, at two miles long, it is the island's longest strip of sand. This beach is an excellent choice if you have children. With plenty of parking, restrooms, concession stands, chair rentals, picnic tables, watersport rentals and more, everything you need to have a great day in the sun is right at hand. The beach was hit hard by a hurricane in 1998, but it has recovered well and is flourishing once again.