1. Garrison Bight
The views from the bridge are stunning! Colorful house and fishing boats fill this busy waterfront at the gateway to Old Town. You can watch many fishing vessels departing daily from Charter Boat Row offering easy access to both the Gulf and Atlantic.
2. Key West Cemetery
Located in Old Town on the highest land that could be found is the local cemetery. Open 7am to 7pm in the summer and 7am to 6pm in the winter. You can pick up a self-guided map featuring some of the historic gravestones and crypts to be found there.
3. Visit the Historic Seaport & Harbor Walk
You will see nearly every types of ocean going vessel here and there are more restaurants than you can count all offering stunning cuisine from tops chefs. This lovely spot is also surrounded by an abundance of bars, hotels and shops.
4. Mallory Square
Celebrate sunset every night at Mallory Square, this is a “must see” stop! Near dusk the plaza comes alive with residents and tourists from all over the globe! Artisans and performers come out to entertain. Will you be holding your breath for a green flash at sunset? Close by you will find many other attractions including the Custom House, Aquarium, Shipwreck Museum and Mel Fisher Museum.
5. Fort Zachary Taylor State Park
Located not far from the park entrance are the Florida Keys Eco-Discovery Center and the U.S. Coast Guard Cutter Ingham Museum, both interesting stops on their own. But if you’re craving some sand between your tire treads, then head to Fort Zachary Taylor State Park. This well maintained oceanfront park includes a Civil War Era Fort, bike parking, a great beach, picnic and bike parking areas, beach and restrooms.
6. Hemingway House
Key West’s most famous resident Ernest Hemingway called Key West his home from 1931-1939. During his many stays he wrote such classics as “The Snows of Kilimanjaro” and “To Have and Have Not.” Touring his home you will see a lot of memorabilia, family photos, learn some intimate history, and of course you will learn about “the cats.” Across the street from his house is the 73-foot tall Key West Lighthouse, always begging to have its picture taken.
7. The Southernmost Point
No visit to Key West is complete without a photo at the iconic southernmost point buoy. This colorful concrete buoy was built in 1983 and is perhaps the most photographed spot in Key West. There are normally plenty of people lined up for the photo op who won’t mind snapping your photo if you return the favor for them.
8. Higgs Beach
A beautifully paved bike path winds its way between spots of sand waving palm trees along Higgs Beach, then along historic West Martello Tower (home of the Key West Garden Club). Take an extra few minutes and ride out on the White Street Pier for stunning views and some great photos.
9. Smathers Beach
Sand dunes separate the sidewalk bike path from the longest beach in Key West, but there are plenty of access points and bike racks. Once past the beach, you’ll pedal along a low seawall with breathtaking views of the Atlantic Ocean.
10. East Martello Tower
The East Martello Tower complements the West Martello Tower at Higgs Beach. Here you will find a museum devoted to Key West’s cultural past. The various exhibits feature artifacts and artwork that represent Key West’s colorful history.
