Key West, the southernmost point in the continental United States, is more than just a tropical paradise; it’s a vibrant destination with rich history, charming streets, and an island vibe that’s second to none. Just a short drive away, Stock Island offers a quieter, authentic Florida Keys experience. Together, they make the perfect pair for a memorable getaway.
Key West’s Old Town: History and Charm on Foot
Old Town Key West is a living postcard. Duval Street anchors the area with its lively shops, galleries, and historic landmarks. Take a detour to the Ernest Hemingway Home and Museum, where you can wander through the lush gardens once roamed by the author’s famed six-toed cats. Nearby, the Key West Lighthouse offers sweeping views of the island.
Don’t miss Bahama Village, a neighborhood steeped in cultural history and lined with unique boutiques and eateries. The slower pace of the side streets, dotted with colorful conch houses, invites visitors to take their time and savor the surroundings.
The Key West Historic Seaport: A Stroll by the Sea
For a taste of the island’s maritime history, head to the Historic Seaport. This bustling waterfront area is a haven for boat enthusiasts and seafood lovers. Walk the boardwalk, stop by a local shop for unique souvenirs, and take in the sights and sounds of the harbor.
The seaport is also a jumping-off point for fishing charters, including Fish All In Charters. If you’re ready to cast a line in some of the best waters in the Keys, this is your chance. Learn more about booking your fishing adventure.
Nature Meets History at Fort Zachary Taylor State Park
Combining scenic beauty with historic significance, Fort Zachary Taylor State Park is a must-visit. The trails here lead through shady trees and open up to views of the coastline. The centerpiece is the Civil War-era fort, where history buffs can explore its walls and cannons.
After your walk, cool off with a swim or snorkeling session at the park’s pristine beach. It’s an idyllic spot to relax and soak in the natural beauty of the Keys.
Sunset Magic at Mallory Square
No Key West visit is complete without experiencing the nightly sunset celebration at Mallory Square. As the sun dips below the horizon, this waterfront area transforms into a carnival of street performers, local artisans, and food vendors. It’s the perfect setting for an evening stroll.
For a more tranquil sunset experience, walk along the Truman Waterfront Park or find a quiet pier to enjoy the view.
Stock Island: Authentic and Undiscovered
Just over the bridge from Key West, Stock Island offers a more laid-back vibe. Known for its working waterfront and artist studios, this hidden gem is a great place to escape the crowds. Explore the mangroves on foot or kayak, visit local galleries, and sample fresh seafood at one of the island’s restaurants.
The island’s marinas are also a hub for fishing and boating. Whether you’re an experienced angler or a first-timer, the waters around Stock Island promise exciting catches and stunning scenery.
The Overseas Heritage Trail: Walk or Bike the Scenic Route
For those seeking a longer adventure, the Florida Keys Overseas Heritage Trail is a must. This multi-use trail connects the islands and provides breathtaking views of the ocean. The stretch between Stock Island and Key West is particularly scenic, offering a peaceful escape for walkers and bikers alike.
Savoring the Flavors of the Keys
After a day of exploring, treat yourself to a meal at Eaton Street Seafood in Key West. Renowned for its fresh local catches, including Key West pink shrimp, this spot is a favorite among seafood lovers. Take your meal to-go and enjoy it at a nearby park or beach for a quintessential island dining experience.
Eaton Street Seafood also offers nationwide shipping, so you can learn more about bringing the taste of Key West to your doorstep.
Key West Cemetery: A Walk Through History
For a quieter, reflective experience, visit the Key West Cemetery. This historic site offers a glimpse into the island’s past, with unique epitaphs and ornate gravestones that tell the stories of sailors, soldiers, and local legends.
Make the Most of Your Trip
Key West and Stock Island are a walker’s paradise, each offering its own unique charm. From the vibrant streets of Old Town to the serene trails of the Overseas Heritage Trail, there’s no shortage of ways to explore these islands on foot. Pack your walking shoes and get ready to uncover the treasures of the Florida Keys, one step at a time.
