From the deck of the Nautical Mile
Traveling from Homestead to Key West is a quintessential Florida adventure that immerses travelers in stunning natural beauty, fascinating history, and vibrant local culture. This journey, stretching roughly 160 miles along the southernmost point of the continental United States, follows the iconic Overseas Highway. Known for its breathtaking vistas, crystal-clear waters, and unique island charm, the route is as much about the experience as the destination itself.
Starting in Homestead, a city nestled just south of Miami, travelers set off on a path that winds through the heart of the Everglades before opening up to the endless expanse of the Atlantic Ocean and the Gulf of Mexico. Homestead is a gateway to natural wonders such as the Everglades National Park and Biscayne National Park, both of which offer remarkable opportunities for wildlife viewing and water-based activities.
As you leave Homestead and head south, the landscape begins to shift, the flat wetlands giving way to a series of islands connected by a remarkable chain of bridges. This is the Overseas Highway, also known as U.S. Route 1, a marvel of engineering that links the mainland to Key West through a series of 42 bridges, including the famous Seven Mile Bridge, one of the longest bridges in the world.
The drive itself is an unforgettable experience. From the moment the road leaves the mainland, you are flanked by turquoise waters, sparkling under the Florida sun. The water is remarkably clear here, revealing coral reefs and abundant marine life just beneath the surface. The coral reefs of the Florida Keys are some of the most vibrant in North America, forming part of the Florida Reef Tract, the only living coral barrier reef in the continental United States.
Snorkeling and diving enthusiasts often stop at several points along the way to explore these underwater ecosystems, home to colorful fish, sea turtles, and the occasional nurse shark. Popular stops for diving and snorkeling include John Pennekamp Coral Reef State Park near Key Largo, the first undersea park in the U.S., offering an accessible and well-preserved glimpse of marine life.
One of the early iconic stops after leaving Homestead is Key Largo, the largest island in the Keys. Here, visitors can enjoy both nature and culture. Aside from the reefs, Key Largo is known for its waterfront restaurants that serve fresh seafood in a casual, laid-back atmosphere. The Fish House is a well-loved establishment famous for its perfectly grilled fish and Key lime pie. Further south, Islamorada, known as the "Village of Islands," offers a more tranquil vibe with charming art galleries and a strong fishing culture. Morada Bay Beach Café is a favorite among visitors for its stunning sunset views and fresh island fare served right on the sandy beach.
The journey continues across numerous bridges and smaller islands such as Marathon, where the Dolphin Research Center and the Turtle Hospital provide engaging and educational stops for families and animal lovers. Marathon is also known for its lively fishing scene and waterfront eateries like Keys Fisheries, famous for their stone crab claws and conch fritters. The Seven Mile Bridge near Marathon is perhaps the most celebrated stretch of road on the route, offering uninterrupted panoramic views of the water and sky. On a clear day, the vastness of the ocean seems to merge seamlessly with the horizon, creating a sense of endless possibility.
As you approach the Lower Keys, the atmosphere becomes even more relaxed and intimate. The islands here are less developed, allowing the natural environment to shine. Bahia Honda State Park, with its pristine sandy beaches and excellent snorkeling spots, is a must-visit stop. The park’s old railway bridge, which once served the Florida East Coast Railway before being converted to the highway, is a stunning landmark that frames the brilliant blue waters beneath. Visitors can swim, kayak, or simply lounge on the beach, soaking in the panoramic views of the Gulf of Mexico.
Finally, the journey culminates in Key West, the southernmost point in the continental United States. Known for its vibrant arts scene, historic architecture, and lively nightlife, Key West offers a striking contrast to the serene drive that precedes it. The town is a blend of Caribbean charm and American history, with iconic sites such as Ernest Hemingway’s home, the colorful pastel buildings, and the bustling Duval Street, lined with bars, cafes, and shops.
Waterfront dining here is a highlight, with establishments like the Conch Republic Seafood Company offering fresh catches paired with stunning views of the marina. For a truly local experience, Blue Heaven provides an eclectic atmosphere with outdoor seating under sprawling banyan trees and a menu featuring island-inspired dishes.
Throughout the entire route, the beauty of the Florida Keys is underscored by the interplay of land and water. The clear, warm waters are a playground for boating, fishing, and watersports, and the ever-present coral reefs protect the shoreline while offering habitats for a diverse array of marine life.
The waterfront views from nearly every vantage point are mesmerizing, especially at sunrise and sunset when the sky turns brilliant hues of orange, pink, and purple. Travelers often find themselves pausing frequently to capture photos, take in the salty breeze, or simply appreciate the serene natural beauty.
In conclusion, the trip from Homestead to Key West is more than just a drive; it is a journey through one of America’s most unique coastal landscapes. With its 42 bridges connecting vibrant islands, abundant marine life thriving in clear waters, and an array of charming stops filled with local culture and fresh seafood, the route offers an unforgettable experience for any traveler. Whether you’re drawn by the adventure of the coral reefs, the allure of waterfront dining, or the simple joy of a road trip through paradise, this journey captures the essence of the Florida Keys and leaves a lasting impression on all who make the trip.
Subscribe to Nautical Mile HERE:
Contact Nautical Mile:
Copyright © 2025
Nautical Mile Magazine
All Rights Reserved.
We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.