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Nautical Mile Magazine
August 2025

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August 2025

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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.


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