Ultimate Miami to Key West Roadtrip
Embark on an unforgettable journey along one of America's most spectacular coastal drives - the 160-mile stretch from vibrant Miami to the laid-back paradise of Key West. With the top down on your Mustang Convertible from Miami Convertibles, you'll experience the Florida Keys in the most exhilarating way possible.
This iconic roadtrip takes you across 42 bridges spanning crystal-clear waters, through charming island communities, and past breathtaking natural wonders. Each Key along the way offers its own unique character, attractions, and hidden gems worth exploring.
From world-class diving spots to historic landmarks, fresh seafood to perfect sunsets, this guide covers everything you need to know for the ultimate Keys adventure. Buckle up and prepare for the drive of a lifetime!
The Route: The Overseas Highway Adventure
1. Miami Departure
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Start your scenic drive in bustling Miami, heading south on US-1, where cityscape meets coastal breeze.
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Pick up your Mustang Convertible from one of the 4 Miami Convertibles locations: Miami Beach Miami International Airport, Downtown Miami, Fort Lauderdale Airport.
2. Key Largo
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The first and largest of the Keys at mile marker 106.
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Famous for crystal-clear waters, world-class snorkeling, and John Pennekamp Coral Reef State Park.
3. Islamorada
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Known as the "Village of Islands" at mile marker 80.
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Sport fishing haven with unique local eateries and vibrant arts culture.
4. Marathon
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Heart of the Keys at mile marker 50.
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Offers family-friendly beaches, the Turtle Hospital, and spectacular sunsets at Sombrero Beach.
5. Lower Keys
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Features quieter islands like Big Pine Key at mile marker 30.
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Home to the endangered Key deer and beautiful undeveloped natural preserves.
5. Key West
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The roadtrip’s colorful finale at mile marker 0.
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Historic charm, lively streets, and breathtaking sunsets await you at Mallory Square.
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The Overseas Highway (US-1) weaves across azure waters of the Gulf of Mexico and the Atlantic Ocean, linking the chain of islands that make up the Florida Keys.
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This engineering marvel includes the iconic Seven Mile Bridge, once the longest bridge of its kind, providing stunning panoramic views that stretch endlessly over the ocean’s turquoise expanse.
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Though the entire 160-mile journey can be driven in about 4 hours non-stop, the true magic lies in savoring each stop.
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The unique mile marker system counts down from Miami to Key West, guiding your exploration through shifting landscapes of mangroves, coral reefs, and charming island communities.
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Invites you to relax and fully immerse yourself in the Florida Keys’ unparalleled natural beauty and culture.
Key Largo: The Dive Capital of the World
John Pennekamp Coral Reef State Park​
America's first underwater park offers spectacular snorkeling and diving among vibrant coral formations. Don't miss the famous Christ of the Abyss statue submerged in the clear waters. Glass-bottom boat tours are perfect for those who prefer to stay dry.
Florida Keys Wild Bird Center
This rehabilitation sanctuary provides a home for injured birds of the Keys. Visitors can walk the boardwalk through mangroves to see hawks, owls, pelicans, and other native species up close in a natural setting.
African Queen Canal Cruise
Take a ride on the actual boat from Humphrey Bogart's classic film. This 90-minute canal cruise offers a unique glimpse into Key Largo's history and gorgeous waterways with entertaining narration.
As the northernmost and largest of the Keys, Key Largo welcomes you with its laid-back atmosphere and underwater treasures. Park your Mustang and sample the fresh catch at local institutions like Mrs. Mac's Kitchen or The Fish House, renowned for their conch fritters and key lime pie.
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For a perfect sunset view, head to the Caribbean Club, a historic waterfront bar featured in the film "Key Largo." If you're planning to spend the night, consider Baker's Cay Resort or the iconic Jules' Undersea Lodge, the world's only underwater hotel.
Islamorada: Sport Fishing and Floridian Flavor
Theater of the Sea
This marine mammal park offers intimate dolphin encounters, sea lion shows, and parrot performances in a natural lagoon setting. The small-scale attraction provides more personal experiences than larger parks.
World-Class Fishing
Known as the "Sportfishing Capital of the World," Islamorada offers both deep-sea and backcountry fishing experiences with expert guides. Even novices can expect to reel in impressive catches in these rich waters.
Local Libations
Islamorada Beer Company and Florida Keys Brewing Co. offer craft beers with tropical flair. For classic tiki vibes, Morada Bay Beach Café and Loradlouie's Tropical Bistro serve island cocktails with stunning water views.
Comprising six islands, Islamorada blends sophisticated attractions with authentic Florida Keys charm. The History of Diving Museum showcases one of the world's largest collections of diving helmets and artifacts, telling the story of humanity's quest to explore underwater realms.
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For shopping, Islamorada's Rain Barrel Artisan Village features local artists in a charming setting. Beach lovers should head to Anne's Beach or Library Beach for shallow, crystal-clear waters perfect for wading and wildlife spotting.
Marathon: Family Fun and Natural Wonders
Dolphin Research Center
Interact with dolphins through educational programs and swimming experiences while learning about marine conservation
Bahia Honda State Park
Explore award-winning beaches, snorkel in clear waters, and view the historic railroad bridge
Sunset at Sombrero Beach
Relax at this pristine local beach with picnic facilities, volleyball courts, and spectacular sunset views
Turtle Hospital
Tour a working hospital rescuing and rehabilitating endangered sea turtles before their release back to the wild
Marathon marks the midpoint of your journey, offering a perfect blend of family-friendly attractions and natural beauty. This cluster of islands features some of the Keys' best beaches and marine education centers, making it ideal for travelers seeking both relaxation and enrichment.
Seafood enthusiasts shouldn't miss Keys Fisheries or Burdines Waterfront, where ultra-fresh catch is served in casual waterfront settings. For a unique accommodation experience, consider staying at Tranquility Bay Beach Resort, offering Victorian-style beach houses with stunning Gulf views.
Big Pine Key & Lower Keys: Untamed Beauty
National Key Deer Refuge
Spot the endangered Key deer, a miniature subspecies of white-tailed deer found nowhere else in the world. Dawn and dusk offer the best sighting opportunities along Key Deer Boulevard and surrounding areas.
Looe Key Reef
Experience some of Florida's best snorkeling and diving at this protected marine sanctuary, featuring spectacular coral formations and abundant marine life in exceptionally clear waters.
Blue Hole
Visit this abandoned limestone quarry that's transformed into a freshwater lake - a rarity in the Keys. It's home to alligators, turtles, and numerous bird species that can be observed from a viewing platform.
Kayaking Adventures
Paddle through secluded mangrove tunnels and tranquil backcountry waters. Guided eco-tours from Big Pine Kayak Adventures reveal hidden wildlife and pristine natural environments away from crowds.
The Lower Keys represent the Florida Keys at their most natural and least developed. Here, the commercialism of other tourist areas gives way to protected wildlife refuges, untouched beaches, and a slower pace of life. Stop at No Name Pub, a historic establishment known for its pizza and dollar bill-covered walls - a true Keys institution.
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Nature lovers should allow extra time to explore the Great White Heron National Wildlife Refuge, accessible only by boat, where you can spot magnificent wading birds in pristine wetlands. For accommodations, consider the charming Old Wooden Bridge Fishing Camp or the upscale Little Palm Island for a splurge-worthy private island experience.
Arrival in
Key West:
The Grand Finale
Arriving in Key West, you'll immediately sense its unique blend of Caribbean influence, artistic spirit, and colorful history. Park your Mustang and explore the compact downtown area on foot or by renting bicycles. Old Town's pastel-colored conch houses and tropical gardens create a picturesque backdrop for your adventures.
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Literary fans should visit the Ernest Hemingway Home, where the famous author lived and wrote for nearly a decade. The house remains home to approximately 60 polydactyl (six-toed) cats, many descended from Hemingway's original pet. For history buffs, the Harry S. Truman Little White House and Fort Zachary Taylor offer fascinating glimpses into America's past.
Don't leave without experiencing the nightly Sunset Celebration at Mallory Square, where street performers, food vendors, and crowds gather to applaud as the sun sinks into the Gulf of Mexico. Complete your journey with Key West's famous key lime pie - locals debate whether Kermit's or Blue Heaven serves the best version. You'll just have to try both!