Quick Links

The Overseas Highway is a 110-mile (181 km) stretch of highway in Florida, running from the northeast corner of the United States to its southeast. It is one of the most scenic drives in the US, offering travelers breathtaking views and incredible experiences. From stunning beaches to colorful coral reefs, the Overseas Highway has plenty to offer. So let’s explore what makes this Florida Keys road trip unique!

What Is So Special About The Florida Keys?

Clear blue ocean and white sand beaches line the shores of Bahia Honda Island in Bahia Honda State Park, part of the Florida Keys
Photo 144407676 SimonDannhauer | Dreamstime.com
Clear blue ocean and white sand beaches line the shores of Bahia Honda Island in Bahia Honda State Park, part of the Florida Keys

The Florida Keys are a chain of 1700 islands off the southern coast of Florida, connected by roads and 42 bridges. The Keys span from the southeastern coast of the Florida peninsula to Key West, the westernmost inhabited island. The uninhabited Dry Tortugas lies further westward, waiting to be explored. Located approximately 70 miles (113 km) west of Key West, the secluded Dry Tortugas National Park is a unique destination. This expansive park encompasses 100 square miles, primarily open water, and seven small islands. Even in winter Key West has plenty of activities for visitors.

Imagine islands surrounded by crystal clear waters, where the Atlantic Ocean encounters the Gulf of Mexico, and Florida Bay stretches out. The area is known for its stunning beauty with a crystal clear sea, white sand beaches, and lush greenery.

If visiting Miami, travelers could consider making a Miami to Key West three-day road trip.

The History Of The Overseas Highway In Florida

The calm, turquoise waters of Looe Key in the Florida Keys
Image by Stingrea1 from Pixabay 
The calm, turquoise waters of Looe Key in the Florida Keys

The Overseas Highway has a rich history, as it was built on the former right-of-way of the Overseas Railroad, which was finally completed in 1912. However, the road was partially destroyed by the 1935 Labor Day hurricane, and the remaining bridges and roadbeds were sold to the state of Florida for $640,000.

Since the 1950s, the Overseas Highway has been transformed into a main coastal highway between Miami and Key West. The scenic roadway offers travelers a chance to explore a tropical savanna environment, access to the largest area of coral reefs on the U.S. mainland, and a chance to spot exotic animals such as the American Alligator, American Crocodile, and Key Deer that inhabit the tropical islands of the Florida Keys.

Related: 10 Oceanside Road Trips To Take In The Summer

Which Of The Florida Keys Is The Prettiest?

This is a difficult question, as each island offers something unique and beautiful. Looking for some more adventure? Key Largo, known as “the diving capital,” has numerous snorkeling spots and coral reefs. Alternatively, at the southernmost point of Key West, just 93 miles (150 km) from Cuba, travelers experience the ultimate tropical paradise. Warm weather year-round makes it an ideal destination for water sports, fishing, or beach hopping. Plus, there are many romantic hotels for couples in Key West, making it a popular spot for honeymooners.

With a latitude between 24.3 and 25.5 degrees North, visitors are amazed at the natural beauty of the islands and the stunning surrounding coral reefs. Or relax at one of the most beautiful beaches in America, on Islamorada, known as the “Village of Islands,” which is a group of islands. These islands include Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key, and Plantation Key.

How Long Does It Take To Drive Florida's Overseas Highway?

Bahia Honda Bridge panoramic aerial view on the Overseas Highway, Florida.
Shutterstock
Bahia Honda Bridge panoramic aerial view on the Overseas Highway, Florida.
 

Traffic depending, it takes around four hours to drive the Overseas Highway - on a one-way trip (so around eight hours there and back). That said, to explore all the landmarks and hidden gems en route, it's recommended to make an entire day out of the trip, spending at least eight hours taking in all the fun stops and beautiful scenery along the way.

What Landmarks To See On The Overseas Highway In Florida

If travelers want to make the road trip even more memorable, there are plenty of landmarks along the way that will make stopping for photos and sightseeing worthwhile. Some popular landmarks on the Overseas Highway in Florida include:

Key West’s Southernmost Point Marker

Key West Overseas Highway Road Trip Florida Keys
Photo by Jametlene Reskp on Unsplash
Key West’s point marker buoy marking the southernmost point of the continental USA

At the crossroads of South Street and Whitehead Street lies one of Key West’s most famous and beloved landmarks: the Southernmost Point Buoy. Erected in 1983, this brightly painted yellow, red, and black buoy continues to attract visitors who eagerly wait in line to snap a postcard-worthy photo. Not only does the buoy mark the southernmost point in the continental United States, but it also symbolizes the proximity to Cuba, with Havana only 90 miles away. And don’t worry about taking a selfie; the friendly person waiting in line behind will be happy to capture this memorable moment.

For travelers staying at the Southwinds Motel, this iconic attraction is just a few steps away, making it the perfect opportunity for a quick visit and snapshot.

  • Address: 1400 Whitehead St, Key West, FL 33040, United States
  • Hours: Open 24 hours
  • Established: 1983

Key West: Fort Zachary Taylor State Park

Sunset in Fort Zachary Taylor Historic State Park Beach
Photo by Christopher Osten on Unsplash
Beautiful sunset in Fort Zachary Taylor Historic State Park Beach

Fort Zachary Taylor State Park offers plenty to do and see. It is a famous landmark in Key West that offers visitors a unique opportunity to explore Florida’s rich history. Located at the island’s southern end, the park is home to a historic fortress built in the mid-19th century to defend the country’s southern coastline during the Civil War.

Today, the park offers visitors a chance to tour the fort, explore its many trails, and relax on its pristine beaches. The park is also popular for fishing and snorkeling, with crystal-clear waters and abundant marine life. Visiting Fort Zachary Taylor State Park is an excellent way to combine outdoor activities, history, and stunning natural beauty all in one place.

  • Address: 601 Howard England Way, Key West, FL 33040, US
  • Hours: until 5:00 PM
  • Established: March 11, 1971

The Seven-Mile Bridge

The longest bridge on U.S. Route 1 and Bahia Honda State Park (known for its picturesque beach is the Seven-Mile Bridge. It’s one of the most iconic attractions in the Florida Keys, connecting Marathon and Little Duck Key. The bridge is a masterpiece of engineering, offering breathtaking views of the crystal-clear waters of the Florida Keys.

However, visitors should note that the bridge can be narrow and crowded sometimes, so it’s best to plan and arrive early to avoid heavy traffic. In addition, the bridge is a popular spot for fishing, bird watching, and taking memorable photos against the stunning backdrop of the Atlantic Ocean. The Seven-Mile Bridge should be on any traveler's Florida Keys itinerary to make it a memorable trip.

  • Location: Knight’s Key, Little Duck Key
  • Address: Seven Mile Bridge, Florida, United States
  • Hours: It is open 24/7 for visitors to drive, bike, or walk across.

Construction of the bridge began in 1978, and the total length is approximately 7 miles.

The Seven Mile bridge along the Overseas Highway in Florida with a sea view and a sunset 
Photo by Charlie Wollborg on Unsplash
The Seven Mile bridge along the Overseas Highway in Florida with a sea view and a sunset 

Where To Stop For Food On A Florida Keys Overseas Road Trip?

Luckily, there are plenty of places along this route where travelers can find delicious food! Starting in Islamorada, a great hotspot for various seafood options, including lobster rolls at Lorelei.

Lorelei Restaurant & Cabana Bar

There's nothing more relaxed than the laid-back ambiance of the Florida Keys at The Lorelei Cabana Bar. Indulge in delicious food, sway to the beats of local bands like Brothers of Others and Webb and Davidson, and catch a magic show by Michael Trixx on select evenings. With daily happy hour specials from 4 PM to 6 PM, this is the perfect spot to unwind and enjoy live entertainment. There are gluten-free options as well.

  • Address: Mile Marker 82, Bayside Islamorada, FL 33036
  • Hours: Open every day, 7 AM to 10 PM

Try the Key Lime Peppercorn Snapper or the Steak on Truffle Bread, a tender sliced N.Y. strip steak on truffle parmesan focaccia with a creamy horseradish sauce. $17.95

Related: Uncover The Charm Of Key West: A Guide To Duval Street & Beyond

Gourmet Burgers At Square Grouper Bar & Grill

The Square Grouper Bar & Grill offers an extensive menu of delicious starters, sandwiches, burgers, soups, seafood platters, desserts, and refreshing cocktails. The starter menu includes tempting options like Fried Mozzarella, Sesame Seared Tuna, and Buffalo Shrimp. The restaurant also serves a variety of sandwiches, which can be paired with a salad, such as the Spinach Salad or Caesar Salad, with the addition of any protein. Seafood lovers will enjoy the Seafood Platters, featuring Local Fish of the Day, Conch or Shrimp, and Coconut Shrimp. The Square Grouper Bar & Grill also offers a range of desserts, cocktails, and beverages.

  • Service options: Dine-in · Takeout · No delivery
  • Address: 22658 Overseas Highway, Cudjoe Key, FL 33042, United States
  • Hours: The restaurant is open from Tuesday to Saturday; lunch hours are from 11AM to 2:30PM; dinner hours are from 5PM to 10PM
Sea view from the Overseas Highway Bahia Honda State Park, Big Pine Key, FL
Photo by Linda Gillotti on Unsplash
Sea view from the Overseas Highway Bahia Honda State Park, Big Pine Key, FL

Check Out Mrs. Mac’s Kitchen In Key Largo

Mrs. Mac’s Kitchen is a legendary restaurant in Key Largo, founded in 1976 by Jeff MacFarland as a tribute to his mother and her recipes. Known initially as Grainger’s Gulf Side Inn, it has been a local’s favorite and destination for travelers worldwide. In 1987, Angie joined as a cook, and later Paula joined the team, and in 1988, Angie purchased the restaurant. Today, Paula and Angie continue to work together, serving award-winning food with fantastic service in a classic Florida Keys atmosphere.

Mrs. Mac’s Kitchen has won numerous awards and is famous for its original recipes. It is the longest-running restaurant in Key Largo and aims to keep customers coming back for more. So when deciding where to eat, visit Mrs. Mac’s Kitchen and experience the best food and service in the Keys. Since this eatery is indeed quite historic, it's easily one of the best things to do in Key Largo, especially for hungry visitors.

Mrs. Mac's Kitchen I

  • Address: 99336 Overseas Highway, Key Largo, FL 33037
  • Phone: (305) 451-3722
  • Hours: Monday - Saturday:7:00 am - 3:00 pm; Sunday:Closed

Mrs. Mac's Kitchen II

  • Address: Mile Marker 102.4, Key Largo, FL 33037.
  • Hours: open seven days a week.
  • Lunch: is served from 11:30 AM-4 PM, and dinner is from 4 PM -10 PM.
  • Seafood Market: is open from 10 AM – 10 PM.

Try the World famous homemade chili or the award-winning “Konk” chowder. Natural conch in a rich tomato base, spicy hot, made fresh &and delicious.

Related: Tallahassee And The Emerald Coast: 10 Scenic Road Trips Through Florida's Panhandle

Overseas highway to Key West island, Florida Keys, USA
Shutterstock
Overseas highway to Key West island, Florida Keys, USA

Fish House And Fish House Encore Serve Fresh Seafood Dishes

The Florida Keys is the place to be for all seafood lovers. The Florida Keys is home to diverse fish species, including the famous Mahi Mahi, Black Grouper, Cobia, Hogfish, Amberjack, Wahoo, and Yellowtail Snapper. These fish can be found in the clear, warm waters surrounding the Keys and are often featured in local cuisine.

From the delicate and flaky texture of the Yellowtail Snapper to the firm and meaty flesh of the Black Grouper, each fish offers a unique flavor and culinary experience. The Fish House, Restaurant & Seafood Market is on the ocean side. It is just north of KLI Hardware and south of the Sandal Factory.