Driving from Miami to Key West was one of the most exhilarating adventures I’ve ever experienced. The Florida Keys road trip offers a perfect escape from everyday life with its crystal-clear waters, swaying palm trees, and the iconic Overseas Highway stretching over 100 miles across stunning islands. The ultimate Florida Keys journey isn’t just about reaching Key West—it’s about embracing the laid-back island vibes and stopping at the breathtaking scenic spots along the way.
My road trip through the Keys was filled with unforgettable moments that I can’t wait to share with you. I discovered hidden beaches, sampled fresh seafood at waterfront restaurants, and watched spectacular sunsets that painted the sky in vibrant colors.
From feeding tarpon at Robbie’s Marina in Islamorada to exploring the natural wonders at Bahia Honda State Park, each stop along this paradise route offers something unique.
The beauty of a Florida Keys road trip is setting your own pace. Some days I spent hours snorkeling in crystal waters, while other times I simply pulled over at roadside viewpoints to take in the postcard-perfect vistas where the Atlantic Ocean meets the Gulf of Mexico.
Whether you have a weekend or a full week to explore this tropical paradise, my guide will help you discover the best stops that make this journey truly special.
Planning Your Route: Navigating the Overseas Highway
The Overseas Highway (U.S. Route 1) is truly the backbone of any Florida Keys adventure. I found that understanding the mile marker system was essential for my trip planning. The journey begins at MM 126.5 in Florida City and ends at MM 0 in Key West.
My road trip followed the natural geography of the Keys, divided into three main sections. The Upper Keys stretch from Key Largo (MM 108) to Lower Matecumbe Key. The Middle Keys run from Craig Key to the west end of the Seven Mile Bridge. Finally, the Lower Keys extend from Little Duck Key all the way to Key West.
One tip I can’t stress enough: don’t rush this drive. The Miami to Key West journey covers about 113 miles of roadway, but I recommend allowing at least 4 hours with no stops.
Mile markers are your best friends for navigation. They appear as small green signs along the highway and locals use them for giving directions to everything from restaurants to beaches.
The most breathtaking part of my drive was crossing the iconic Seven Mile Bridge between the Middle and Lower Keys. I still remember the endless blue waters stretching out on both sides!
Traffic can get heavy, especially on weekends and holidays. I found that starting early in the morning helped avoid congestion at popular stops. Plus, the sunrise views over the Atlantic were absolutely worth the early alarm.
Pack these essentials for your Overseas Highway adventure:
- Sunglasses (the glare can be intense)
- Reef-safe sunscreen
- Reusable water bottle
- Camera (for those stunning bridge views)
- Swimwear (for spontaneous beach stops)
Must-See Stops Along the Way
The Florida Keys offers an incredible journey across its string of tropical islands, each with its own unique character and attractions. From underwater adventures to sunset celebrations, this 100-mile stretch packs in unforgettable experiences at every turn.
Key Largo: A Gateway to Marine Wonders
My first stop in the Keys always starts at Key Largo, the diving capital of the Florida Keys. John Pennekamp Coral Reef State Park knocked my socks off with its underwater wonders. It’s America’s first underwater park and part of the Florida Keys National Marine Sanctuary.
I spent a morning on a glass-bottom boat tour, amazed by the colorful coral formations beneath us. The park offers fantastic snorkeling opportunities for all skill levels. I spotted parrotfish, angelfish, and even a small reef shark!
For an unforgettable experience, don’t miss the famous “Christ of the Abyss” statue submerged in the shallow waters. It’s truly magical to swim around this 9-foot bronze sculpture.
Key Largo also houses the African Queen, the actual boat from the classic Humphrey Bogart film. You can even take a canal cruise on this piece of Hollywood history!
Islamorada: Sport Fishing and Fine Dining
Driving south, I reached Islamorada, known as the “Sport Fishing Capital of the World.” This collection of six islands offers incredible fishing opportunities that I couldn’t pass up. I booked a half-day charter and caught my first-ever mahi-mahi!
The restaurants here serve some of the freshest seafood I’ve ever tasted. I enjoyed a memorable dinner at Morada Bay Beach Café, with tables right on the beach for perfect sunset views.
Theater of the Sea was another highlight, where I swam with dolphins in a controlled environment. The trainers were knowledgeable and clearly cared for these intelligent creatures.
For history buffs, the History of Diving Museum showcases fascinating diving equipment from throughout the centuries. I was amazed by the old copper diving helmets!
Don’t miss feeding the massive tarpon at Robbie’s Marina – these giant fish literally jump out of the water to grab food from your hand!
Marathon: Heart of the Keys
Marathon sits at the midpoint of the Keys and makes a perfect overnight stop. The Dolphin Research Center became one of my favorite experiences of the entire trip. I spent hours watching these intelligent mammals and learning about conservation efforts.
The Turtle Hospital was equally impressive. They rescue, rehabilitate, and release sick or injured sea turtles. The guided tour showed me their amazing work up close.
Sombrero Beach provided the perfect place to relax with its white sand and clear waters. I brought a picnic and enjoyed watching the sailboats glide by.
For a unique perspective, I climbed the 65-foot tall tower at Crane Point Museum and Nature Center. The views of the Gulf and Atlantic were breathtaking from up there.
Don’t leave Marathon without trying the stone crab at Keys Fisheries – absolutely delicious and caught fresh daily!
Big Pine Key and the Lower Keys: Into the Wild
The Lower Keys offer a more natural experience than their northern neighbors. On Big Pine Key, I encountered the famous Key deer – an endangered species found nowhere else on Earth. These miniature deer are about the size of a large dog and incredibly cute!
Bahia Honda State Park features what I consider the Keys’ most beautiful beaches. The clear turquoise waters against white sand felt like paradise. Swimming and snorkeling here were unforgettable, with gentle waves and great visibility.
The Old Bahia Honda Bridge provides amazing photo opportunities. I hiked up for panoramic views of the surrounding seascape at sunset.
For bird watchers, the National Key Deer Refuge offers excellent opportunities to spot herons, egrets, and other native species. I brought binoculars and wasn’t disappointed!
The laid-back atmosphere in this area gives you a taste of the Keys before mass tourism – something I deeply appreciated.
Key West: The Southernmost Celebration
At the end of the road lies Key West, a place unlike anywhere else in America. My first stop was the iconic Southernmost Point buoy for the obligatory photo. Get there early to avoid the lines!
Duval Street pulses with energy day and night. I wandered through unique shops, art galleries, and historic bars like Sloppy Joe’s (Hemingway’s old haunt).
Speaking of Hemingway, I toured his beautiful home where descendants of his six-toed cats still roam freely. The guide shared fascinating stories about this literary legend.
Sunset at Mallory Square is an absolute must-see. Street performers, food vendors, and crowds gather to watch the sun sink into the Gulf of Mexico. I’ve never seen more beautiful sunsets.
For the ultimate day trip, I took a seaplane to Dry Tortugas National Park, 70 miles offshore. Fort Jefferson and the surrounding crystal-clear waters for snorkeling made this side trip worth every penny.
Immersive Activities: More Than Just a Drive
The Florida Keys offers so much more than scenic drives. The crystal waters surrounding these islands create a playground for adventure seekers and nature lovers alike.
Snorkeling and Diving: Discover Ocean Depths
I discovered the Keys boast the third largest living reef system in the world, making it a snorkeler’s paradise. During my trip, John Pennekamp Coral Reef State Park in Key Largo became an immediate favorite. The underwater Christ of the Abyss statue was truly breathtaking!
For beginners, I recommend booking a half-day snorkel tour. These typically include equipment and expert guides who point out colorful fish and coral formations you might otherwise miss.
More experienced? Consider diving deeper. The Florida Keys National Marine Sanctuary offers dive sites for all skill levels. I was amazed by the visibility—often exceeding 50 feet on clear days.
Pro tip: Book your snorkeling or diving excursion early in your trip. If weather conditions aren’t ideal, you’ll have time to reschedule.
Kayaking and Paddleboarding: Explore the Shallows
Paddling through mangrove tunnels became one of my most memorable Keys experiences. The shallow, clear waters are perfect for spotting marine life from above.
I rented a kayak for a self-guided tour through the backcountry waters near Marathon. The peaceful setting allowed me to spot nurse sharks, stingrays, and countless tropical fish right below my boat.
Stand-up paddleboarding (SUP) offers another fantastic perspective. Many resorts provide equipment rentals, making it easy to explore at your own pace. Early mornings proved best for calm waters and wildlife sightings.
For guided experiences, eco-tours through the mangroves teach you about the delicate ecosystem while providing unforgettable photo opportunities. Sunset paddling tours are especially magical!
Fishing and Boating: Catch the Thrill
The Florida Keys are known as the “Fishing Capital of the World” for good reason. I tried both offshore and flats fishing during my visit, each offering unique thrills.
Chartering a fishing boat for half a day gave me access to experienced captains who know exactly where to find tarpon, permit, and bonefish. Many charters provide all equipment, making it hassle-free even for beginners like me.
For a more relaxed experience, I enjoyed a sunset cruise from Key West. These typically include drinks and snacks while offering stunning views of the colorful sky.
Boat rentals are widely available if you prefer independence. I spent a day island-hopping on a small powerboat, finding secluded beaches that aren’t accessible by car.
Remember to respect fishing regulations and get any required licenses before your trip.
Culinary Delights: A Taste of the Keys
The Florida Keys offer a mouthwatering food scene that combines fresh-caught seafood with Caribbean and Cuban influences. My tastebuds were in heaven as I explored the unique flavors that make this island chain a food lover’s paradise.
Seafood Specialties: Fresh and Flavorful
Nothing beats the seafood in the Keys. I watched fishermen bring their daily catch straight to restaurants, ensuring the freshest possible meals. Pink shrimp, spiny lobster, and yellowtail snapper appear on nearly every menu, often simply prepared to let their natural flavors shine.
Conch fritters became my go-to appetizer—crispy, golden-brown bites with tender conch meat inside. The best ones I tried had a slight kick of spice and came with a tangy dipping sauce.
Stone crab claws are a must-try seasonal delicacy (October to May). These sweet, meaty claws are typically served chilled with mustard sauce.
At Robbie’s Marina in Islamorada, I not only fed the famous tarpon but also enjoyed freshly caught fish tacos while watching boats come and go on the turquoise water.
Key Lime Pie: A Citrus Sensation
The debate over the best Key lime pie never ends in the Keys! The authentic version uses small yellow Key limes, condensed milk, and a graham cracker crust—never green food coloring.
Mrs. Mac’s Kitchen in Key Largo serves what many locals call the perfect slice—tart, sweet, and topped with real whipped cream. Their recipe hasn’t changed in decades, and for good reason.
I discovered some creative variations during my trip: Key lime pie on a stick (dipped in chocolate!), Key lime pie milkshakes, and even Key lime pie martinis for the adults.
The secret to great Key lime pie is balance—enough tartness to make you pucker slightly, but enough sweetness to make you smile. The contrast with the buttery crust creates the perfect bite.
Local Favorites: Where to Eat and Drink
No Name Pub on Big Pine Key became an instant favorite. Hidden away on Watson Boulevard (mile marker 30), this former general store and bait shop is now covered in thousands of dollar bills. Their pizza topped with fresh seafood was incredible.
For waterfront dining, I loved Lazy Days in Islamorada, where they’ll cook your own catch if you’ve been fishing. Watching the sunset with blackened fish and a cold drink was unforgettable.
Square Grouper on Cudjoe Key offers a more upscale experience with innovative seafood dishes. Their tuna nachos and lobster BLT were standout items.
For casual eats, food trucks like Garbo’s Grill in Key West serve amazing fish tacos and Caribbean-style plates. Look for roadside stands selling fresh coconut water opened right in front of you.
Chef Michael’s in Islamorada was worth the splurge for their “hook to fork” daily specials featuring whatever fish was caught that morning.
Scenic Views and Natural Attractions
The Florida Keys offer breathtaking natural beauty at every turn. From pristine beaches to wildlife sanctuaries, the landscape transforms from mangrove forests to coral reefs as you travel down the Overseas Highway.
Beaches and State Parks: Sun, Sand, and Surf
I discovered that Bahia Honda State Park has one of the most beautiful beaches in the Keys. The turquoise waters and white sand beaches made for a perfect afternoon of swimming and sunbathing.
John Pennekamp Coral Reef State Park in Key Largo was a highlight of my trip. It offers amazing snorkeling experiences, and I spotted colorful fish and stunning coral formations.
Driving across Seven Mile Bridge was unforgettable. I pulled over at the designated lookout points to take in the panoramic views where the Atlantic Ocean meets Florida Bay. The gradient of blues stretching to the horizon is something I’ll never forget.
The transition between the Everglades ecosystem and the Keys created unique viewing opportunities. I noticed how Florida Bay’s shallow waters glistened in the sunlight, creating a mosaic of blue and green hues unlike anywhere else.
Wildlife Encounters: From Key Deer to Sea Turtles
The National Key Deer Refuge on Big Pine Key was a must-visit. I spotted several of these endangered miniature deer grazing peacefully along the roadside at dawn. They’re surprisingly small—about the size of a large dog!
At Marathon’s Turtle Hospital, I took a guided tour to see the rehabilitation of endangered sea turtles. Learning about their conservation efforts was both educational and heartwarming.
Birds are everywhere in the Keys! I watched pelicans diving for fish and herons wading through shallow waters. Bringing binoculars was one of the smartest decisions I made.
For underwater wildlife viewing, nothing beats a snorkeling trip to Looe Key Reef. The vibrant fish and graceful rays swimming among the coral formations created a magical underwater scene I’ll always remember.
Historical Sites: Stories of the Sea
The History of Diving Museum in Islamorada offered a fascinating look at how humans have explored the underwater world. The collection of vintage diving helmets and equipment showed how daring early underwater explorers were.
Fort Zachary Taylor Historic State Park combines history with natural beauty. I explored the Civil War-era fort while enjoying one of Key West’s best beaches. The park rangers shared stories about the fort’s role in American history.
Driving through the Keys, I noticed numerous historic bridges standing alongside newer ones. These remnants of Henry Flagler’s Overseas Railroad tell the story of how the Keys were first connected to the mainland.
Indian Key Historic State Park was a hidden gem. I took a short boat ride to this small island where ruins of a 19th-century settlement remain, offering a glimpse into the area’s shipwrecking history.
Wrap-Up: Ending Your Day with a Sunset
There’s no better way to end a day in the Florida Keys than with a sunset view. After exploring the islands all day, I make it a point to slow down and enjoy nature’s nightly show.
In Key West, Mallory Square hosts the famous Sunset Celebration. Street performers, artists, and food vendors create a festive atmosphere. I arrived about an hour before sunset to get a good spot and watch the sun slowly sink into the Gulf of Mexico.
For a more relaxed experience, I booked a sunset cruise from Key Largo. These 2-hour boat rides typically include drinks and snacks while you sail into the colorful horizon. Some boats even offer live music on board!
If you prefer dry land, try these perfect sunset spots:
- Bahia Honda State Park (great beach views)
- Seven Mile Bridge (pull off at the old bridge section)
- Morada Bay in Islamorada (waterfront restaurants)
After sunset, the Keys nightlife comes alive. I found live music at almost every bar and restaurant in Key West’s Duval Street. The island’s laid-back vibe means flip-flops are welcome everywhere.
My favorite night ended with a cocktail at a waterfront bar. I listened to a local musician play island tunes as the stars appeared above. It was the perfect finale to a day of Florida Keys adventure.
