Exploring Florida Keys Via Automobile Journey: Cruising Along the Overseas Highway to Key West
Revamped Itinerary:
Hop in your convertible, baby, and prepare for a wild ride down the scenic coastal road to the Conch Republic! Here's a spicy guide to cruising from Miami to Key West in the Florida Keys like a true Key West keeper.
Key West, the Southernmost city in the US (just 90 miles from Cuba, baby!) is a 4-hour drive from Miami along the Overseas Highway. And lemme tell ya, this ain't just any drive - it's a road trip full of kitschy, kaleidoscopic fun, forty-two bridges, and an endless ocean stretching out before you as far as the eye can see.
So, buckle up, and discover our top picks for things to do as you smash through the Florida Keys:
Miami To Key West Road Trip Itinerary
Getting to Key West from Miami
The Miami to Key West drive spans 135 miles, leading you through Florida, all the way to the first island, Key Largo. The journey continues across the remarkable Overseas Highway, connecting the Florida Keys. Divided into Upper, Middle, and Lower Keys, these islands are linked by a series of bridges, making for one helluva ride. The drive itself takes around 3-4 hours, but there's so much to see around these parts, you'll want to linger.
Experience the drive like a boss behind the wheel of a Jeep Wrangler, rented from the legendary Tons Of Fun Tours. Or, go the easy route and book a rental car from Discover Cars.
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Everglades National Park
Though not technically part of the Florida Keys, the Everglades National Park is close enough to warrant a visit. Located just a few miles off US Highway 1, this swampland is home to over 300 animal species, including endangered species like the leatherback turtle, Florida panther, and West Indian manatee.
Test your adventurous side with an airboat tour that whips you through the Everglades, giving you an up-close look at the resident alligators.
Key Largo Highlights
Key Largo is your introduction to the Florida Keys, and it sets the mood just right. Full of beaches, water sports, and funky art, Key Largo is the perfect place to ditch the city life and ease into your tropical getaway.
John Pennekamp Coral Reef State Park
As America's first underwater state park, John Pennekamp Coral Reef State Park offers a chance to snorkel, sail, or take a glass-bottom boat tour, revealing the breathtaking underwater scene. Surrounded by the beautiful ocean, this park is the perfect spot for spending a day on the beach or renting a canoe or kayak for a paddle through the calm waters.
The park visitor center showcases an impressive variety of marine life in its saltwater aquariums, perfect for younger travelers who need more land time.
Islamorada Key Highlights
The vibrant town of Islamorada is home to a variety of fun experiences, including:
Feed Wild Tarpon at Robbie's
Get your heart racing with an adrenaline-fueled experience, as you feed the massive tarpon fish from the docks at Robbie's Restaurant in Islamorada Key. Watch as these gigantic creatures leap out of the water, eager for their share of your bucket of bait. Be careful, though, as these fish have sharp teeth!
Marathon Key Highlights
Marathon Key is not a beach party town like some of the other islands, but it's got a funky charm all its own. If you fancy stretching your legs for a walk or a bike ride, try the Seven Mile Bridge, which provides stunning views as far as the eye can see.
Take a deep-sea fishing adventure with Sea Dog Charters - the Florida Keys are notorious for their exceptional fishing opportunities. From September to November, you're likely to catch Mahi-Mahi, Sailfish, Cobia, Blackfin Tuna, Wahoo, and Marlin.
The Lighthouse Grill
If you're hungry, check out The Lighthouse Grill, which offers fresh, local seafood, along with the island's famous key lime pie.
Bahia Honda State Park
Nestled on Bahia Honda Key, Bahia Honda State Park covers over 500 acres and an offshore island. The park offers fantastic snorkeling opportunities, access to beautiful beaches, and hiking trails.
Key West Highlights
You've finally made it! Key West is your final destination, and it's one that won't disappoint. With its vibrant nightlife, artistic atmosphere, and tropical vibe, Key West is the perfect cap to your road trip.
Here are some must-see sights and activities in Key West:
Sailing for the Day
Charter a boat and sail into the sunset with friends on a day trip out to the waters surrounding Key West. Key West is known for its fantastic sailing opportunities, offering day trips, sunset sails, snorkeling excursions, and overnight voyages.
Snorkeling or Scuba Diving in Key West
Discover the beauty of Key West's ocean life by snorkeling or scuba diving around the offshore reefs. Let a guided boat tour take you on an adventure, where you can swim with sea turtles, nurse sharks, parrot fish, and spiny lobsters, among other fascinating marine creatures.
If you prefer a more laidback beach day, pop over to Fort Zachary Taylor State Park and relax on the sandy shores.
Visit Hemingway's Six-Toed Cats
You can't visit Key West without meeting "His Majesties" - Hemingway's famous six-toed cats. Pay a visit to the Ernest Hemingway Home and Museum to hang out with around fifty of these quirky feline celebrities.
Watch Key West's Epic Sunsets
Key West is famous for its colorful sunsets, and there's no shortage of fabulous spots to watch them. Gather some drinks and witness the spectacle from Mallory Square as the sun dips below the horizon, bathing the sky in beautiful hues of pink, purple, yellow, and orange.
The Southernmost Point Buoy
Say you've been there by snapping a selfie at the Southernmost Point Buoy, the most Southern point in the USA, only 90 miles from Cuba. Just be prepared to stand in line if you visit during peak hours!
Bar Hopping on Duval Street
Key West's lively Duval Street is lined with countless small bars and historic Victorian mansions, making it the perfect place to spend an evening. Step inside one of the many live music venues, where you can enjoy jazz, Cuban, or salsa tunes while sipping on a cocktail or two.
Key West's nightlife doesn't just stop at bars. If you fancy something a bit more unique, check out the clothing-optional Garden of Eden bar or join a Key West pub crawl to explore the area with a rowdy group of fellow revelers.
Read My Full Key West Travel Guide Here
For a deeper dive into what to see and do in Key West, read my comprehensive 7-day Key West Travel Guide, packed with tips, ideas, and inspiration.
Where to Stay in Key West
Key West offers an array of accommodation options, from budget backpacker hostels to luxury hotels. Enjoy a glamorous getaway at the Key West Marriott Beachside, a mid-range escape at the Chelsea House Hotel, or a budget-friendly adventure at the Seashell International Hostel.
Where to Eat in Key West
Indulge in delicious local cuisine at Bagatelle Restaurant, a charming restaurant in an historic building on Duval Street. For mouth-watering Hogfish, jasmine rice, and pineapple salsa, this is the place to be.
Key Lime Pie, the famous dessert born in Key West, is a must-try. Head to the Key Lime Pie Company to get your fix.
Food lovers will adore joining a local Key West Food Tour to sample the best the island has to offer.
Helpful Key West Travel Tips
- The drive from Miami to Key West takes about 4 hours if you're speeding along, but with all the fun stops along the way, you're better off taking your time and breaking up the drive into 2-3 days to really appreciate the beauty and allure of the Florida Keys.
- For a unique insight into the area, consider joining a bicycle tour or renting a bike to explore the Keys at your own pace.
- If you're a nature lover, consider visiting during the winter months, though keep in mind that this is the high season, and prices may be a bit steeper. The shoulder season of March - May offers better deals and fewer crowds, while still offering pleasant temperatures.
- Remember to book accommodation well in advance, especially during peak season, to ensure you secure a comfy bed for the night.
- Car rental companies may charge additional fees for dropping the car off in a different location, so make sure to inquire about this before booking.
Transform your road trip from Miami to Key West into an exhilarating lifestyle adventure! As you cruising the scenic coastal road, don't forget to stop by the glamorous Everglades National Park and enjoy the vibrant city life of Key Largo, Islamorada, Marathon Key, and finally, the artistic and lively Key West. Traveling through the Florida Keys isn't just about the destination – it's also an unforgettable journey filled with kitschy, kaleidoscopic fun, forty-two bridges, and endless ocean views. So buckle up, and prepare for a wild ride that you'll treasure for a lifetime!