Highway through Florida Keys.

9 Unforgettable Road Trips To Take In Florida

Florida rewards drivers. The state is big enough that the route matters as much as the destination, and varied enough that no two road trips feel alike. You can chase lighthouses down the Atlantic coast, cross the Everglades on a 1928 causeway, or track down a string of oddball castles on the way to the Keys. The beaches are always there when you want them, but so are sinkholes, gator trails, glass-bottom boats, and at least one haunted pink hotel. These are nine road trips across Florida, each built around a single idea, a haunted route, a lighthouse coast, a hunt for the best key lime pie. Orlando's parks and the Everglades are never far off.

The Haunted Road Trip

Aerial shot of the Castillo de San Marcos National Monument during sunrise.
Aerial shot of the Castillo de San Marcos National Monument during sunrise. Editorial credit: Red Lemon / Shutterstock.com

This loop runs about 15 hours of driving round trip, so give it a long weekend. Start in St. Augustine, the oldest city in the country and home to the Castillo de San Marcos, the oldest masonry fort in the continental United States. Its ghost stories run deep, from a Seminole prisoner said to have leapt from a window to a woman who wanders in a wedding dress. Down the coast, Daytona Beach has its own tales along Orange Avenue, where a hitchhiking figure is said to appear near a bridge.

Inland sits Lake Okeechobee, the largest lake in Florida, and the nearby Port Mayaca Cemetery, where roughly 1,600 victims of the 1928 hurricane were buried in a single mass grave. In Fort Lauderdale, the 1905 New River Inn now holds the History Museum of Fort Lauderdale, with its own reported sightings, and Everglades City keeps the old Rod and Gun Club, a historic lodge and restaurant. The route ends on St. Pete Beach, across the bay from Tampa, at the Loews Don CeSar, a pink 1928 resort hotel still very much open. Its ghost is the builder, Thomas Rowe, often seen in a white suit near the lobby fountain, sometimes with Lucinda, the opera singer he loved and lost.

Highway 98 (Pensacola To Apalachicola)

Grayton Beach State Park in Florida along Highway 98.
Grayton Beach State Park, Florida, along Highway 98.

Highway 98 hugs the Gulf for about 175 miles between Pensacola and Apalachicola, a four-hour drive if you never stop, which would be a mistake. The road strings together the Panhandle's beach towns, with the Okaloosa Island pier and boardwalk, the white dunes of Topsail Hill Preserve and Grayton Beach state parks, and family stops like the Gulfarium and Big Kahuna water park near Destin. History travelers can pull off at the Constitution Convention Museum State Park in Port St. Joe and the long white sand spit of T. H. Stone Memorial St. Joseph Peninsula State Park.

Most of the appeal is in the pauses. Gulf Breeze, Destin, and Rosemary Beach are built for a coffee and a walk, and the water turns the kind of green that stops conversation. Panama City Beach handles the bigger crowds and the bigger restaurants. Give it a long weekend and you can swim, eat, and watch the sun drop into the Gulf without ever feeling rushed.

Augustine To Coral Castle (Florida Castles Road Trip)

Coral Castle, Florida.
The Coral Castle in Florida.

Florida has a surprising number of castles, and this trip connects the best of them. St. Augustine holds three. Villa Zorayda, finished in 1883 by the Boston millionaire Franklin Smith, is a scaled-down copy of Spain's Alhambra, now a museum. Castle Warden, built in 1887, spent the 1940s as a hotel before Robert Ripley moved his collection of oddities in; it has been the original Ripley's Believe It or Not since 1950. Just north of town, Castle Otttis, spelled with three t's, was hand-stacked by two men as a tribute to early Irish churches and finished in 1988, though it is a private retreat now, open only by appointment.

It is then a long run south to Homestead and Coral Castle, where a Latvian immigrant named Edward Leedskalnin quarried and carved more than 1,000 tons of coral rock by himself between 1923 and 1951, including a nine-ton gate that swings at a touch, and never told anyone how he did it. On the way back, Solomon's Castle waits in the backwoods near Ona, three stories of salvaged aluminum printing plates and found-object sculpture by the late artist Howard Solomon, whose family keeps it open, restaurant in a moored boat and all. Orlando makes an easy last stop before you point the car home.

Fort Myers To Palatka

Aerial view of Fort Myers Beach.
Aerial view of Fort Myers Beach, Florida.

This inland route covers about six and a half hours of driving and trades the interstate for two-lane roads through lakes and state parks. Start with a morning on Fort Myers Beach, a seven-mile stretch of sand on Estero Island, then grab an ice cream and walk the pier at Times Square. Heading northeast, Lake Okeechobee offers more than 100 miles of trail around its rim for a leg-stretch or some fishing.

Farther north, Highlands Hammock State Park is one of Florida's oldest, and Silver Springs State Park near Ocala still runs the glass-bottom boats it has been known for since the 1920s. The road ends in Palatka, a St. Johns River town of about 10,000 with a rural feel, bed-and-breakfasts, and Ravine Gardens State Park. St. Augustine, with its Lightner Museum in the old Alcazar Hotel, is a short day trip east when you want one.

Kennedy Space Center To Sanibel And Captiva Islands

The Kennedy Space Center Visitor Complex.
The Kennedy Space Center Visitor Complex.

This one is built for families, about five hours of driving with a space center at one end and barrier-island beaches at the other. Start at Kennedy Space Center on the Space Coast, where you can tour the complex, stand under a Saturn V, and sometimes catch a live rocket launch. From there it is a short hop to Orlando, where Magic Kingdom and the Wizarding World of Harry Potter at Universal can each fill a full day.

Head west to Tampa, about an hour and a half away, for the wrought-iron balconies and cafes of historic Ybor City. Sarasota and Siesta Key are worth a night for some of the best beaches in the state. Then drive out to Sanibel and Captiva islands, where shelling is the main event and a last swim sends you off before the long drive home.

Natural Wonders Road Trip

The pool in the Devil's Den Cave.
The pool in the Devil's Den Cave.

This route is all about Florida's stranger landscapes. Start in the Panhandle at Falling Waters State Park, home to the tallest waterfall in the state, a 73-foot ribbon that drops straight into a 100-foot sinkhole and runs best after a good rain. Nearby, Florida Caverns State Park has the only air-filled cave in the state open for public walking tours. Torreya State Park feels more like Appalachia, with bluffs more than 100 feet above the Apalachicola River and rare Torreya trees that grow almost nowhere else.

Move south to Devil's Den near Williston, a prehistoric spring inside a collapsed cavern where you can snorkel or scuba dive in clear water under a rock ceiling, and on to the trails of Ocala National Forest. Over on the Atlantic side, Blowing Rocks Preserve on Jupiter Island sends sea spray shooting up through its limestone shoreline after a storm. The route finishes big, with the Everglades, the largest tropical wilderness in the country at more than a million acres, and John Pennekamp Coral Reef State Park in Key Largo, the first undersea park in the United States, where a glass-bottom boat works if you would rather stay dry.

Tracing The Atlantic Coast Or Chasing Lighthouses

The Jupiter Inlet Lighthouse and the town of Jupiter in Florida.
The Jupiter Inlet Lighthouse and the town of Jupiter in Florida.

This coastal run is for anyone who likes a lighthouse and a long water view. Start on Amelia Island up near the Georgia line, where moss-draped streets and old architecture give Fernandina Beach a deep-South feel. Drive south to St. Augustine, the oldest permanent European settlement in the country, and climb its black-and-white striped lighthouse for the view.

The Space Coast comes next, with the Cape Canaveral Lighthouse, undeveloped beaches, and Kennedy Space Center, where a well-timed stop might land you a rocket launch. Cocoa Beach is good for a mid-afternoon swim, and the next light stands at Jupiter Inlet. Miami closes the trip with its Latin food, nightlife, and a few luxury places to stay. The whole drive runs roughly 350 miles down the coast, and longer once you count every stop worth making.

Miami To Naples (via The Tamiami Trail)

Alligators in the Everglades National Park.
Alligators in the Everglades National Park.

Start with coffee in Brickell and lunch in Little Havana, then head west out of Miami on the Tamiami Trail, the two-lane road that first cut across the Everglades when it opened in 1928, linking the state's east and west coasts. The drive runs straight through Everglades National Park country, with plenty of pull-offs for a short walk or an airboat ride among the wildlife.

Shark Valley is the standout stop, with a 15-mile loop you can walk, bike, or ride by tram, usually within sight of an alligator or two. The Miccosukee village makes a good pause for crafts, and farther on, the 1906 Smallwood Store in Chokoloskee is a preserved frontier trading post. Big Cypress National Preserve, with its cypress strands and more gators, sits about 45 minutes before you roll into Naples for the night.

West Palm Beach To Key West: The Hunt For The Best Key Lime Pie

Aerial view of John Pennekamp Coral Reef State Park in Key Largo, Florida.
Aerial photo of John Pennekamp Coral Reef State Park, Key Largo, Florida.

This is the dessert run. From West Palm Beach, follow the coast south through Boca Raton and Miami, then pick up the Overseas Highway at Key Largo and start working through key lime pie one island at a time. Plan on about four and a half hours of driving, more if you stop for a slice at every promising spot, which is the whole point.

Key Largo, Islamorada, and Marathon each have their pie and their water views, and John Pennekamp Coral Reef State Park in Key Largo is worth a snorkel before you push on. Past Marathon you cross the Seven Mile Bridge into the Lower Keys and Big Pine Key, with open water on both sides most of the way. An hour later you reach Key West, the end of the road, where the last slice tastes a little better for the drive it took to get there.

The Road Is the Point

What these nine routes share is that the driving is not just transit between stops. A Panhandle beach highway, a causeway over the Everglades, a chain of islands tied together by bridges, each one is part of the experience rather than the gap before it. Florida packs a lot into a single state, and a car is the honest way to see how the fort towns, swamps, springs, and beaches actually connect. Pick the theme that sounds best, leave time for the stops you did not plan, and the route will fill itself in.

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