Quick Stats
Distance: 1000 miles
Recommended time: 5-6 days
Highlights: Everglades, Key Largo, seafood, random backroads
Main Highways: FL-75, 41, 29, 997, 1, 95, 11, Orman Beach Drive
Note before we get rolling on this awesome road trip: Though the map above shows a full loop of the southern half of Florida, the trip really didn’t start until the western entrance to the Everglades. Since I was on limited time and seeing friends, the rest of the trip (from Everglades to Key Largo to Flagler Beach and back to Tampa) was a blitz with many key sites left out. Doh!
Florida Initial Observations
Aside from the spectacular cloud formation in front of me as I headed south on I-75 to my hotel in Naples, there were three things I noticed since landing in Tampa: (1) How green Florida is (I read it has over 2800 native plant species), (2) How flat it is (no hills in site anywhere). (3) How muggy it is (it sticks to ya).
I-75 near Sarasota
Everglades
Everglades City
The first goal of Florida was hitting the Everglades, and in particular, an airboat tour (a bucket list item for years). While waiting for the airboat tour, I decided to check out Everglades City (pop. 400), a sleepy lost-in-time community with historic buildings dating to the 1920’s. It’s worth a drive through, and is the only town in this part of the Everglades.
Everglades City
Everglades City
Airboat Tour
There are dozens of airboat tour companies, and I chose Everglades City Tours. It was a great rush gliding through the thin channels and byways and into open areas for alligator spottings. As much as I enjoyed the ride, I would recommend two things if you’re interested in an airboat tour: (1) Use one of the tour companies in the eastern section of the Everglades (alligators like fresh water, and since our location was close to the ocean, our tour only spotted one gator.) (2) Go for a two hour ride on a private tour as opposed to a six-person group tour.
Everglades City Airboat Tours
Everglades Airboat Tour
Video of Florida Everglades airboat ride
Backwoods Everglades and Skunk Ape
Aside from swamp and gators, the Everglades has its share off head-turning road curios. As I was driving along Highway 41, I noticed what looked like an ape-like creature coming out of the woods. Turns out it was a lure for nearby Skunk Ape Research Center. The Everglades has its own version of Bigfoot, and the owner says there are seven or eight of these cryptids wandering the Everglades.
Skunk Ape spotting
Skunk Ape Research Center
Alligator spotting (three at bottom of photo)
The Everglades is also home to the smallest post office in the US – a tiny shack (60 sq. feet) with just enough room for one postal worker. It has a plaque next to it detailing its history.
Smallest post office in the US
Key Largo
As much as I wanted to drive the distance of the Florida Keys after leaving the Everglades, I only had time for one night at Key Largo. I stayed at the Marriott Key Largo Bay Beach Resort, which has a huge pool overlooking the bay, jet skis you can rent, and Cactus Jack’s and Senor Frijoles next door for music, drinks and food. Both have a great laid back Jimmy Buffett “it’s five o’clock somewhere” vibe.
View from Key Largo Bay Marriot
The Cloisters of the Ancient Monastery
Out of Key Largo, I headed north up the coast and bypassed most of Miami, but did have to stop at what is supposedly the oldest standing structure in the Western Hemisphere: The Cloisters of the Ancient Monastary. Dating to 1130’s AD in medieval Spain, It has a fascinating history. Originally brought over from Spain in bricks by William Randolph Hearst, it almost never got assembled due to his bankruptcy. AtlasObscura, a favorite site of mine, has a detailed article on it.
The Cloisters of Ancients Spanish Monastary
The Cloisters of Ancients Spanish Monastary, Built (1133-1141 AD)
Jensen Beach and Flagler Beach
North of Miami, I headed up Highway 1 for the beautiful beach drive and nonstop palm tree beach towns (Delray and Palm Beach are couple favorites) and isthmuses (Highway A1A). In Jensen Beach, I had excellent seafood at the Dolphin Bar and Shrimp House. In Flagler Beach (named after the “father of Miami”, Henry Flagler), I had a hearty omelette at the Funky Pelican. Flagler Beach has a laid back beach vibe and is worth checking out!
Funky Pelican, great for brunch
Highway 1 north of Miami
View from deck of Dolphin Bar and Shrimp House, Jensen Beach
Flagler Beach
Silver Springs
After Flagler Beach I headed west to one of the most iconic (and retro!) tourist destinations in the state: Silver Springs. A National Historic Landmark, Silver Springs started its famous glass bottom boat tours just after the Civil War in the 1870’s. Six Tarzan movies from the 1930s were filmed there, along with Moonraker and Creature From the Black Lagoon. Sadly, Disney ended up taking all of Silver Springs’ glory.
Silver Springs
Trail at Silver Springs
Webster
One of the main reasons I came to Florida was to see some true swampy backwoods towns. I found that in Webster, a city of 800 off Highway 471 in the middle of nowhere. Founded in 1855, it is considered the “cucumber capital” of Florida. Once central to the citrus industry, the great freeze of 1894-95 forced the town to change over to vegetables. That’s literally all the info I could find on it. Hanging moss trees cover the town. Many of the Main Street buildings are boarded up, the main gas station is abandoned, and the local barber shop is in a wooden shack.
Webster neighborhood
Abandoned gas station in Webster
Webster neighborhood
Webster, Florida
Spook Hill
Noted on all these of “cool and unusual things to check out in Florida” lists is Spook Hill in Lake Wales. A National Historical Landmark, this “gravity illusion” hill is the type of “mystery spot” the Griswolds from National Lampoon’s Vacation may have stopped at. You park your car on this white line, put car in neutral, and while the optics fool you into thinking you will roll forward, you end up rolling backwards!
Spook Hill, Lake Wales
Lakeland
After arriving in Lakeland (the base for checking out Bok Gardens early the next day) the Lakeland Marriott front desk recommended checking out the Italian Renaissance Polk Theatre (1928) where Elvis played three shows in his prime in 1956 (view photos here). He also came back for some more shows well past his prime in 1976 (view video here).
Polk Theatre (1928), where Elvis played three shows in 1956
60’s style retro architecture in Lakeland
Bok Tower Gardens
Bok Tower Gardens is a massive “contemplative garden” and bird sanctuary with numerous trails to explore. Located about 45 minutes east of Lakeland, it was built in the 1920’s in Spanish Revival style by Frederick Olmstead, who is noted for planning Washington DC’s layout and projects in Yosemite. It’s a nice peaceful escape.
Bok Tower Gardens
Bok Tower
Plant City
On the way from Bok Gardens to Tampa, I explored some of Plant City, and found some cool Art Deco architecture from Florida’s initial growth years in the 1920’s-30’s.
Art Deco architecture in Plant City
Mural in Plant City
Dragon spotting in Plant City
Tarpon Springs
I had some time to burn before hitting the Rays game in Tampa for my final night, so I headed about 45 minutes north of Tampa to Tarpon Springs. While it is known for its Greek heritage, I stumbled upon the Replay Pinball Museum, which has over 100 pinball and video games (including some awesome classics and rare oldies). Rather than having to lug around a pound of quarters, you pay one price at the door and have unlimited play on all the games. It was great fun and I found some old favorites here like Donkey Kong, Defender and Galaga.
After the game bonanza, I drove through Tarpon Springs with it’s Greek-style white and blue buildings. It was packed with tourists, and luckily I found parking for a lamb shawarma. Founded by Greek sponge fisherman in the early 1900’s, it has the highest percentage of Greeks of any American city. You can still watch the sponge fisherman from the docks.
Tarpon Springs, entering Greek area
Replay Museum, Tarpon Springs
Tropicana Field
While Tampa Bay Rays’ Tropicana Field routinely gets voted the worst major league ballpark, I beg to differ on that; in my book, the worst either goes to Miami Marlins Stadium or Oakland Coliseum, both of which have virtually no redeeming qualities. While Tropicana Field has worn turf and a dreary grey ceiling (which outfielders lose fly balls in), a couple things saved it from ranking at rock bottom.
First off, the food court and bar area plaza behind centerfield is a fun open space to wander around, and there are various spots to stand and watch the game while hanging out and having a beer. Though I paid for a ticket behind home plate, I ended up watching the game from here for the fun atmosphere. Second, behind the center field wall is a pool of real sting rays swimming around. No joke! You can even wait your turn in line and pet them.
The outfield plaza at Tropicana Field
Sting Rays in the outfield
Walkway out of Tropicana Field
0 Comments