Florida Cyclists Recommended These Rides

In September 2019, Jim Dodson Law had a Facebook contest that Florida cyclists entered by describing their favorite places to ride. The winner was announced on October 31st. We asked people to contribute some thoughts about their ride entries and gave them four categories of places where they had ridden: parks and trails, group rides, sponsored cycling events, and other favorite rides. Here are the entries, along with the actual comments provided by each participant. We hope this information inspires you to try a ride you’ve never previously experienced. We also complied all the favorite places to ride in an eGuide that you can download for free. Get your copy of the Best Rides by Friends of The Florida Bike Guy.

Best Florida Places to Cycle in Florida

From DTSP to Hillsborough River State Park
“This ride goes through a variety of environments, and you can see a lot of different Florida topography from Ybor to farmland to forest.”
“It’s urban for about two-third of the way and countryside for the rest. The ride ranges from St. Pete to northeast Hillsborough County about fifty-ish miles. A beautiful state park awaits you at the end.”

Venice–Manasota Key–Carlton Preserve/Border Road–Legacy Trail/Honore–Casey Key (multiple options to connect)
“It’s close to home on well-maintained roads.”
“The entire loop is a fifty-plus mile route on somewhat low traffic roads with lots of countryside and beachfront views. It centers around Venice, and smaller portions of this route can be ridden when time is short.”

Santos. Off-Road
“It feels safe from cars on fun trails. It’s nice to be with nature in the woods north of Orlando.”

College Park Goes to Yalaha
“From the city to the rural countryside.”
“We start in College Park early on a Sunday, when it’s quiet on the roads, and ride to Mount Dora. It’s an easy, hilly group ride showing the vanishing farmlands of central Florida.”

Gobbler Loop
“What I call my ‘Gobbler Loop’ ride that starts at my house, picks up the Withlacoochee State Trail in Inverness, goes south to Gobbler Drive, and then through the Withlapopka community of woods, marshes, and fishing cabins. Then it goes briefly on CR48 (Orange Ave.) south of Floral City, and then onto my favorite stretch of road on CR39, also known as Istachata Road. There it goes through more marshes and woods with a canopy of overhanging oak trees and Spanish moss and  finally back to the Withlacoochee State Trail and north back to home. This is usually about fifty miles or more (depending on how I start out), and I’ve encountered a large alligator lounging on the road on CR39.”
“The classic ‘old Florida’ vibe of Gobbler and Istachata roads.”
“It begins north of Floral City, goes east of this little town, and then goes back through it on the Withlacoochee State Trail.”

Casey Key
“Beautiful scenery. View of the Gulf.”
“You start from a beach ride on Casey Key Road and then go to Route 41, cross the road, and keep going and hook up with legacy trail.”

Venice Island
“Going to Venice Beach area and then going to Sharky’s and continuing to follow the waterway; head back to downtown Venice Island and on to Venice library, historic sites, and the art museum.”
“It’s very pretty town with a waterway and old train station and a legacy trail nearby.”
“It’s a beautiful area just south of Sarasota and just north of North Port.”

Miami to Key West
“Extremely scenic with all those forty-three bridges plus the seven–mile bridge in the south part of Florida.”

Around Lake Monroe, Sanford Florida
“Some roads, but mostly trail in Seminole and Volusia counties, approximately thirty-five miles long.”

Out in the County by Blanding Base Clay County
“There’s peace of mind in getting away from it all.”
“It’s a priceless bike lane on Road 220, Highway 17.”

Southernmost Point in KW to Garrison Bight–Schooners Wharf, Conch Republic, etc.
“It’s all Key West.”
“You get to experience the sights and smells and architecture of old Key West. And if you route it right, you get to visit the very historic graveyard.”

“Each fall I get together with a group of friends, and we do a two-day ride around Lake Okeechobee, starting at Stretch Park on the southern end and spending the night in the city of Okeechobee. The scenery is beautiful; much of the ride can be done on the levee away from roads. The weather can be cooler and less humid. Even when you are on the roads, there is usually a wide shoulder, and drivers tend to be courteous.”
“It is mostly rural. There are plenty of places to stop and take a break with great views. You’re never that far from a convenience store or place to get supplies. It is located on the roads and levee around Lake Okeechobee.”

The Lake Reedy Ride from Avon Park to Frostproof
“It is a very enjoyable ride for me, as it is a thirty-three-mile loop from my house.
The time is right on the length of ride. It’s very visible for motorists and is a nice county ride.”

The Trouble Creek route in Holiday, Florida
“It’s close to major cities but far enough out of the way that it has relatively little traffic. It’s about ten miles with no red lights and only one stop sign on the way back. It’s shaded and the road turns enough to keep things interesting."
"It’s about eighteen miles, out and back. It’s on a two-lane road that doesn’t have too much traffic. It starts in Tarpon Springs and the turn point is in Holiday.”

Venice to Manasota Key
“The Gulf views are beautiful with beachside homes to look at between Venice and Manasota Key.”

A Sixty-mile Road Ride from South Miami’s Suburbia to the Key Biscayne Tropics
“The paths taken are scenic ones filled with beautiful architecture, palm trees and even more pleasant and adventurous with great weather. There is always something to look at. You might need a few pit stops, but in the end it is definitely worth it.”

From Tarpon Springs South to Dunedin
“Fast ride through some beautiful scenery. From the top of Tarpons Springs on the Pinellas Trail just head south to Dunedin.”

Courtney Campbell Causeway
“A great time to whip out a long, uninterrupted effort and take in the beautiful area.
Amazing views of Tampa and Clearwater. There’s one semi-challenging climb with some wind to make it a great effort if you do the loop.”

We are Committed to Helping Cyclists

There’s nothing I like more than getting out on my bike and enjoying the beautiful Florida scenery. At the same time, I’m also aware of how the unexpected can happen on our busy Florida roads. I am an experienced personal injury lawyer, and I am a cyclist. If you or a someone in your family has been injured in a cycling crash, you can count on me to fight with everything I’ve got to see that justice is served. I’ll do everything the law allows to ensure that you get a full and adequate recovery that will compensate you for all your losses. For the representation you need from a bicycle accident attorney who knows and cares about cyclists, call our office at 727-446-0840 or fill out our online form to schedule a free consultation.

Jim Dodson
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A Florida injury lawyer, family man and avid cyclist who clients have trusted for over 25 years.