August 2026

Three miles of shaded paved loops around two lakes, a dog park, boardwalks over the wetlands, and a playground — twelve minutes from our door. If you’ve got young kids, a rented cruiser, or an hour before dinner, this is the one.

Four and a half shaded miles linking a string of Clearwater parks to the waterfront in Safety Harbor — and the hinge that connects every other trail in the county to every other one. Short, easy, and it ends in the nicest small downtown on this side of the bay.

Twelve miles down the quiet east side of Pinellas County, mostly under power lines. It isn’t the prettiest ride on this coast and we won’t pretend otherwise — but it’s the piece that makes everything else connect, and the park at its northern end is worth the drive on its own.

Nine and a half miles of car-free path straight across open water, with a 45-foot bridge in the middle that gives you Tampa Bay on both sides at once. If you ride one thing while you’re here that isn’t on Pinellas soil, make it this.

Three miles of car-free trail from downtown Clearwater to the sand at Clearwater Beach, with the best water views on any bridge in Pinellas County. It’s the shortest ride in our guide and probably the one your guests will remember.

Forty-seven miles of paved, car-free railroad corridor running the length of Pinellas County — and one of a handful of trails in the country in the Rail-Trail Hall of Fame. Here’s where to park, which section to ride, what you’ll see, and where to eat when you get there.

Pinellas County is one of the best places to ride a bike in Florida — and both of our rentals sit close to the middle of a 75-mile network built on old railroad corridors, power line right-of-ways, and causeways over open water. Here’s the whole picture, and where to start.