Land Activities in Anna Maria, FL

Discover the stories behind St. Petersburg’s streets

Relaxed rides with extra gears for bridges and longer outings

Find a ride that fits your pace and terrain

Discover a protected lakeside oasis on two wheels

Ride Siesta Key and reach the Legacy Trail with an e-bike rental

A simple single-speed ride for beach paths and nearby streets

Family bike options with kid sizes and child seats

Cruise the Legacy Trail on a comfortable bike with included essentials

Explore Anna Maria Island by bike for up to one week

Ride Sarasota in style on a Bob Marley Klunker

Find a bike that fits your riding style

Ride paved trail miles from Sarasota toward Venice

Explore Anna Maria Island with free local bike delivery

Ride farther with extra electric power and stable fat tires

Find your pace with eight bike styles, from tandems to pedal-assisted e-bikes

Pedal Sarasota's bayside neighborhoods with museum art and lunch included

Choose adult, kids, or Surrey bikes for a flexible ride

A kid-sized belt-drive bike for easy rides along the beachside path

Comfortable Jamis hybrid bike rental for Legacy Trail rides

Choose an easygoing or sporty ride for the Legacy Trail

Explore Anna Maria Island with App-Controlled Pedal Assist

Cruise Sarasota’s historic neighborhoods and bayfront by Comfort Cruiser

A 24-inch bike rental for young riders in Treasure Island

Smooth pedal-assist rides for exploring more of the Legacy Trail