Best 188 things to do in Port Charlotte, FL

Choose an easygoing or sporty ride for the Legacy Trail

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

Choose a bike style that fits your plans for a full day on Siesta Key

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

Ride paved trail miles from Sarasota toward Venice

Rent a street-legal 6-passenger golf cart and explore Siesta Key

Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.

Soar over Siesta Key’s coastline with an optional Gulf dip

Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.

Cruise Sarasota Bay waterways with shade, storage, and room to fish or relax

Cruise Sarasota Bay’s mangroves, sandbars, and beaches by pontoon

Cruise Sarasota Bay and the Intracoastal on a roomy pontoon

Cruise Sarasota Bay and the Intracoastal with room for up to 14

Cruise Sarasota’s Intracoastal waterways on a shaded pontoon

Cruise Sarasota Bay and Intracoastal waterways aboard a shaded pontoon

Cruise Sarasota’s bays and waterways with fishing-ready gear

Cruise or fish Sarasota Bay on a 22-foot center console

Cruise Sarasota Bay and Intracoastal waterways on a shaded sportdeck boat

Cruise Sarasota’s Intracoastal waterways for fishing or beachside exploring

Cruise Sarasota Bay on a roomy SportDeck boat

Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck

Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast

Target snook from Sarasota's shoreline with a guide

Celebrate your bride-to-be with music, Gulf views, and a private party cruise