Best 773 things to do in Longboat Key, FL

Fish Tampa Bay or nearby reefs for a wide variety of local species

Cast for bay and nearshore reef species on a private evening trip

Reef fishing for seasonal offshore species

Skip traffic and parking on an open-air ride to Bridge Street Pier

Rent a 22' Bentley pontoon and cruise Sarasota’s Intracoastal waterways

Rent a 24' Sea Ray SunDeck to explore Sarasota waterways and sandbars

Cruise Southwest Florida waterways with room to relax, swim, and sunbathe

Cruise Sarasota on a 21 ft Chaparral with Bluetooth stereo and swim ladder

Rent a 23.5 ft Mako center console for cruising or fishing in Sarasota

Relax on a 2-hour private cruise through Sarasota and Roberts Bays

Cruise Sarasota Bay, swim at a sandbar, and relax with water toys and your own drinks

Watch the Sarasota sunset from a private tiki boat

Cruise Sarasota’s Gulf Coast as the sun sets from a tiki boat

Sip mimosas while cruising Sarasota Bay and watching for dolphins

Cruise Sarasota Bay your way, with time to unwind on a sandbar

Sip mimosas on Sarasota Bay while looking for dolphins

Ride a jet ski on Sarasota's waters

A custom chef‑curated feast celebrating bold local flavors and dietary wellness—served right in your home or rental

Private Gulf Coast cruising tailored to your sandbar, beach, and snorkeling plans

Customize a Sarasota cruise with an experienced captain

Cruise Sarasota’s waterways between waterfront restaurants and tiki bars

Relax on Sarasota Bay as sunset colors fill the water

Ride Sarasota Bay and Siesta Key waters with safety gear included

Ride side by side on two jet skis in Sarasota Bay