Best 188 things to do in Longboat Key, FL

Cruise to Shell Key Island and Egmont Key for shelling, snorkeling, and dolphin spotting

Cruise Madeira Beach for 2 hours on a tiki boat at sunset

Rent an adult bike and ride Gulf Blvd. for 4 hours to 7 days

Rent a paddle board in Madeira Beach for 2–8 hours

Get out on the water with flexible 2–8 hour kayak rentals

Get on the water with flexible 2–8 hour paddle board rentals

Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

Practice yoga on a paddleboard and connect with nature in a tranquil setting.

Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.

Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.

Rent a kayak or paddleboard and explore Turtle Beach waterways with a provided map

Tour Sarasota’s Pinecraft community to learn Amish and Mennonite culture

Ride an air-conditioned trolley at night for musical ghost stories and Sarasota history in October.

Paddle clear kayaks and unwind with beach yoga at Shell Key Preserve, guided by certified instructors

Customize a 4-hour private cruise with snorkeling, paddleboarding, dolphin watching, and more.

Cruise with your dog and watch for dolphins near the St. Petersburg Pier

Relax aboard a captained pontoon to discover shell-strewn islands and spot Gulf wildlife

Cruise into the sunset and watch 4th of July fireworks from the water