Best 281 things to do in Longboat Key, FL

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.

Cruise to a local sandbar and swim or snorkel

Cruise the Gulf and back bay to look for dolphins and seasonal manatees

Cruise into the evening and watch the sunset from the water

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

Stroll St. Armands Circle and enjoy a guided lunch tasting

Taste your way around St. Armands Circle on a 3-hour afternoon tour

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.

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