Best results for Water Activities in Longboat Key, FL

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

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

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

Sip mimosas on Sarasota Bay while looking for dolphins

Pedal kayak Sarasota Bay to seagrass beds and mangrove tunnels

Pedal kayak 2 miles through mangrove tunnels at Emerson Point

Pedal through seagrass beds and mangrove tunnels on a 2-mile Neal Preserve tour

Private inshore fishing charter with short runs and all gear included

Target Florida game fish with bait, gear, and fishing licenses included

Explore Anna Maria Island and Tampa Bay with stops tailored to your group

Target tarpon with Captain Rachel’s 10+ years of local experience

Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.

Charter a 38-foot Sea Ray for 6 hours of Sarasota Bay cruising

Cruise Sarasota Bay with space to swim, socialize and relax

Book a 3- or 4-hour private sunset cruise on a 38-foot Sea Ray

Charter the 50' Memory Maker for 3 hours with four lounge areas

Charter the 54’ Pardo Exit Strategy for 4 hours on Sarasota Bay

Cruise Sarasota Bay on a 112' Westport with a private crew

Private 46' power catamaran charter in Tampa Bay (6–8 hours)

Charter the 63' Prestige Peace for 4 hours with captain, mate, and fuel included