Best 773 things to do in Longboat Key, FL

Design your ideal Sarasota Bay day aboard a sleek Italian-style yacht

Cruise Sarasota Bay in Italian style as the evening light changes

Design your own Sarasota day aboard a Prestige 630 flybridge

Design your own Sarasota sunset cruise aboard a refined 63-foot yacht

Private Gulf Coast cruising with space to relax, swim, and entertain

Cruise Sarasota Bay and relax at anchor aboard a crewed 112-foot Westport

Private yacht cruising with spacious indoor-outdoor lounges and water access

Flybridge sunset views and private cruising on Sarasota Bay

Cruise and unwind aboard a spacious 2026 Italian motor yacht

Cruise, swim, and gather across three decks of a private motor yacht

Golden-hour cruising with room to relax across three decks

Private cruising, sandbars, and swim stops on your schedule

Private Aviara cruising with sandbar-ready comfort

Private evening cruising with lounge seating, bar amenities, and Sarasota Bay views

Cruise, swim, and relax aboard a crewed 112-foot Westport yacht

Cruise Sarasota Bay aboard a private yacht built for relaxed coastal escapes

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

Pedal kayak 2 miles through mangrove tunnels at Emerson Point

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

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