Best 568 things to do in Longboat Key, FL

Private Vanquish yacht cruising with open-air comfort and Sarasota Bay views

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

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 Sarasota Bay aboard a private yacht built for relaxed coastal escapes

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

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 island cruises tailored for sunsets, sightseeing, and celebrations

Private Gulf Coast fishing with an Anna Maria Island local captain

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