Best 550 things to do in Siesta Key, FL

Dutch-designed performance cruising on Sarasota Bay

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

Sail into golden hour with four spacious places to gather aboard

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

Stroll St. Armands Circle and enjoy a guided lunch tasting

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

Sip signature cocktails and learn the stories behind Sarasota’s spirits

Taste creative tacos, sip margaritas, and discover Sarasota stories

Explore Sarasota's paranormal tales and historic murders after dark