Best 773 things to do in Longboat Key, FL

Design your own Gulf Coast evening aboard a 63-foot Prestige yacht

Paddle Sarasota Bay, then taste your way through downtown

Paddle private mangrove tunnels with a guide and look for Sarasota Bay wildlife

Rent a kayak or paddleboard and explore Turtle Beach waterways with a provided map

Browse local boutiques, enjoy light bites, and uncover Sarasota stories

Sample local flavors while uncovering Sarasota's art, history and circus lore

Taste Sarasota’s food scene with chef-selected pairings and local stories

Cruise Anna Maria waters with shade, GPS, and room to relax

Taste your way through Venice’s architecture and history on foot

Explore Sarasota's historic neighborhoods and cultural landmarks on a 90-minute air-conditioned trolley ride.

See Sarasota’s Art Deco, Mediterranean Revival, and Mid-Century Modern architecture by van

Join an interactive circus-themed whodunnit on a rolling Sarasota trolley

Understand Sarasota’s Amish and Mennonite traditions in Pinecraft

Ride an air-conditioned trolley at night for musical ghost stories and Sarasota history in October.

Ride a Sarasota metaphysical trolley tour with sound healing and mini tarot readings

Sing 70s & 80s hits on a trolley with a bar stop at 99 Bottles

Sing along, sip cocoa, and see Sarasota's holiday lights from Dolly the Trolley

Ride a singing trolley to Fiorelli Vineyards for six wines, music and garden time

Scan Sarasota's coastal waters for dolphin sightings by jet ski

Explore Egmont Key from the water by jet ski

Explore Egmont and Passage Key by guided jet ski

Create a spa-like bathroom setting tailored to your bath or shower

Enjoy a styled picnic with personalized décor and sparkling water

Customize your day exploring sandbars, islands, and marine life on a private catamaran.