Best 156 things to do in Sarasota, FL

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

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

Savor Sarasota’s flavors and history in one unforgettable afternoon!

Taste your way through Downtown Sarasota with a guided history walk

Eat your way through historic downtown Sarasota with four restaurant stops

Fish 11–14 miles offshore with gear, bait, and license included

Experience custom deep sea fishing with comfort and flexibility on a private charter.

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

Charter a 38-foot Sea Ray for a 4-hour Sarasota Bay cruise

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

Private sunset cruise on Kai Fin with premium seating and water toys

Fish offshore with a USCG-licensed captain, mate, bait, and standard fuel included

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

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

Stretch, unwind, and rejuvenate—right in the comfort of your vacation rental.

Cruise Siesta Key by e-bike with a rental timed for sunset

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