Best 137 things to do in Siesta Key, FL

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

Paddle Jim Neville Marine Preserve to water-only Midnight Pass Beach

Launch from Turtle Beach and paddle to Midnight Pass

Paddle the mangrove tunnels of Ted Sperling Park with a local guide

Paddle Lido Key mangrove tunnels with a private guide

Paddle Lido Key’s mangrove tunnels from Ted Sperling Park

Paddle Midnight Pass on a private Siesta Key kayak or paddleboard tour

Learn to surf in Sarasota with a coach-led lesson

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

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

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

Experience marine life up close on a comfortable pontoon cruise for all ages.

Cruise Sarasota Bay to Big Pass for Gulf sunset views

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

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