Best 188 things to do in Longboat Key, FL

Pedal kayak 2 miles through mangrove tunnels at Emerson Point

Pedal through seagrass beds and mangrove tunnels on a 2-mile Neal Preserve tour

Drive a Corvette-inspired Jetcar on Palma Sola Bay with safety briefing included

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

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

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

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

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

Rent a street-legal 6-passenger golf cart with delivery included

Paddle a tandem kayak from the canals to Tampa Bay

Rent cornhole for easy, all-ages beach-day fun

Play Slammo at the beach with a 1–7 day rental