Best 781 things to do in Anna Maria, FL

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

Relax aboard a captained pontoon to discover shell-strewn islands and spot Gulf wildlife

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

Cruise 70–100 miles offshore for 7–8 hours of deep-water fishing

Fish offshore at night with 7–9 hours of lines-in time

Fish for trophy sharks with rod, reel, and heavy shark gear provided

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

Cruise into the sunset and watch 4th of July fireworks from the water

Visit the gift shop and model railroad display in Parrish

Take the controls of a locomotive for an hour

Join a marshal-protected train ride with a robbery twist

Ride an enclosed coach to a pumpkin patch with games, hay rides, and pumpkin picking

Ride an open-air train to the pumpkin patch for games, hay rides, and pumpkin picking

Assigned First-Class Seats for a Pumpkin Patch Rail Trip