September 1, 2018: The Sarasota Farmer's Market "Woodstock Revival Redo" (Labor Day weekend) from 9 a.m. - 2 p.m.! Live music by Paisley Craze, Vintage VWs, Tiny House Expo, Kids Activities, Blood Mobile, Bicycle Helmet Giveaway, Free Raffles, and more! The second annual “Best Dressed Hippie” Contest will once again take place with prizes for the winners. Participants should come to the Big Stage on First Street dressed in their finest 60’s-era apparel at 11:00 a.m. to compete. (Registration begins at 9 a.m. at the Market Information booth on the corner of 1st Street and Lemon Avenue.) Prize categories include Best Hippie Couple, Best Dressed Hippie, and Best Dressed Hippie Dog. On State Street, a Tiny House “Open-House” will be provided by Tiny House Beach Resort on Siesta, built by Brian Kelly of Tiny Lifestyle Homes. Also on State Street will be the Mad Hatter Photo Booth, with free photos for attendees and additional live music. Downtown Sarasota Farmer's Market. Every Saturday 7 a.m. - 1 p.m. 1 N. Lemon Ave., Sarasota, FL. (941) 225-9256
September 1st -Haunted hike: Hike it Florida will lead a walk through Bradenton with a haunted twist. Explore hidden corners of downtown Bradenton as guides share documented and personal experiences of the historical area, and possibly catch a glimpse of the town’s “former residents.” Details: 8-9:30 p.m. Saturday. Hike begins at Manatee County Public Library, 1301 Barcarrota Blvd., Bradenton. $15. Pre-registration required. Sign up at hikeitflorida.com.
September 1 - 2, 2018: The 10th annual Downtown Venice Craft Festival. Art and craft vendors will be displaying their works. Everything from functional art to gift items to a green market with plants and things! Miami Avenue in downtown Venice, Florida. 10 a.m. - 4 p.m. Free admission and parking.
September 1 - 2, 2018: Sarasota Sailing Squadron puts on its 72nd Annual Labor Day Regatta, its biggest event of the year. The event is attended by sailors from ages 8 to 80, both from the U.S. and Canada and it draws about a thousand visitors each year. It's free viewing for spectators. On City Island at 1717 Ken Thompson Parkway, Sarasota, FL. 941-388-2355.
September 1 - 3, 2018: The 62nd Annual Pioneer Days Festival from 8 a.m. - 3 p.m. and Parade at 9 a.m. on Monday, Labor Day. Other fun over the three days includes Cardboard Boat Races, Shipwreck Dance, Open Car Show, a Diaper Derby, a Fish-a-Thon, a Corvette Car Show and more. West Dearborn Street, Olde Englewood Village. The Pioneer Days Parade begins at 9 a.m. at St. Raphael's Church. The traditional Parade route follows Olde Englewood Road, turns onto west Dearborn Street, proceeds to north McCall Road, turn left on North McCall Road.