Cindy's Pies
Naples pie shop established in 1978, known for its Concord grape pie in classic double-crust and crumble-top versions
Cindy's Pies opened at 5 Academy Street in Naples in 1978, making it one of the oldest continuously operating pie shops in the region. The signature offering is the Concord grape pie in two crust variations: the traditional double-crust version and a crumble-top. Seasonal fruit pies rotate through the year alongside the grape, drawing on local farm sourcing for strawberries, peaches, and cherries when in season. The current owners, Matt and Lisa Drumheller-Cadrette, have operated Cindy's since 2019, including a salted maple tart using syrup from Wohlschlegels Naples Maple Farm. Lines during the September Naples Grape Festival extend around the block. Open Thursday through Sunday, 10 a.m. to 5 p.m. year-round; closed Monday through Wednesday.
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