Our Philosophy

John Craig provides timeless menswear for the sophisticated man with unparalleled customer service. The extraordinary ambience of John Craig Clothier enables customers to feel at home and comfortable as they shop with associates who become trusted friends. Men come to John Craig for the clothes, and keep coming back for the experience.

Our History

H. Craig DeLongy opened the first John Craig on Park Avenue in Winter Park, Florida March 2, 1996 with the goal of offering the best selection of high-end men’s clothing, accessories, and footwear. Located in a historic 1923 storefront and filled with antiques and details from that period.

Since 1996, we have expanded our footprint and currently have five John Craig stores: Park Avenue in Winter Park, Third Street in Naples, The Waterside Shops in Naples, Sawgrass Village in Ponte Vedra Beach, and Harbourside Place in Jupiter. In 2009 we opened Current by John Craig, a contemporary men’s boutique, next door to our original John Craig on Park Avenue.

On November 22, 2019, we welcomed Carter and Finley on Third Street in Naples to the John Craig Family of stores. Carter and Finley, named after Craig’s first grandchild, is an upscale resort casual store for both men and women.

John Craig has received many awards including the Esquire Best of Class, MR Magazine’s Uptown Downtown Award in 2007, Best of Orlando, Best Men’s Store in Naples by Gulfshore Life, and Best of Ponte Vedra. John Craig continues to achieve industry-wide recognition on The Esquire Retail 100. This prestigious list recognizes America’s finest menswear specialty stores.