The Chapman

Nestled in the heart of Winter Park, The Chapman enjoys a prime location on the charming and vibrant Park Avenue, surrounded by the city’s rich history, upscale boutiques, and picturesque lakes. The Chapman brings a fresh perspective to fine drinking and dining, where discovery meets comfort and indulgence. Warm, stylish, and artful with a distinctive Winter Park Florida look and feel, we invite you to celebrate the best of Florida while our hospitable team strives to pamper you and make every gathering truly memorable.

Watch this experience →

Spirits of Summer: Diplomático: Latin Summer Nights Thursday, August 13th, 2026 | 6:00pm The Chapman's Spirits of Summer series heats up with an evening dedicated to one of the world's most celebrated rum producers — Diplomático. Join us for a guided journey through five distinctive expressions, beginning with a reception cocktail and finishing with a rare vintage pour, each accompanied by a thoughtfully crafted bite from our culinary team. Diplomático Planas | A crisp and elegant white rum served as our reception cocktail, setting the tone for the evening ahead. Diplomático Mantuano | A smooth and approachable expression with notes of dried fruit and toffee. Diplomático Selección de Familia | A complex and refined blend showcasing the full range of Diplomático's craft. Diplomático Exclusiva | A rich and indulgent rum with deep notes of chocolate, vanilla, and spice. Diplomático 2013 Vintage | A rare and exceptional single vintage expression — the perfect finish to a memorable evening. Whether you are a rum connoisseur or simply looking for something new to discover, this is an evening of exceptional spirits, creative cuisine, and great conversation in the heart of historic Winter Park. We hope to see you there.

Watch this experience →