Kentucky Derby Watch Party at Inn on Fifth

Join us for an unforgettable afternoon of high style, spirited sips, and heart-pounding horse racing in the heart of downtown Naples for the Kentucky Derby on Saturday, May 2, 2026.

Join us from 5:30 to 8:30pm at the Pool Terrace and Ballroom, where the excitement of the Derby comes to life in a vibrant, high-energy setting. Start the evening with a signature welcome cocktail, then indulge in a selection of Derby-inspired bites as the music sets the tone and the anticipation builds toward race time.

Whether you’re here for the fashion, the festivities, or the thrill of the Run for the Roses, this is your moment to show up and stand out. Our best dressed contests will spotlight the most stylish guests of the evening, with prizes for best dressed man, best dressed woman, and best dressed couple.

Turn the celebration into a full getaway and stay the night with us. Event guests can enjoy an exclusive 10% off room rate with code FNB, making it the perfect excuse to keep the party going.

Grab your friends, bring your Derby spirit, and join us for an evening where tradition meets Fifth Avenue flair.