The Wager

Discover fresh coffee, house-made pastries and everything you need for the day ahead. Stop in for a quick bite, beach-picnic essentials or a post-ride snack. For artisan sandwiches and seasonal salads, it’s a go-to spot in Market Square.

Discover the reimagining of HB’s, a treasured beachfront favourite. Comfortably casual, this Naples seafood restaurant features local catch, raw-bar selections and beautifully prepared crudo.

Two-time James Beard Award–winner Chef Gavin Kaysen debuts The Merchant Room, a New American Brasserie, offering a refined setting inspired by the elegance of Old Florida. Join us for breakfast or lunch on the ocean view terrace. As evening unfolds, discover a menu featuring signature in-house, dry-aged steaks and house-made pasta paired with the Gulf coast’s bounty.

Soak up the Naples sunshine as our Four Seasons team delivers refreshing cocktails and sensational bites. Whether you’re craving something light or indulgent, everything is crafted to share. Effortless technology ensures seamless service, so you never have to leave your lounger.

Explore all the temptations of our In-Room Dining menu, available around the clock. Whether for breakfast in bed or a romantic Naples dinner on your ocean-view terrace, we’ll deliver a delicious Four Seasons experience.

Legendary among Naples beach bars, this golden-hour gathering spot is where guests and locals come to mingle. Tropical cocktails and Latin-inspired bites – from ceviche to coastal tacos – set the mood for our nightly sunset ritual.