The Infield Pizzeria and Sports Bar

Upbeat saloon in Fleming Island / Middleburg, with exposed-brick walls offering house cocktails, microbrews & a long whiskey list. On weekends you can listen to live music and dance the night away with free line dancing lessons.

A new era of nightlife in Fleming Island. Encore is a 21+ music-driven cocktail kitchen featuring live entertainment, handcrafted cocktails, elevated comfort food and industrial atmosphere. Built for unforgettable nights and lasting memories.

Established in 1975, Chili’s Grill & Bar brings bold flavors and American favorites to Fleming Island, featuring sizzling fajitas, margaritas, burgers, ribs, and chicken crispers. Stop by for your lunch favorites, drinks and appetizers, or enjoy a hearty dinner meal with families and friends. Chili’s offers a lively atmosphere with a bar area for unwinding and catching the game. Enjoy dine-in, takeout, delivery, or catering. Download the Chili’s App for rewards and free food!

Corks & Barrels is a full service but wine and whiskey-centric lounge in Fleming Island, conveniently located in the same plaza as our local theater. We offer a variety of spirits, wines, and a selection of handcrafted cocktails, along with chef-curated charcuterie boards. Our ambiance is a cozier, plusher version of a speakeasy featuring niche-style seating with velvet chairs, leather couches, and a full-service bar. Dark walls and brick accents are softened by drippy crystal chandeliers, creating just the right balance for a more intimate environment.

Mojo Smokehouse is a premier barbecue, southern food, and craft cocktail destination in Fleming Island, FL. Barbecue, blues, and bourbon — three distinctly American products — come together at Mojo to offer a good-natured atmosphere!

Welcome to Cue & Shisha. We have an amazingly delicious menu consisting of wide variety s of salads, sandwiches, steaks, wings and much more. That's not all! Wanna have some fun? Well, we have plenty of pool tables rented out by the hour and if you are really wanting the whole experience you can take advantage of some of our package deals

Experience authentic Neapolitan pizza at V Pizza + Tap Garden in Fleming Island. Enjoy wood-fired pizzas, mouthwatering wings, 50 beers on draft and craft cocktails. We have a laid-back atmosphere perfect for families and friends complete with a kid friendly outdoor play space. With a spacious outdoor beer garden, live music events, and authentic Italian ingredients, V Pizza is your go-to destination for great food and good vibes. Visit us today or order online for takeout or delivery! Let me know if you’d like to tweak the tone or focus on other highlights!

Chill hangout for beer, burgers & wings in an unfussy space with darts, pool & outdoor seating.