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Best Live Music Restaurants in The Villages

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3 restaurants available nearby

A photo of Calypso restaurant
3.6
Very Good(21)
Price: Expensive
• American • The Villages
Booked 4 times today
Welcome to Calypso, a bold Caribbean-inspired dining haven that brings the vibrant, sun-soaked flavors of the islands to the lakeside shores of Lake Sumter. With a warm, inviting atmosphere, we offer guests an immersive island escape through a playful mix of tropical décor, radiant evening beats, and breezy dining delights. The indoor-outdoor bar lets you sip on taste-forward, rum-infused cocktails as you feel the lakeside breeze & gaze across the water. Our lively menu takes you on an adventurous, bold taste journey, with zesty island bites and flavorful dishes that celebrate Caribbean flair & global influences. Expect exotic ingredients, sunkissed atmosphere, and an enlivening dining experience crafted to satisfy all the senses. At Calypso, every bite, sip, & beat is a celebration of Caribbean-inspired, lakeside bliss.
A photo of Whispering Oaks Winery restaurant
4.6
Exceptional(971)
Price: Expensive
• Steak • Ocala
Booked 1 time today
Whispering Oaks Winery, with Steak Nights Friday - Saturday Choose From a Choice of Steaks, Surf N Turf, Chicken or Fresh Fish Choice of Soup or Salad Fresh Vegetables Chef's Choice of Potato or Rice AND Freshly-baked BreadDinner is served in our tasting room or outdoors on our patio next to our open wood grill. We have live music every Friday, 5:30-8:30 and Saturday 5:30-8:30. Come enjoy our Award winning wines and great food under the oak trees of Whispering Oaks Winery!
A photo of Prime 3 restaurant
4.5
Awesome(552)
Price: Expensive
• Steakhouse • Leesburg
Booked 5 times today
We are a 2023 & 2024 Wine Spectator Award of Excellence Winner.If you’re in the mood for an evening of good food and elevated ambiance, pull up a seat at Prime 3 Steakhouse, in Historic Downtown Leesburg, FL, with flair. By serving premium steaks and fine wines, we hope to provide an elegant and family-friendly dining experience for everyone in our community. Try our mouth-watering prime rib or seared scallops or our Norwegian Salmon. Pair it with a fine wine and treat yourself to a top-notch meal.Don't forget to try our creme Brulee or Craft-Made Ice Cream for dessert. Now open for Lunch Mon-Friday 11am to 2pm. No reservations are required for lunch.Not sure what wine goes with your dinner? Ask your server for a recommendation. One of the Prime 3 Steakhouse owners hand-picked all our wines. If you cannot make your reservation, please call us so we may offer your seats to additional customers. 352-314-0015.See our wine list at https://www.prime3steakhouse.com/wines

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