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Best Live Music Restaurants in Winter Park

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23 restaurants available nearby

A photo of Cafe-Boutique PIANO restaurant
1. Cafe-Boutique PIANO
4.8
Exceptional(264)
Price: Moderate
• Italian • Winter Park
Booked 11 times today
Cafe - Boutique PIANO is a corner gem with a big windows and an even bigger heart—your home away from home. Connecting the dots between European innate style and Old World culinary confidence and America's brash sense of freedom, Cafe-Boutique PIANO celebrates their combined spirit of independence, imbuing it with equal parts of sophistication and surprise. We serve dishes that are elevated, shareable, and match the excitement of the already jubilant atmosphere created by PIANO’s visionaries.The bar serves an extensive list of carefully curated wines from all around the world. With delicious gourmet foods, imported Italian pasta, cheeses and meats, combined with a warm, sociable experience.PIANO is a cozy spot for a quick breakfast, elegant lunches, relaxed dinners or lazy weekend brunches. Open for brunch, lunch and dinner.
A photo of The Boheme at Grand Bohemian Hotel Orlando restaurant
2. The Boheme at Grand Bohemian Hotel Orlando
4.3
Awesome(4058)
Price: Expensive
• Modern European • Downtown Orlando
Booked 37 times today
Experience the incredible transformation of this Orlando icon, now featuring reimagined interiors that blend tradition with modern sophistication. Rediscover the newly reinvented Bösendorfer Lounge and our rooftop destination, Altira Pool + Lounge—a chic day-to-night pool lounge offering light bites and bottle service in an exclusive setting.Indulge in an exceptional dining experience at The Boheme, where reimagined dishes inspired by the French Revival blend heritage with modern creativity. The Boheme offers a welcoming atmosphere, perfect for savoring exquisite European-inspired cuisine. Enjoy live performances by some of Central Florida’s hottest jazz musicians while indulging in a culinary journey that delights all the senses.Sunday Brunch 10am-2pm: Enjoy unlimited mimosas. Price: $78 adults, $39 child ages 6–12. The Boheme and Bosendorfer are delighted to be serving our Sunday Brunch.
A photo of Jazz Tastings restaurant
3. Jazz Tastings
4.8
Exceptional(651)
Price: Expensive
• American • Maitland
Booked 21 times today
• $10 Entertainment Fee Per Person on Friday, Saturday & Monday Night Jazz Jam (first Monday of the month)• • $25 Minimum Food & Beverage Purchase Per Person Monday-Thursday•• $50 Minimum Food & Beverage Purchase Per Person for on Friday & Saturday•• Friday & Saturday: Reservations available until 7:30pm, after that time we accept walk ins only!••Parties of 7 or more must purchase a group package, contact us at 407-795-1582•**If minimums are not met you will be charged the remaining balance**Weekly Deals:Happy Hour Tuesday-Thursday from 5:30pm-7pm: Half off appetizersTuesday- Burger & Brew $15, 1/2 off Wine Bottles all night!Wednesday- 1/2 off select Whiskey & Wine all night!Located in Maitland, Florida, Jazz Tastings combines the intimate atmosphere of a jazz bar with a classy menu. There is also an impressive alcohol list to enjoy along with the soothing music and great food.
A photo of Debonair Supper Club restaurant
4. Debonair Supper Club
4.4
Awesome(170)
Price: Expensive
• Steak • Downtown Orlando
Booked 11 times today
Elevated contemporary comfort cuisine and cocktails, in the heart of downtown Orlando. Carefully curated food menu by our duo executive chefs Thomas Wilkinson and Alejandro Ocanto Uzacetegui.
A photo of Tibby's New Orleans Kitchen - Winter Park restaurant
5. Tibby's New Orleans Kitchen - Winter Park
4.8
Exceptional(176)
Price: Moderate
• Creole / Cajun / Southern • Winter Park
Booked 4 times today
Tibby’s New Orleans Kitchen has been serving authentic New Orleans cuisine for over a decade, earning countless awards and a feature on The Food Network. Our menu is packed with New Orleans classics, from gumbos and jambalaya to po’ boys and our famous beignets. Signature dishes like Rita’s Chicken and Pasta Monica bring bold Southern flavors to life. Join us for weekend brunch, featuring bottomless mimosas, sangria, Bloody Marys, and draft beers. Plus, live music every Sunday brunch makes for an unforgettable experience. Whether you're craving the best Cajun food or looking to celebrate Mardi Gras all year, Tibby’s delivers the true soul of New Orleans in every bite. Join us for Happy Hour Monday- Friday 4-6pm.
A photo of The Castle Irish Pub & Restaurant restaurant
6. The Castle Irish Pub & Restaurant
4.8
Exceptional(36)
Price: Moderate
• Irish • College Park
Booked 24 times today
We are a true authentic Irish Pub and Restaurant. We had our entire bar and interior decor designed and created back home in Ireland. Our mission is to provide the best in Irish hospitality to every single guest that walks in. We have a large array of fine Irish spirits and ales, as well as local favorites. Our cuisine is a blend of traditional Irish, with a mix of Floridian flavors.
A photo of Solita Tacos & Margaritas - Orlando restaurant
7. Solita Tacos & Margaritas - Orlando
3.9
Excellent(312)
Price: Moderate
• Mexican • Downtown Orlando
Booked 12 times today
Solita Orlando, located in Downtown Orlando's business district, is perfect for quick weekday lunches or late-night dinners. Specializing in wood-grilled tacos, handcrafted margaritas such as our Watermelon Margarita, and our soul-warming Queso Al Forno. Don’t miss weekly events like Weekday Happy Hour, Taco & Tequila Tuesday & Weekend Brunch.
A photo of The District Gastrobar restaurant
8. The District Gastrobar
3.9
Excellent(178)
Price: Moderate
• American • Downtown Orlando
Booked 1 time today
The District GastroBar has an innovative design that starts in the restaurant's entrance, a well ­curated modern speak easy with a nostalgic vintage ambiance and an eclectic array of "one ­off" pieces of Prohibition and 1940 era inspired artwork. Walk past the restaurants front door, guests encounter a antique bronze tin ceiling wrapped around historic 1900 brick, custom vintage lighting, but only the adventurous will discover all that The District GastroBar has to offer. With a distinct dining room, grandiose bar layout, an open air patio and a women’s bathroom complete with a salon inspired feel and antique perfume bottles. The cuisine, much like the design, is intended to set a new course. Chef Lamond Cooper and menu creator Andre Walton have adapted to the new shared plate dining trend that has swept the nation, and with The District GastroBar menu, they have created waves on the food scene better known as GASTRONOMY!
A photo of Imperial Wine Bar restaurant
9. Imperial Wine Bar
4.7
Exceptional(12)
Price: Moderate
• Wine Bar • Downtown Orlando
Booked 2 times today
Welcome to the Imperial, we are a neighborhood bar specializing in boutique wines, craft beers and classic cocktails. Come enjoy a relaxed evening in one of our comfortable yet elegant surroundings. Cheers.
A photo of Bahama Breeze - Orlando - Altamonte Springs restaurant
10. Bahama Breeze - Orlando - Altamonte Springs
4.8
Exceptional(546)
Price: Moderate
• Caribbean • Altamonte Springs
Booked 5 times today
When you're at Bahama Breeze Island Grille, life's one big party. It's an escape from the ordinary and a much-needed excuse for you to let loose. Famous since 1996 for tropical cocktails, live music, and more, the vibe here is always as amazing as that Caribbean-inspired food we're known for. Bahama Breeze offers your favorites: seafood, salads, chicken--all with island flair. From Jerk Chicken Pasta to Seafood Paella, you can enjoy the islands one taste at a time, discovering new flavors along the way. Naturally, we're the perfect spot for all the sunniest moments in life: happy hours with friends, anniversaries, birthdays, date nights and unique culinary experiences. So, when you're ready to raise your glass and move your feet, the party's in full swing and the islands are waiting for you or if you'd rather bring the Island party home, online ordering is a Breeze too!

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