TOP 30 Best Live music and dining in Winter Park, Florida

Pepe's Cantina Winter Park is a vibrant and lively Mexican restaurant located at 433 West New England Avenue in Winter Park, Florida. Known for its authentic Mexican cuisine and festive atmosphere, this popular eatery offers a wide range of delicious dishes including tacos, burritos, enchiladas, and more. Guests can enjoy a variety of margaritas and cocktails while taking in the colorful decor and lively music. Whether you're looking for a casual meal with friends or a fun night out, Pepe's Cantina Winter Park is the perfect spot to enjoy a taste of Mexico in the heart of Florida.

Superica Winter Park is a vibrant and lively restaurant located in the heart of Winter Park, Florida. Situated at 415 South Orlando Avenue, this institution offers a unique dining experience with a focus on traditional Tex-Mex cuisine. With a warm and inviting atmosphere, Superica Winter Park is the perfect spot to enjoy delicious food and drinks with friends and family. From flavorful tacos and sizzling fajitas to refreshing margaritas and cocktails, there is something for everyone to enjoy at this popular eatery. Whether you're looking for a casual lunch or a fun night out, Superica Winter Park is sure to satisfy your cravings for authentic Tex-Mex cuisine.

Park Avenue Tavern is a cozy and inviting restaurant located in Winter Park, Florida. Situated at 558 West New England Avenue, this establishment offers a warm and welcoming atmosphere for guests to enjoy delicious food and drinks. With a diverse menu featuring American classics and innovative dishes, Park Avenue Tavern is the perfect spot for a casual meal or a special occasion. Whether you're looking to grab a bite with friends or celebrate a milestone, this restaurant is sure to impress with its excellent service and comfortable setting. Experience the charm of Park Avenue Tavern and indulge in a memorable dining experience in the heart of Winter Park.

310 Park South is a vibrant bar and restaurant located at 310 South Park Avenue in Winter Park, Florida. Known for its inspired scratch cooking using locally sourced ingredients, this establishment is the perfect place for any occasion. Whether you're looking to cater a birthday party, holiday event, corporate function, or wedding celebration, 310 Park South has you covered. Reservations are recommended to secure your table at this popular spot. As part of the JM Hospitality Group, 310 Park South is one of the many restaurants under the "New American Cuisine" umbrella. With a cozy cafe-style seating, an extensive wine list, a full bar, and private dining options, this restaurant is ideal for business lunches, gatherings with friends, or special events. Customers rave about the flavorful food and attentive staff, making every visit a memorable one.

Welcome to the Spa and Fitness Center at The Westin Cape Coral, a serene oasis nestled within the vibrant resort community of The Westin Cape Coral Resort at Marina Village. Located at 5902 Silver King Boulevard, Cape Coral, Florida, our spa offers a luxurious escape designed to rejuvenate your body and soul. Esterra Spa & Salon Indulge in pure relaxation at the Esterra Spa & Salon, where breathtaking views of the Tarpon Point Marina and the Caloosahatchee River set the stage for a revitalizing experience. Our full-service spa features five treatment rooms, including a couples' room and a Vichy shower room. Enjoy a wide range of services, from tension-relieving massages and invigorating body scrubs to professional hair and nail care. Begin your journey with a personal greeting and a complimentary glass of champagne, wine, or fruit-infused water.

MAYA CAFE Lounge & Gallery is a unique establishment located in Winter Park, Florida, United States. Situated at 1980 Howell Branch Road, this institution offers a cozy and inviting atmosphere where guests can enjoy delicious food and drinks. In addition to being a cafe, MAYA CAFE Lounge & Gallery also features an art gallery where local artists showcase their work. Whether you're looking for a place to relax with a cup of coffee, a spot to grab a bite to eat, or an opportunity to appreciate some beautiful artwork, MAYA CAFE Lounge & Gallery has something for everyone.

Welcome to John's Pass Sand Bar, your ultimate destination for relaxation and fun in the sun, located in the heart of Treasure Island, Florida. Nestled along the stunning Gulf Coast, our sand bar offers a unique and vibrant atmosphere where locals and visitors alike can unwind, enjoy delicious food and drinks, and soak up the beautiful surroundings. At John's Pass Sand Bar, we pride ourselves on providing a laid-back, friendly environment that captures the essence of Florida's beach lifestyle. Whether you're looking to sip on a refreshing cocktail, savor fresh seafood, or simply enjoy the company of friends and family, our bar is the perfect spot for you.

Sixty Vines is a trendy and sophisticated bar and restaurant located at 110 South Orlando Avenue in Winter Park, Florida. This unique establishment offers a wide selection of wines on tap, as well as delicious food options that pair perfectly with their extensive wine list. With a chic and modern atmosphere, Sixty Vines is the perfect spot for a night out with friends or a romantic dinner for two. Whether you're a wine connoisseur or just looking to enjoy a casual meal in a stylish setting, Sixty Vines is sure to impress.

Thirsty Gator is a lively bar and restaurant located at 3040 North Goldenrod Road in Winter Park, Florida. Known for its friendly atmosphere and delicious food and drinks, Thirsty Gator is a popular spot for locals and visitors alike. Whether you're looking to enjoy a cold beer with friends, grab a bite to eat, or catch the game on TV, Thirsty Gator has something for everyone. Come on down and see why Thirsty Gator is the go-to spot for good times in Winter Park.

El Pueblo Mexican restaurant is a warm and inviting dining establishment located at 7124 Aloma Avenue in Winter Park, Florida. Known for its authentic Mexican cuisine and vibrant atmosphere, this restaurant offers a wide range of delicious dishes that are sure to satisfy any craving. From traditional favorites like tacos and enchiladas to unique specialties like mole and chiles rellenos, El Pueblo has something for everyone. Whether you're looking for a casual meal with friends or a special dinner with your loved ones, El Pueblo Mexican restaurant is the perfect place to enjoy a taste of Mexico in the heart of Florida.

Tibby's New Orleans Kitchen is a lively bar and restaurant located at 2203 Aloma Avenue in Winter Park, Florida. Serving up authentic New Orleans cuisine, this institution offers a unique dining experience with a focus on delicious food and a vibrant atmosphere. With hours of operation from Monday to Thursday from 11am to 9pm, Friday from 11am to 10pm, Saturday from 10am to 10pm, and Sunday from 10am to 9pm, Tibby's is the perfect spot to enjoy a meal with friends and family. Don't miss out on their weekend brunch from 10am to 2pm for a taste of classic New Orleans dishes.

Cafe-Boutique PIANO is a charming establishment located in Winter Park, Florida, offering a unique blend of music, Italian and French cuisines, and carefully selected wines. Situated at 558 West New England Avenue, this cozy spot with large windows exudes a welcoming atmosphere, making it the perfect home away from home. The menu features elevated and shareable dishes, with imported Italian pasta, cheeses, and meats, as well as an extensive list of curated wines from around the world. Whether you're looking for a quick breakfast, elegant lunch, relaxed dinner, or lazy brunch, PIANO has something for every occasion. Enjoy live music on Fridays and Saturdays from 6:30 PM to 9:30 PM, and indulge in dishes like kalamata olives with cherry tomatoes in a white wine reduction, Italian pesto pasta with roasted vegetables, or creamy Gorgonzola gnocchi. With rave reviews from satisfied guests, Cafe-Boutique PIANO is a must-visit destination in Winter Park. Make a reservation today to experience the European-inspired charm and delicious flavors for yourself.

Club Continental is a luxurious lodging institution located at 2143 Astor Street in Orange Park, Florida, United States. Originally built in 1923 as the winter home of Caleb Johnson, heir to the Palmolive Soap Company, this historic venue now serves as a romantic and intimate destination for guests. With 22 beautifully appointed guest rooms, many of which offer waterfront views, visitors can enjoy a peaceful retreat from the city's hustle and bustle. The institution also features 7 tennis courts and 3 pools, perfect for those looking to stay active or relax under the Florida sun. Guests can indulge in gourmet meals at the on-site restaurant, which offers lunch, dinner, and a popular Sunday brunch. The Club Continental is also a sought-after venue for private events, whether it be a small gathering or a grand celebration for hundreds of guests.

Austin's Coffee is a cozy and eclectic cafe located in Winter Park, Florida. Situated at 929 West Fairbanks Avenue, this beloved establishment offers a unique blend of delicious food, artisanal coffee, and a laid-back atmosphere. Whether you're looking for a place to grab a quick bite, enjoy a leisurely meal, or simply relax with a cup of coffee, Austin's Coffee has something for everyone. With a menu featuring a variety of tasty options, a welcoming staff, and a vibrant ambiance, this cafe is a must-visit destination for locals and tourists alike. Come experience the charm of Austin's Coffee for yourself!

San Julián’s Coffee Bar is a charming bakery and cafe located at 110 Orlando Avenue in Winter Park, Florida. This cozy spot offers a wide variety of delicious pastries, freshly brewed coffee, and savory dishes for breakfast and lunch. With a warm and inviting atmosphere, San Julián’s is the perfect place to relax and enjoy a tasty meal or snack. Whether you're looking for a quick bite to eat or a leisurely meal with friends, this restaurant and store has something for everyone. Visit San Julián’s Coffee Bar for a delightful dining experience in the heart of Winter Park.

Welcome to Villagio Perdido Town Centre, your premier shopping and dining destination located in the heart of Perdido Key at 13700 Perdido Key Drive, Pensacola, Florida. Nestled along the beautiful Gulf Coast, our vibrant town center offers a unique blend of retail, dining, and entertainment experiences for locals and visitors alike. Discover an array of boutique shops offering everything from coastal fashion and unique gifts to home décor and artisan crafts. Indulge your taste buds at our diverse selection of restaurants and cafes, where you can savor fresh seafood, international cuisine, and delightful desserts. Whether you're looking for a casual bite or a fine dining experience, Villagio Perdido has something to satisfy every palate.

The Bay is a renowned restaurant located in Santa Rosa Beach, Florida, offering a delightful dining experience with amazing food and stunning views. The atmosphere is welcoming and the staff is known for their professionalism. Guests can enjoy live music while indulging in delicious sushi and other culinary delights. Outdoor dining is highly recommended to fully appreciate the picturesque surroundings. Customers rave about the fantastic food and top-notch service, making The Bay a must-visit destination for food enthusiasts in the area.

Aloma Bowl is a popular entertainment destination located at 2530 Aloma Avenue in Winter Park, Florida. This institution offers a fun and lively atmosphere for visitors to enjoy a variety of activities, including bowling, dining, and socializing at the bar. Whether you're looking to test your skills on the lanes, grab a bite to eat, or sip on a refreshing drink, Aloma Bowl has something for everyone. With its convenient location and range of amenities, it's the perfect spot for a night out with friends or family. Come experience the excitement and entertainment at Aloma Bowl today!

Drunken Monkey Coffee Bar is a vibrant and cozy café located in the heart of Orlando, Florida. Known for its delicious coffee blends and unique menu offerings, this establishment is a favorite among locals and visitors alike. Whether you're looking for a quick pick-me-up or a relaxing place to unwind, Drunken Monkey has something for everyone. With its friendly staff and welcoming atmosphere, it's the perfect spot to grab a bite to eat, sip on a specialty coffee, or browse their selection of artisanal goods. Come visit Drunken Monkey Coffee Bar at 444 North Bumby Avenue for a truly unforgettable dining experience.

Hannibal's On The Square is a vibrant and lively establishment located in Winter Park, Florida. Situated at 511 West New England Avenue, this venue offers a unique blend of a bar, restaurant, and night club experience all under one roof. Guests can enjoy delicious food, crafted cocktails, and live music in a stylish and inviting atmosphere. Whether you're looking for a casual meal with friends, a night out on the town, or a place to dance the night away, Hannibal's On The Square has something for everyone. Come and experience the excitement and energy of this popular hotspot in Winter Park.

Braccia Ristorante is a charming Italian restaurant located at 153 East Morse Boulevard in Winter Park, Florida. Our cozy establishment offers a warm and inviting atmosphere where guests can enjoy delicious, authentic Italian cuisine. From homemade pastas to wood-fired pizzas, our menu is sure to satisfy all cravings. Whether you're looking for a romantic dinner for two or a casual meal with friends, Braccia Ristorante is the perfect spot for any occasion. Come dine with us and experience the flavors of Italy right here in the heart of Winter Park.

Anclas Latin Cafe & Restaurant is a vibrant and welcoming eatery located at 6760 Aloma Avenue in Winter Park, Florida. Specializing in authentic Latin cuisine, this restaurant offers a diverse menu featuring delicious dishes from various Latin American countries. Guests can enjoy flavorful empanadas, savory arepas, hearty rice and beans, and refreshing tropical drinks. The cozy atmosphere and friendly staff make Anclas Latin Cafe & Restaurant the perfect spot for a casual meal or a special celebration. Come and experience the flavors of Latin America at this charming establishment in the heart of Winter Park.

Fiddlers Green Irish Pub & Eatery is a cozy and inviting establishment located in Winter Park, Florida. Situated at 544 West Fairbanks Avenue, this Irish pub offers a warm and welcoming atmosphere where guests can enjoy traditional Irish fare and a wide selection of drinks. Whether you're looking to grab a pint with friends, enjoy a hearty meal, or catch live music, Fiddlers Green is the perfect spot. With its friendly staff, lively ambiance, and delicious food and drinks, this pub is a must-visit destination for locals and visitors alike.

Bar Louie is a vibrant and lively institution located at 460 Orlando Avenue in Winter Park, Florida. This versatile establishment offers a unique combination of a bar, restaurant, night club, and food venue all under one roof. The atmosphere is inviting and energetic, perfect for socializing with friends or enjoying a night out on the town. With a diverse menu of delicious food and a wide selection of drinks, Bar Louie is the ideal spot for any occasion. Whether you're looking to grab a bite to eat, sip on cocktails, or dance the night away, Bar Louie has something for everyone. Come experience the excitement and entertainment at this popular destination in Winter Park.

Blu on the Avenue is a trendy and upscale bar and restaurant located in the heart of Winter Park, Florida. Situated at 326 South Park Avenue, this establishment offers a sophisticated dining experience with a diverse menu featuring delicious food and creative cocktails. Whether you're looking for a casual lunch spot or a lively evening out, Blu on the Avenue has something for everyone. With its stylish decor, friendly staff, and vibrant atmosphere, this is the perfect place to relax and enjoy a night out with friends or a romantic dinner for two. Come see why Blu on the Avenue is a favorite among locals and visitors alike.

Tuni's is a trendy and stylish clothing store located at 301 South Park Avenue in Winter Park, Florida. Offering a curated selection of high-end fashion brands and designer pieces, Tuni's is a go-to destination for fashion-forward individuals looking to update their wardrobe. From casual chic to formal attire, Tuni's has something for every style and occasion. Visit us today to discover the latest trends and elevate your fashion game.

Rocco's Italian Grille & Bar is a traditional and authentic Italian restaurant located in Winter Park, Florida. Our experienced native chefs prepare delicious Italian cuisine that will transport you to Italy with every bite. Whether you're looking for a romantic dinner for two or a fun night out with friends, Rocco's has something for everyone. Enjoy live music on Wednesdays through Saturdays in our cozy cocktail lounge, or grab a drink at our full bar. Make your reservation at Rocco's Italian Grille tonight and experience the taste of Italy in the heart of Winter Park.

Mi Raza Restaurant is a vibrant and authentic Mexican eatery located in Winter Park, Florida. Our menu features traditional dishes made with fresh ingredients and bold flavors that will transport you straight to Mexico. From tacos and enchiladas to tamales and churros, there is something for everyone to enjoy at Mi Raza. Our cozy atmosphere and friendly staff make dining with us a truly memorable experience. Come visit us at 1810 Florida 436 and taste the delicious flavors of Mexico at Mi Raza Restaurant.

Jerk Spot Lounge is a vibrant and lively restaurant located at 3092 Aloma Avenue in Winter Park, Florida. Specializing in authentic Caribbean cuisine, this establishment offers a cozy and welcoming atmosphere for diners to enjoy delicious jerk chicken, oxtail, and other traditional dishes. With a menu full of flavorful options and a friendly staff ready to serve, Jerk Spot Lounge is the perfect spot to experience the tastes of the islands right in the heart of Florida. Whether you're looking for a quick bite to eat or a leisurely meal with friends, this restaurant is sure to satisfy your cravings for Caribbean flavors.

Tequila Lounge Club is a vibrant and stylish establishment located at 7124 Aloma Avenue in Winter Park, Florida. This versatile venue offers a unique blend of a bar, restaurant, and night club all in one place. Guests can enjoy a wide range of tequila cocktails, delicious food options, and a lively atmosphere perfect for socializing and unwinding. Whether you're looking for a casual dinner, a night out with friends, or a place to dance the night away, Tequila Lounge Club has something for everyone. Join us for a memorable experience at this exciting hotspot in the heart of Winter Park.