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Best Live Music Restaurants in Osprey

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5 restaurants available nearby

A photo of The Point kitchen + cocktails + sunset restaurant
4.3
Awesome(370)
Price: Moderate
• American • Osprey
Booked 7 times today
The Point offers casual, waterfront dining on Little Sarasota Bay. Our atmosphere balances a new and old Florida feel with relaxation, good food, great cocktails and most importantly, quality service. Come join us!
A photo of The Italian Grill restaurant
4.6
Exceptional(67)
Price: Moderate
• Italian • Osprey
Booked 4 times today
The New Italian Grill Restaurant serves traditional Italian favorites & wood-fired pizza pies in a casual, family-friendly atmosphere
A photo of Michael's On East restaurant
4.8
Exceptional(5560)
Price: Expensive
• Contemporary American • Sarasota
Booked 10 times today
Serving "inspired cuisine" since 1987, the celebrated Michael’s On East restaurant takes fine dining to another level, offering award-winning cuisine and outstanding service, in an exceptional 1940s supper club atmosphere. Michael's On East has been inducted into Nation's Restaurant News Fine Dining Hall of Fame and recently received their 34th consecutive AAA Four-Diamond Award. The 350+ bottle wine list has been awarded the Best of Award of Excellence by the Wine Spectator!Upon entering the dining room, you are immediately dazzled by the plush design and inspired décor. The restaurant’s intimate aura, along with its contemporary flare, world-class wine cellar and incomparable service, create an unparalleled dining experience.Michael's Lounge, complete with a grand piano, is a guest favorite with its signature cocktails and award winning wine selection. Michael’s Atrium for outdoor dining is a stunning glass-covered, plant-filled courtyard with a beautiful flowing fountain.
A photo of Cassariano Italian Eatery restaurant
4.8
Exceptional(3734)
Price: Expensive
• Italian • Venice
Booked 39 times today
Contemporary Italian Cuisine in downtown Venice with a casual-elegant atmosphere. INSIDE AND OUTSIDE DINING
A photo of Captain Eddies Seafood restaurant
4.4
Awesome(75)
Price: Moderate
• Seafood • Nokomis
Booked 1 time today
Captain Eddies Seafood serves only the freshest seafood from the Gulf of Mexico provided by local fisherman. Reservations for parties of six or more and for inside seating only. We do not take reservations for the Tiki Bar area outside.

See what locals rave about

From verified diners like you
From verified diners like you
  • Scott
    Detroit / Eastern Michigan •3 reviews
    5.0
    Dined 2 days ago
    Highly recommend Cassariano for a beautiful dinner for two, date night or any special occasion. I rarely write reviews but this place was perfect in every way. The setting is great, the city streets all done up for Christmas. Food 100%, drinks 100% and service (Emil) 150%. We will be back soon.
    More info
    Cassariano Italian EateryPrice: Expensive• Italian• Venice
    4.8
  • Joevip
    Southwest Florida •8 reviews
    5.0
    Dined 2 days ago
    As always the food and service was great. Nice cool night and sat outside by the fireplace. David was a great server and very attentive.
    More info
    Bavaro's Pizza Napoletana & Pastaria-SarasotaPrice: Moderate• Italian• Sarasota
    4.7
  • Carolvip
    Tampa / Central Florida West •139 reviews
    5.0
    Dined 5 days ago
    We had another wonderful dining experience at Michael's on East, and because of the delightful weather we enjoyed our meal in the lovely outdoor atrium beneath the twinkling lights We decided on the monthly Epicurean menu, so this month we enjoyed menu options inspired by the cuisine of South Africa - what a treat! We always enjoy the regular menu options, but it is so special to be able to enjoy flavors from around the world as an alternative. The food, as always, was freshly prepared to order and every bite was delicious. The recommended wine pairings made the perfect match The service at Michael's on East is always wonderful, and this time was no exception - so many thanks to Freddy, Katie and the rest of the team for a wonderful service that added greatly to our enjoyment of the evening.
    More info
    Michael's On EastPrice: Expensive• Contemporary American• Sarasota
    4.8
  • Kathleenvip
    New York City •13 reviews
    5.0
    Dined 6 days ago
    The Cheese Ravioli and a glass of Chianti were a delicious pairing for our annual luncheon. For dessert we had the spumoni ice cream covered in dark hard chocolate as well as the limoncello cake. The service was wonderful too!
    More info
    The Italian GrillPrice: Moderate• Italian• Osprey
    4.6
  • Jayne
    Central Kentucky •1 review
    5.0
    Dined on Aug 29, 2024
    We were a party of 4 and everyones meal was excellent and the service was wonderful!
    More info
    The Point kitchen + cocktails + sunsetPrice: Moderate• American• Osprey
    4.3
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