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Best Casual Restaurants in Osprey

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16 restaurants available nearby

A photo of The Point kitchen + cocktails + sunset restaurant
4.0
Excellent(372)
Price: Moderate
• American • Osprey
Booked 8 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
4.9
Exceptional(70)
Price: Moderate
• Italian • Osprey
Booked 9 times today
The New Italian Grill Restaurant serves traditional Italian favorites & wood-fired pizza pies in a casual, family-friendly atmosphere
A photo of Clayton's Siesta Grille restaurant
4.8
Exceptional(2237)
Price: Moderate
• American • Sarasota
Booked 34 times today
At Clayton’s Siesta Grille, our motto is “If you give people good food that’s affordable, and love them, they’ll support you”. We promise that only the finest and freshest ingredients are used and you can be sure that attention to detail, quality, and customer satisfaction is and will always be our primary goal. Come and join us for dinner and see for yourself why Clayton’s Siesta Grille will be one of your favorite hotspots on Siesta Key.
A photo of Maestrale restaurant
4.4
Awesome(117)
Price: Expensive
• Italian • Gulf Gate Estates
Booked 4 times today
Our restaurant and pizzeria Maestrale it's the wind that brings good and bad weather in the Italian peninsula. Our small family owned place is open for dinner six days a week. Our dishes originally are from Puglia in south Italy: la puccia, focaccia, mozzarella, orecchiette, panzerotti and the sea food dishes, the famous Pugliese olive oil as well as the fine selection of wine are a must! The atmosphere is friendly, family style dining, and also for romantic and special occassions, inspired from the old style elegant Italian restaurants where you feel just like at home, alla salute!
A photo of Captain Curt's Crab & Oyster Bar Inc. restaurant
4.3
Awesome(4)
Price: Moderate
• Seafood • Sarasota
Looking for that "Old Florida" Restaurant & Oyster Bar to take the Family?A place that will take you back in time to an era where good, fresh seafood was a standard. A place where reasonable prices, a casual family atmosphere and courteous service still exist. We are famous for our fresh Raw Oysters, Clam Chowder, Crabs & Crab Cakes and other fresh seafood. Our Clam Chowder is the "Winner of the Great Chowder Cook-off" - International Competition Newport R.I!Look no further... Captain Curt's on Siesta Key is just that place for lunch and dinner.Captain Curt's Crab & Oyster Bar is located at Captain Curt's Village in Sarasota Florida on beautiful Siesta Key. Home to one of the best beaches in the world! The Travel Channel, in their Best Beaches series, ranked Siesta Key Beach “The Best Sand Beach” and “Captain Curt's the Best Family Restaurant on Siesta Key”. So come to Siesta Key for all it has to offer and visit us at our Restaurant and enjoy delicious seafood.
A photo of Cassariano Italian Eatery restaurant
4.8
Exceptional(3768)
Price: Expensive
• Italian • Venice
Booked 33 times today
Contemporary Italian Cuisine in downtown Venice with a casual-elegant atmosphere. INSIDE AND OUTSIDE DINING
A photo of Crow's Nest Restaurant, Tavern & Marina restaurant
4.8
Exceptional(3802)
Price: Moderate
• Seafood • Venice
Booked 23 times today
The Crow’s Nest Restaurant, Tavern and Marina has been serving the Venice, FL community since 1976. With the freshest seafood and most flavorful dishes, the Crow’s Nest strives to prides itself on providing 5-star experiences for their guests each and every time they visit. The upstairs dining room provides a fine dining experience with a fantastic view of the water for lunch or dinner. The wood-paneled and cozy tavern downstairs serves for a more casual experience and is open all day. You can also enjoy their full-service marina, offering overnight dockage, gas and diesel pumps, and all the supplies you need for a day or week on the water. You can also rent their paddleboat, one or two person kayaks, paddleboards, bicycles and more! Whatever experience you choose, you’ll be sure to enjoy a 5-star experience! Stay up to date on their specials and promotions by joining their email list at CrowsNest-Venice.com!
A photo of Cafe Gabbiano restaurant
4.8
Exceptional(3751)
Price: Moderate
• Italian • Siesta Key
Booked 26 times today
Cafe Gabbiano is a casual fine dining restaurant in Sarasota Fl (Siesta Key). We source local ingredients and have a great blend of classic and modern Italian dishes. At Cafe Gabbiano everything is made to order as we want each dish to be fresh. All of our sauces and pastas are homemade. Cafe Gabbiano is a 4,000 sqft facility that offers intimate dining as well as larger rooms to host special occasions such as beach weddings and rehearsal dinners. We have an extensive wine list, signature crafted cocktails and a great beer list. We are open daily from 5 PM to 10 PM with Happy Hour 5 PM to 6:30 PM at the bar.
A photo of Baker & Wife restaurant
4.8
Exceptional(2022)
Price: Expensive
• Global, International • Sarasota
Booked 14 times today
BAKER & WIFE is a comfortable, casual cafe committed to fresh, high-quality food and driven by our passion for handcrafted cuisine and cocktails. Inspiration is sourced globally, ingredients are sourced locally.This unique perspective on comfort food is the epitome of BAKER & WIFE:simple, delicious, and it just feels good.
A photo of Connors Steak & Seafood - Sarasota restaurant
4.8
Exceptional(8470)
Price: Expensive
• Steakhouse • Siesta Key
Booked 103 times today
Connors Steak & Seafood specializes in fresh seafood and premium aged steaks, as well as gourmet salads, pastas and more! Enjoy a memorable evening with friends and family in our well-appointed dining rooms, or stop by for the lunch you and your associates deserve. Our friendly service and flavorful fare will keep you coming back for more.

See what locals rave about

From verified diners like you
From verified diners like you
  • Maxwell
    Houston •118 reviews
    5.0
    Dined 1 day ago
    Good food at this local establishment that has been on siesta key for years. Service was great. The menu has not changed in several years and is due for a change in our opinion – they used to have the best roast duck anywhere, it was a big seller and yet they took it off the menu when they revised it 2 or 3 years ago; they need to bring the duck back and a few other dishes That were taken off the menu. The mushroom pizza is gone and was also terrific. Still a great local restaurant
    More info
    Clayton's Siesta GrillePrice: Moderate• American• Sarasota
    4.8
  • SusanVIP
    Chicago / Illinois •6 reviews
    4.0
    Dined 6 days ago
    The food was excellent and the waiters were friendly and helpful. However, they were seriously understaffed and that caused several problems with the service. Just one of the problems was that after waiting 25-30 minutes for dessert, the waiter told us he had forgotten it. And it was difficult to get anyone’s attention.
    More info
    MaestralePrice: Expensive• Italian• Gulf Gate Estates
    4.4
  • William
    Philadelphia County •2 reviews
    5.0
    Dined on Dec 12, 2024
    Very nice neighborhood restaurant. Casual but white tablecloths and lovely waitstaff and owner. I gave the food 4 stars because it doesn't have a Michelin star (haha).
    More info
    The Italian GrillPrice: Moderate• Italian• Osprey
    4.9
  • 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
  • DianeFVIP
    Tampa / Central Florida West •15 reviews
    5.0
    Dined on May 5, 2024
    We ordered oysters which were good tasting but had to navigate around the pieces of shell and rock salt in them. The clam chowder was excellent. We had 4 in our party and 2 ordered the grouper, 1 ordered the hogfish and the other ordered the mahi mahi. Unfortunately we had a medical emergency develop and were only 1/2 way through our meal. What we had tasted was good. I cannot say enough about the staff and patrons who rushed to our aid and called 911 for us. They are surely to be commended and we thank them for their assistance. We would love to come back and give this restaurant another try someday when we return to Siesta Key.
    More info
    Captain Curt's Crab & Oyster Bar Inc.Price: Moderate• Seafood• Sarasota
    4.3
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