Best Casual Restaurants in Osprey

16 restaurants available nearby

A photo of The Point kitchen + cocktails + sunset restaurant

1. The Point kitchen + cocktails + sunset

4.3

Price: Moderate

• American • Osprey

Booked 4 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!

2. The Italian Grill

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 Clayton's Siesta Grille restaurant

3. Clayton's Siesta Grille

4.9

Exceptional(2219)

Price: Moderate

• American • Sarasota

Booked 13 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.

4. Maestrale

4.7

Exceptional(113)

Price: Expensive

• Italian • Gulf Gate Estates

Booked 7 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

5. Captain Curt's Crab & Oyster Bar Inc.

4.1

Excellent(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 Crow's Nest Restaurant, Tavern & Marina restaurant

6. Crow's Nest Restaurant, Tavern & Marina

4.8

Exceptional(3785)

Price: Moderate

• Seafood • Venice

Booked 27 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 Cassariano Italian Eatery restaurant

7. Cassariano Italian Eatery

4.8

Exceptional(3728)

Price: Expensive

• Italian • Venice

Booked 38 times today

Contemporary Italian Cuisine in downtown Venice with a casual-elegant atmosphere. INSIDE AND OUTSIDE DINING

8. Cafe Gabbiano

4.8

Exceptional(3733)

Price: Moderate

• Italian • Siesta Key

Booked 24 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.

9. Baker & Wife

4.8

Exceptional(2002)

Price: Expensive

• Global, International • Sarasota

Booked 36 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.

10. Michael's On East

4.8

Exceptional(5553)

Price: Expensive

• Contemporary American • Sarasota

Booked 18 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.

See what locals rave about

From verified diners like you

K
Kathleenvip
New York City •13 reviews
5.0
Dined 4 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
S
Shelly Parkervip
Los Angeles •15 reviews
5.0
Dined 6 days ago
Delicious as always. Macadamia nut crusted grouper is my fave! Service was a little slow but I think it’s because of how busy it was and just opening up after the hurricane. Highly recommend!
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Clayton's Siesta GrillePrice: Moderate• American• Sarasota
•
4.9
E
Edvip
Southwest Florida •55 reviews
5.0
Dined on Oct 19, 2024
Great meal and service. One of our favorites.we shall return.
More info
MaestralePrice: Expensive• Italian• Gulf Gate Estates
•
4.7
J
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!
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The Point kitchen + cocktails + sunsetPrice: Moderate• American• Osprey
•
4.3
DF
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
•
4.1

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Osprey

Best Casual Restaurants in Osprey

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16 restaurants available nearby

1. The Point kitchen + cocktails + sunset

2. The Italian Grill

3. Clayton's Siesta Grille

4. Maestrale

5. Captain Curt's Crab & Oyster Bar Inc.

6. Crow's Nest Restaurant, Tavern & Marina

7. Cassariano Italian Eatery

8. Cafe Gabbiano

9. Baker & Wife

10. Michael's On East

See what locals rave about

Explore OpenTable