37 Best Wine Bars near Osprey

Teddy's After Dark Bar • $
125 N Tamiami Trail, Osprey

“Heard about this place and thought we'd stop by. Went in about three steps and knew right away we didn't want to take a seat. People were so crowded together it was like being in an elevator. Maybe they all knew each other? A couple invited us to sit with them. Where, on their laps? Five stars for friendliness.“

3.8 Good10 Reviews
The Green Orchid by Michael's On East Wine Bar • $$
Selby Gardens, 1534 Mound St, Sarasota - 9.57 miles

Customers` Favorites

Marie's Crispy Goat Cheese Salad
Focaccia Flat Bread Du Jour
Appetizer Deviled Eggs
Reuben Sandwich
Lobster Rolls
Poke Bowl

“Wonderful lunch! Plenty of healthy fresh choices. We’ll be back!“

4.5 Superb68 Reviews
Block 15 Cork & Craft Wine Bar • $$
1528 Main St, Sarasota - 10.15 miles

Customers` Favorites

Sangria Specials
Cheese

“Friday night was a spectacular evening at Block 15 Cork & Craft owners Tom & Melanie were great hosts. After a week of cleaning up from Hurricane Milton and losing their power, it was ready to open their doors. They offered delicious Gourmet Grilled Cheese Sandwiches and Charcuterie & Cheese Boards complementary to their guests as a good gesture for the loyalty of their patronage.

We ordered a bottle of their Portuguese Silk & Spice White Blend Wine that accompanied the snacks superbly and offered a nice selection of NA Beers to one of our guests. They offered a nice selection of Wines, Beers, and Ports with their State of the Art Cruvinet Wine System that supplies you with a Fresh and Crisp Glass of Wine each and every time.

This place has a Relaxing Atmosphere with a Long Spacious Bar and plenty of Hightop Seating throughout the Bar. We brought a group of people for an evening of entertainment with our good friends Tasa+Rob, a Dazzling Musical Husband & Wife Duo that transport you back in time with the Classic Songs from the 60's, 70's, and 80's and too today's current hits.

What an evening of Fun & Entertainment, so put it on your list to Patronize Block 15 Cork & Craft and don't forget to follow the Amazing ever so Talented Tasa+Rob.
Ciao Sarasota.“

4.6 Superb23 Reviews
Clasico Italian Chophouse American • $$
1341 Main St, Sarasota - 10.18 miles

Customers` Favorites

Gorgonzola Steak Gnocchi
Fresh Oysters in Shell
Margherita Flatbread
Chef's Oyster Special
Fire Roasted Oysters
Goat Cheese Fondue
Braised Short Rib
Chicken Parmesan
Chicken Sandwich
Skillet Mussels

“Fantastic all around. Food is fresh and delightful. The staff are so kind and helpful. The cocktails are bright and refreshing. Highly recommend this to anyone, regardless of whether you’re local or visiting. Classico always comes through for us, and we’re sure they’ll come through for you.“

4.8 Superb694 Reviews
Devine's Wine Bar Wine Bar • $$
101 W Venice Ave #16, Venice - 7.27 miles

“Great atmosphere and Tom is very friendly. Always had a smile.“

4.6 Superb11 Reviews
The Hive Wine Bar • $$
2881 Clark Rd Unit 21, Sarasota - 5.29 miles

“some of the nicest and most knowledgeable staff in the industry. great atmosphere for a drink, great selection to purchase. 5 stars“

4.4 Superb10 Reviews
Siesta Key Wine Bar Wine Bar • $$
5138 Ocean Blvd Suite C, Sarasota - 7.2 miles

Customers` Favorites

Wine Flight

“Always a good time. Tropical wines.“

4.4 Superb27 Reviews
Namo Izakaya Ramen & Yakitori Japanese • $$
1439 Main St, Sarasota - 10.21 miles

Customers` Favorites

Spicy Miso Ramen with Extra Chashu
Yuzu Cheesecake Slice
Hijiki Seaweed Salad
Green Tea Ice Cream
Chicken Curry Ramen
Creamy Curry Ramen
Mushroom Yakitori
Chicken Yakitori
Unagi Rice Bowl
Shrimps Tempura

“The Creamy Curry is a constant craving in our house. This dish has been my Birthday and Mothers Day request 2 years in a row! 🥰🍜“

4.8 Superb214 Reviews
La Dolce Vita Italian • $$
2704 Stickney Point Rd, Sarasota - 5.14 miles

Customers` Favorites

Arugula Salad
Octopus
Burrata
Lasagne
Ravioli
Cannoli
Pierogi

“Had a yet again wonderful dinner experience there this past Saturday. The food was great, bested only by the wonderful service and welcoming atmosphere. I called them this morning in search of my credit card that I was frantically looking for. I believe it was the owner who answered, and even though they were closed at that time, volunteered himself to go the restaurant to see if my card was there. He called me within a half hour that it was there. He waited until I got there to give me the card. He was an absolute gem to do this of his own accord. I can’t thank him and his wonderful restaurant enough!“

4.7 Superb246 Reviews
La Violetta Italian • $$$
4837 Swift Rd, Sarasota - 6.16 miles

Customers` Favorites

Sliced Filet with Black Truffles and Parmigiana
Frutti Di Mare Spaghetti Al Pomodoro
Ravioli with Braised Short Rib
Pettie Fillet and Procuitto
Risotto and Bone Marrow
Fried Zucchini Flowers
Lobster Pasta Special
Bourbon Pannacotti
3 Fish Appetizer
Mushroom Ravioli

“We came here for the first time this week. Our waiter was incredible. The food is probably some of the best Italian that Sarasota has to offer. We will absolutely be back. Thank you so much for a wonderful date night!“

4.6 Superb537 Reviews
Roessler's Restaurant Modern European • $$$
2033 Vamo Way, Sarasota - 1.57 miles

Customers` Favorites

Crispy Duckling New Orleans
Chocolate Mousse Dessert
Lobster and Crab Bisque
Lobster Tail Appetizer
Crab Cake Appetizer
Faroe Island Salmon
Roessler's Parfait
Seared Sea Scallops
Chocolate Terrine
Chicken Francaise

“Roessler’s restaurant is lovely - the atmosphere is beautiful and relaxed - our waitress was truly a professional - everything from our drinks to our amazing meals (duck,chicken,short ribs,scallops ,salads ) were prepared to perfection . A hidden gem in Sarasota for sure ! We will be making plans for a return visit - Tom and Karon Schandel“

4.6 Superb484 Reviews
Bohemios Tapas Restaurant Tapas Bar • $$
3246 Clark Rd, Sarasota - 5.1 miles

Customers` Favorites

Smoked Salmon Bruschetta Classica
Churrasco Bohemio Con Gallo Pinto
Mediterranean Bruschetta
Bohemios Mix Plate for
Pastel De Tres Leches
Fried Green Tomatoes
Bohemios Mix Ceviche
Manchego Croquettes
Pulpo A la Gallega
Bohemios Churrasco

“Martin provided incredible service and the food we had was incredible with great atmosphere.We'll definitely be back“

4.7 Superb150 Reviews
Pietro’s Italian Restaurant and Wine Bar Italian • $$$
6115 S Tamiami Trail, Sarasota - 5.26 miles

Customers` Favorites

Deep Green Organic Arugula
Silver Creek Cabernet
Daou Cabernet Riserva
Spaghetti Carbonara
Chocolate Soufflé
Ravioli Crustacean
Pollo Parmigiana
Spumoni Ice Cream
Limoncello Cake
Grilled Octopus

“Hidden Gem. The owners were very welcoming and the food was fantastic.“

4.6 Superb320 Reviews
Maestrale Restaurant and Pizzeria Italian • $$
7515 S Tamiami Trail, Sarasota - 3.65 miles

Customers` Favorites

Octopus Carpaccio Seasoned with Olive Oil and Lemon
Pasta Marinara Sauce
Italian Ice Cream
Linguine Pescatora
Chicken Carciofi
Octopus on Grill
Lasagna Emiliana
Chicken Milanese
Calamari Fritti
Ortolana Pizza

“Excellent Italian cuisine. Service and food were outstanding. Highly recommended!!“

4.7 Superb119 Reviews
Baker & Wife American • $$
2157 Siesta Dr, Sarasota - 7.74 miles

Customers` Favorites

Yuzu Giblets and an Old Fashioned
Buckhead Beef Grilled Skirt Steak
Beef Short Rib Fettucinne
Shrimp and Cucumber Salad
Chocolate Flourless Cake
Crispy Spicy Shrimp
Out Truffle Burger
Spicy Tuna Tartare
Mushroom Rigatoni
Beef Carpaccio

“Our favorite restaurant when we come to Siesta Key. Had dinner last night, my husband had the skirt steak, I had the pork tenderloin..Both were perfection. Be sure to make a reservation.“

4.5 Superb536 Reviews
Sardinia Restaurant Italian • $$$
5770 S Tamiami Trail, Sarasota - 5.62 miles

Customers` Favorites

Sardinian Paella w Fregola Mixed Seafood and Bottarga
Salt Crusted Mediterranean Sea Bass
Linguine Alle Vongole E Bottarga
Salt Encrusted Sea Bass
Mousse Au Chocolat
Gnocchetti Sardi
Chocolate Mousse
Scallop Dinner
Carasau Bread
Veal Chop

“The food at Sardinia is exquisite. The atmosphere is elegant and the owner is very warm and friendly. I highly recommend this restaurant. One of the best in Sarasota! Will be returning there with friends and family many times.“

4.5 Superb321 Reviews
Lucile Pizza & Wine Bar Vegan • $$
1660 Main St, Sarasota - 10.1 miles

Customers` Favorites

Truffle Mushroom Pizza with Walnut Meatball Pizza
Truffled Mushroom Pizza with Meatballs
Truffled Mushroom Pizza with Peppers
Walnut Meatballs with Pastas
Mushroom Walnut Meatballs
Chocolate Mousse Truffles
Truffled Potato Gnocchi
Romaine and Kale Caesar
Buffalo Cauliflower
Tuscan Kale Salad

“Great vegan pizza and regular cheese option for the kiddos! The cashew cheese was yummy! Also, don’t forget to try the fried artichoke app. And the espresso and tiramisu was excellent! We’ll be back for sure! Looking forward to trying it all!“

4.6 Superb71 Reviews
The Fountain Kitchen & Wine Bar Italian • $$
543 S Pineapple Ave, Sarasota - 9.82 miles

Customers` Favorites

Burrata & Prosciutto Salad
Green Machine White Pizza
Turkey Club and Avocado
Spaghetti & Burrata
Classic Margherita
Kale Caesar Salad
Brussels Sprouts
Pizza Margherita
Chopped Salad
Spinach Salad

“Excellent place to relax! Great people, great food.“

4.6 Superb43 Reviews
Farfelu Wine & Cheese Cafe Bar • $$
266 S Tamiami Trail, Venice - 7.43 miles

Customers` Favorites

Charcuterie

“They cook on site, homemade sauces, smiling faces, reasonable prices, all in all I give them a five star rating“

5 Superb8 Reviews
Venice Wine & Coffee Co Wine Bars • $$
201 W Venice Ave, Venice - 7.21 miles

“Nice tables to sit outside. Casual atmosphere. Nice wine selection and beer for the non wine drinkers.“

4.6 Superb19 Reviews
21

TAP 72

TAP 72 Sports Bar • $$
5733 Clark Rd, Sarasota - 5.52 miles

“Our FAVORITE little spot! Everyone is so nice, Bartenders are awesome, bathrooms always clean, lots of TVs, darts, pool table. Thanks for being the best!“

4.5 Superb26 Reviews
The Diamonds Corner Bar Bar • $
1195 U.S. 41 Bypass S, Venice - 8.59 miles

“Nice folks coming in for COLD beers. No drama or loud mouths acting stupid. Clean bathrooms and even though it’s a smoking bar it has a great ventilation system. Friendly bartenders!!“

4.5 Superb4 Reviews
Magnum Wine and Tastings Bar • $$
2300 Bee Ridge Rd UNIT 102, Sarasota - 7.37 miles

“It is an excellent place to meet awesome local winners and is supper-friendly. I have been going here most of the week when I am in town. It is a lovely wine store and “a testing wine bar.“

4.4 Superb7 Reviews
Mama Maria's Pizzeria and Subs Pizza • $
2085 S Tamiami Trail, Venice - 10.81 miles

Customers` Favorites

Steak Bomb Sub Dine in: Yes
Italian Sub Fully Loaded
Meat Lover’S Pizza
Meat & Veggie Pizza
Pizza by the Slice
Small Cheese Pizza
Steak Bomb Calzone
Steak and Cheese
Chicken Bomb Sub
Grilled Chicken

“Best cheesesteak in Florida. Authentic NY thin crust pizza and many other authentic Italian dishes to choose from. Went for dinner with my Mom last weekend and had a huge table of New Yorkers next to us, laughing and talking Boisterously. Found out they were all from Brooklyn and the Bronx. If NY Italians chose Mama Maria's, you know the food is delicious!“

4.4 Superb98 Reviews
Fin & Tonic American • $$
6747 S Tamiami Trail, Sarasota - 4.59 miles

Customers` Favorites

Blackened Shrimp Alfredo
Greek Salad with Salmon
Carrot and Walnut Cake
Scallops and Potatoes
The Fin and Tonic
Salmon and Risoto
Grouper Sandwich
Parmesan Chicken
Deviled Eggs GF
HH Small Nachos

“We went for Burger special Night on Tuesday! Jess was our bartender, she was very attentive! I ordered the Fin & Tonic burger and my husband ordered the Southwest Burger, both came out looking amazing, the French fries were hot and nice and crispy, burgers were great, I was so full I couldn’t finish mine but they were both awesome!!“

4.4 Superb204 Reviews
Fleming’s Prime Steakhouse & Wine Bar Fine Dining
2001 Siesta Dr, Sarasota - 7.8 miles

Customers` Favorites

Calamari Dine in: Yes Outdoor seating: No Takeout: No Delivery: No Curbside pickup: No
Seasonal Featured Lobster Tails with Drawn Butter
Filet Mignon and Lobster Tail
Chipotle Cheddar Mac & Cheese
Miso Glazed Chilean Sea Bass
Chocolate Gooey Butter Cake
Prime House with Shrimp
Filet Mignon Sandwich
Chocolate Lava Cake
New York Cheesecake

“Flemings UTC went over the top in Making sure our 30th Wedding Anniversary celebration was special! Food, Service, and atmosphere was outstanding!“

4.4 Superb228 Reviews
Zebra Lounge Bar & Grill • $
215 Miami Ave W, Venice - 7.25 miles

Customers` Favorites

Margarita Pizza

“Great wine. Beautiful people. good service and good entertainment.“

4.3 Superb36 Reviews
Cafe Venice Restaurant and Bar Bar • $$
101 W Venice Ave, Venice - 7.23 miles

Customers` Favorites

Mediterranean Salad with Grilled Chicken Breast
Crab Stuffed Flounder
French Dip Sandwich
Tomato Basil Bisque
Turkey Sandwich
Pot Roast Dinner
Beef Short Ribs
Salmon Salad
Clam Chowder
Spinach Salad

“One of my favorite places on the Island, Food, Drinks and overall employees are outstanding. Fabulous...“

4.3 Superb117 Reviews
TheWinetoBuy.com Wine Bars • $$
2140 Gulf Gate Dr, Sarasota - 4.64 miles

“This place is awesome! The owner is awesome and super helpful! Came in to get some wine shipping boxes and he hooked me big time in a time of need. Will be back for sure! The little dog is pretty darn cute also.“

3.3 Good10 Reviews
CHAZ 51 STEAKHOUSE Steak House • $$
549 US-41 BYP, Venice - 6.93 miles

Customers` Favorites

Steak and Fried Lobster Tail
Sesame Crusted Ahi Tuna GF
Chaz 51 Shrimp and Grits
Sesame Crusted Ahi Tuna
Flourless Chocolate Cake
Iceberg Wedge blt Salad
Philly Cheesesteak
French Onion Soup
Crusted Scallops
Parmesan Crusted

“My wife and I went here last Friday evening when we were still in Venice: we had a wonderful meal, excellent service & a fun atmosphere we will definitely be back.“

4.3 Superb222 Reviews
1592 | Wood Fired Kitchen & Cocktails Mediterranean • $$
1592 Main St, Sarasota - 10.13 miles

Customers` Favorites

Pulled Lamb on Open Face Pita
Pulled Lamb Open Face Pita
Beet Goat Cheese Salad
Fried Whole Branzino
Farmers Market Hummus
Montreal's Poutine
Zucchini Beignets
Pepperoni Pizza
Grilled Salmon
Spicy Falafel

“Amazing food and staff!! Outdoor dining and inside.“

4.3 Superb664 Reviews
Cafe Gabbiano Fine Dining • $$
5104 Ocean Blvd, Siesta Key - 7.24 miles

Customers` Favorites

Calamari Con Pomodoro - Choice Of
House Pasta with Marinara Sauce
Squid Ink Shrimp Fra Diavolo
Black Truffle Sacchettini
Small Poached Pear Salad
Tortellini Alla Paolo
Bruschetta Di Ischia
Chocolate Lava Cake
Insalata Di Spinaci
Chicken Parmigiana

“Everything was absolutely amazing!! Excellent service, food was delicious!! Hands down a must! We will definitely be back!!“

4.3 Superb746 Reviews
SAN MARCO of Venice Italian • $$
305 W Venice Ave Unit B, Venice - 7.16 miles

Customers` Favorites

Seafood Pasta with Marinara Sauce
Tagliatelle Bolognese Pasta
Risotto Pescatore Bianco
Ossobuco Di Vitello
Chicken Scaloppine
Chicken Parmigiana
Chicken Scallopini
Eggplant Parmesan
Roasted Potatoes
Chicken Marsala

“The food was amazing. But I made a reservation for 8 at 7pm. Walked in and said told them I had a reservation she came over asked me my name then she answered then phone. After she got off the phone I asked if we could please sit outside and she said “ do you really want to do that I would have to move a table” She then said I have you set up in the back and led me to the back and walked away and said ya great in a smart manor. She was walking around talking to everyone so she must be some kinda lead I wouldn’t even call her a manager but yeah with that interaction me and my 350$ dinner bill will not be back.“

4.1 Good143 Reviews
Ruth's Chris Steak House Steak House
6700 S Tamiami Trail, Sarasota - 4.63 miles

Customers` Favorites

Sweet Potato Casserole with Pecan Crust
Chocolate Cake and Cheesecake
Garlic Mashed Potatoes
Chocolate Mousse Cake
Ruth's Chopped Salad
Sizzling Crab Cakes
Lobster Mac & Cheese
Grilled Asparagus
Steak House Salad
Filet & Cabernet

“This is not the quality of Ruth Chris. The server did not refill the water or clean dishes from the table. Lacking very basic service skills. Her helper was not professional either. The filet was good. Garlic mashed potatoes seemed like instant. Not acceptable for Ruth Chris. Salads are not as nice as many previous visits. Blue cheese dressing is still amazing.“

4.2 Good507 Reviews
Cafe Amici Downtown Italian • $$
1371 Main St, Sarasota - 10.2 miles

Customers` Favorites

Prosciutto Di Parma with Marinated Artichoke
Beef Short Ribs and Polenta
Fried Calamari and Shrimp
Beef Short Ribs Polenta
Spaghetti Arrabiata
Eggplant Rollatini
Gnocchi Bolognese
Sea Bass Special
Linguine Seafood
Linguine Clams

“Fantastic food and service!“

4 Good240 Reviews
Chart House Seafood • $$$
201 Gulf of Mexico Dr, Longboat Key - 11.23 miles

Customers` Favorites

Crab Shrimp Mango Avocado Tower
Oysters on the Half Shell
Hot Chocolate Lava Cake
Tableside Mojito Flight
Baked Stuffed Shrimp
Kim Chee Calamari
Shrimp Cocktail
Creamed Spinach
Key West Grouper
Lobster Bisque

“Our waitress was awesome and the food was delicious. I loved the coconut shrimp 🍤 and our drinks were so good!“

3.9 Good1004 Reviews
37

Boca

Boca American • $$
19 S Lemon Ave, Sarasota - 10.15 miles

Customers` Favorites

Heritage and Swine Flatbread
Prince Edward Island Mussels
Yellowfin Tuna Poke Bowl
Braised Short Rib Tacos
Local Farm House Salad
Parmesan Truffle Fries
Flatbread of the Day
Cheese & Charcuterie
Fried Green Tomatoes
Sweet Potato Gnocchi

“Excellent food, atmosphere and staff. Britney is excellent and our new BFF!“

3.8 Good523 Reviews

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