39 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.“

3.3 Good26 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.“

4.8 Superb17 Reviews
Siesta Key Wine Bar Wine Bar • $$
5138 Ocean Blvd Suite C, Sarasota - 7.3 miles

Customers` Favorites

Wine Flight

“Always a good time. Tropical wines.“

4.6 Superb37 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.“

4.5 Superb53 Reviews
The Hive Wine Bar
2881 Clark Rd Unit 21, Sarasota - 5.29 miles

“Another unique find!

Located in a strip center inside a liquor store (Dive wine & Spirits) this was easily the most unique location we’ve dined in over the last several months. We’re always looking for small owner operated restaurants and this one fit the bill with 5 tables seating 32 and a bar that seats 10. The menu varies day-to-day quite a bit and we came on wine & pasta night.

We arrived a little bit early and decided to have a pre-dinner cocktail in the Dive bar. The Dive bar is located in the back of the liquor store and accessed through a sliding freezer door. The bar seats about 10 and there is also a couch and some seating off to the side. It’s a bit dark in the bar, but the boxes stacked floor to ceiling give it a special ambiance and it almost feels like you’re sitting in a speakeasy room that’s a half bar - half storage. The bar menu had a good deal of craft cocktails - pretty unique stuff.

We eventually moved to the Hive which is the restaurant. It’s accessed through a different part of the liquor store and didn’t open till 6 PM. All five tables are high tops with chairs that had backs. Table spacing was good and the noise level was never loud due our meal. Because it was pasta night there were scenes of Italy scrolling on TV screens.

On arrival we were warmly greeted and seated by Michael who would be our waiter. We were never rushed throughout the meal and he would check back often to make sure we’re doing OK.

The menu was one page long and printed for the night. Between the four of us we ordered two appetizers and three different entrées.

The peaches & whipped ricotta was served with focaccia bread. The peaches gave the ricotta a nice flavor. Portion was shareable.

The burrata and prosciutto appetizer came out on a bed of arugula. Nice presentation, good portion and good flavor throughout. also shareable.

I find it hard to pass up a good Bolognese, and this one was unique in that it was cream-based with malfadine pasta. Portion was good and the flavor was outstanding. I finished the entire bowl. Should be noted they make all their own pastas.

Two others ordered the shrimp and scallop Florentine. The portion was nice with lots of shrimp and scallops. Great flavor that we accentuated with some red pepper seeds to give it a little kick.

The last entrée was chicken Milanese with shrimp substituted for the chicken. Great flavor and lots of shrimp.

We did not order dessert. Between the appetizers and the entrées, we were all full. In the future, we would split the appetizers.

Between the unique atmosphere, great service and excellent food we had an enjoyable and memorable evening here at the Hive. I feel like we were lucky to get a reservation. Although the restaurant was not crowded when we were there, I think in the future it will be based on our experience. We also like the fact that the menu varies.“

4.6 Superb14 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

“Andrei! Was an absolutely fantastic waiter. So attentive too! The food was delicious from the French fries and salad to the pizza and pasta. A great experience! A special birthday donut with candles was delivered to our table as well. Highly recommend! Andrei made it more enjoyable too.“

4.8 Superb726 Reviews
The Green Orchid by Michael's On East Wine Bar • $$
Selby Gardens, 1534 Mound St, Sarasota - 9.57 miles

Customers` Favorites

Coconut Curry with Pulled Chicken
Marie's Crispy Goat Cheese Salad
Focaccia Flat Bread Du Jour
Fish Tacos w Onion Rings
Cape Malay Street Tacos
Appetizer Deviled Eggs
Reuben Sandwich
Lobster Rolls
Poke Bowl

“Everything was perfect. Food was delicious and our server (Rebecca) made us feel welcome and answered any questions we had.“

4.2 Good917 Reviews
Roessler's Restaurant Modern European • $$$
2033 Vamo Way, Sarasota - 1.57 miles

Customers` Favorites

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

“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“

4.7 Superb506 Reviews
Namo Izakaya Ramen & Yakitori Japanese • $$
1439 Main St, Sarasota - 10.21 miles

Customers` Favorites

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

“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 Superb192 Reviews
La Dolce Vita Italian • $$
2704 Stickney Point Rd, Sarasota - 5.14 miles

Customers` Favorites

Arugula Salad
Octopus
Burrata
Lasagne
Ravioli
Cannoli
Pierogi

“the food was absolutely delicious 😋 and the staff!!! Magnifico!!!“

4.7 Superb248 Reviews
Figaro Bistro French • $$$
1944 Hillview St, Sarasota - 8.66 miles

Customers` Favorites

Terrine De Foie Gras De Canard
Filet De Boeuf Bordelaise
Sea Scallops and Mussels
Ribeye Steak and Frites
Beans and Potatoes Side
Dover Sole Meunière
Authentic Dover Sole
Cassoulet Toulousain
Chocolate Lava Cake
Boeuf Bourguignon

“Atmosphere great. Owner is wonderful Camille. Waiter is arrogant and never ever apologizes when food doesn’t come out prepared as requested. When an entire plate of steak frites is sent back undercooked doesn’t even offer anything as an apology“

4.6 Superb124 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
Linguine Pescatora
Italian Ice Cream
Octopus on Grill
Chicken Carciofi
Chicken Milanese
Lasagna Emiliana
Chicken Parmesan
Calamari Fritti

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

4.7 Superb208 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 Superb527 Reviews
Bohemios Tapas Restaurant Tapas Bar • $$
3246 Clark Rd, Sarasota - 5.1 miles

Customers` Favorites

Iberoamerican Caprese Bruschetta Gamba Scampi Charcuterie Board
Smoked Salmon Bruschetta Classica
Churrasco Bohemio Con Gallo Pinto
Mediterranean Bruschetta
Pastel De Tres Leches
Bohemios Mix Plate for
Fried Green Tomatoes
Bohemios Mix Ceviche
Manchego Croquettes
Bohemios Churrasco

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

4.7 Superb158 Reviews
Trattoria Bella Napoli Italian • $$
1551 Main St, Sarasota - 10.22 miles

Customers` Favorites

Eggplant Parmigiana
Gnocchi Sorrentina
Cheesecake
Meatballs

“Great good, great service!“

4.7 Superb92 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 Superb125 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
Spinach Salad
Chopped Salad

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

4.6 Superb94 Reviews
Farfelu Wine & Cheese Cafe Bar • $$
266 S Tamiami Trail, Venice - 7.43 miles

Customers` Favorites

Charcuterie
Chardonnay

“Walk into this Gem of a wine bar on the island of Venice and experience wines from Italy, France, Spain. Paired with exquisite food made by the owner Carmel. Enjoy charcuterie boards, pairing dinners, and some exquisite desserts. Excellent restaurant and highly recommended.“

5 Superb19 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 Superb520 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.“

4.6 Superb69 Reviews
Samba Brazilian Steakhouse Brazilian • $$
6115 S Tamiami Trl, Sarasota - 5.33 miles

“How have we missed Samba this past year! The atmosphere, the vibe, the food, the service made for such a pleasant evening. Yvonne, the bartender was very attentive and personable. She made the cocktails to perfection. Food was authentic and good. Dessert was delectable. What a pleasant surprise. We thoroughly enjoyed this experience and will be back soon!“

4.6 Superb57 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.“

4.7 Superb12 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!!“

4.6 Superb11 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.“

4.4 Superb45 Reviews
25

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!“

4.4 Superb56 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

“This place is just amazing!“

4.4 Superb189 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
Chocolate Mousse
Gnocchetti Sardi
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.“

4.4 Superb334 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

“Our server Heather was fantastic! Food was great as always but Heather went above and beyond -best waitress I’ve had in a long time! High quality service and food!“

4.4 Superb394 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.“

3.7 Good12 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...“

4.2 Good114 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 Superb285 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 Superb675 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
Insalata Di Spinaci
Chocolate Lava Cake
Linguine Pescatora

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

4.3 Superb760 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!“

4.1 Good150 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

“Celebrated our anniversary here for the second time and probably will for all to come. The food is absolutely delicious and the steaks are always cooked to perfection. Our waiter William was the best; efficient, personable and engaging; he took excellent care of us. The anniversary desert was delectable. Everyone on staff made our special day truly memorable. Thank you Ruth's Chris Sarasota. See you next year!“

4.2 Good489 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 Good277 Reviews
SAN MARCO of Venice Italian • $$
305 W Venice Ave Unit B, Venice - 7.1 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.“

3.9 Good209 Reviews
Chart House Seafood • $$$
201 Gulf of Mexico Dr, Longboat Key - 11.23 miles

Customers` Favorites

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

“Thank you for such a wonderful birthday dinner … they even put the birthday girls names on the menu ! Attention to detail is amazing .. our service was wonderful and the food even better ! Impressed the 11 year old !“

3.9 Good1009 Reviews
39

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

“Boca blew me away—delicious food, beautiful atmosphere, and top-notch service. Braden was the highlight of the evening. She was friendly, professional, and gave fantastic recommendations. Her attention to detail made the whole experience even better. Highly recommend Boca—and definitely ask for Braden !“

3.8 Good552 Reviews

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