24 Best Wine Bars near Madeira Beach

“Great family owned and operated cigar lounge with premium feel and cigars.“

““Charcuterie? More like Char-cu-dreamy.”

Listen, if I were a mouse with a credit card and refined taste, I would absolutely blow my tiny rodent salary at Lolita’s Wine Market every single weekend. This place is cheese-and-meat heaven, and frankly, it should be illegal to have this much flavor under one roof.

First of all, let’s talk boards. You think you're going in for a cute date night, next thing you know you’re six cheeses deep into The Lola Board wondering if you should text your ex just to show them what they’re missing. (Spoiler: don’t. Just order more prosciutto.)

We went full send with the Gambas al Ajillo and Paella, and let me tell you, I blacked out from joy somewhere between “jumbo shrimp” and “chimichurri.” I came back to consciousness with a spoonful of Fire + Ice ceviche, which sounds like a Game of Thrones spin-off, but instead, it’s ahi tuna with lychee, jalapeño, and a granita that slapped me across the soul.

The dates (not your Hinge match, the edible kind) were stuffed with chorizo and gorgonzola, and I’m still emotionally recovering. Sweet, spicy, creamy, and possibly magical. If Cupid made tapas, this would be it.

Need to feel fancy? Order the Delice de Bourgogne triple cream and say it loudly so the whole patio knows you have impeccable taste and probably own a cheese knife set. Then hit ‘em with a duck mousse port wine pâté chaser because life’s short and pâté is a flex.

Wine? Yes, obviously. Pair it with everything. Pair it with your thoughts. Pair it with that internal voice that says, “Get the pineapple-date chutney too.” (Spoiler: It’s right.)

Pro tip: Don’t skip the spreads. The whipped feta and ricotta were so divine I briefly considered smearing them directly on my face. They come with ciabatta, but I could’ve eaten them with a flip-flop and still been thrilled.

In short, Lolita’s isn’t just a wine bar—it’s a lifestyle. It’s where cheese dreams go to be fulfilled, and where even the dates (again, the food kind) are stuffed with ambition. If you’re not here by sundown with a glass in hand and a beet carpaccio in your mouth, wyd???

I’d give it 6 stars if I could. One for each cheese-induced tear of joy.“

“We booked a wine tasting and charcuterie for Saturday-neither disappointed. They had an excellent selection, both of food and wines to taste. And very affordable. Our Sommelier was phenomenal – a great personality, professional with extensive knowledge, and a fun attitude and personality. Our tour guide was very knowledgeable and kept a great pace when giving us a tour of the winery. Both made the experience excellent. We highly recommend this winery for an afternoon or tour while in Saint Pete. We’ll be back and recommend to friends!“

“Such a great atmosphere and delicious wines!“

“I had my baby shower here after having gone to this place twice before and had great experiences. Alyssa was absolutely amazing before and during my event. She was so accommodating and willing to change things last minute, and even answer my questions late at night/ early in the morning! They were very flexible and reasonable with pricing. We did brunch and mimosas/ sangria, and it was a huge hit! The food was excellent and we even went home with a bunch! I highly recommend this place for your next event or just to have some good wine and food!“

“Fantastic wine , cheese and knowledgeable staff . Highly recommended .“

“This is a near-perfect rooftop location with views of the ICW and Gulf all around you. The ambience is enhanced by the magnificent views and the terrific tapas that is their typical offering. We were very pleasantly surprised by the addition of a Sunday Brunch service which was the best we have had on the Gulf Coast.“

“Great Wine! Great Service! Stopped in Grapes Wine Café the other evening! Such a charming little place! My friend and I shared an order of mussels and a great bottle of Octave Vinho Verde. The bartender, Marianne recommended the awesome wine from Portugal – they have an overwhelming selection of wines! Her knowledge of wine and enthusiasm for the upcoming “new” menu was enough to convince us to go back soon!“

“Buona ristorante (aka Buona pizza) advertises themselves as a classy Italian restaurant. This place is nothing more than a pizza joint. Extremely small inside with paper table cloths that they tear off from a big roll on the back wall. Ordered garlic bread and calamari for appetizer. Garlic bread was OK, calamari was so tough you could not even chew it. My mom's OSSO BUCO ALLA MILANESE (pork shank) was seasoned good, but I could tell it was cooked earlier and then heated up. The outside of the pork was warm, but the middle was stone cold. My wife and I got a Hawaiian pizza. It is thin crust and extremely soggy. Could not even pick up the pizza slice it was so soft. Had a horrible, weird tast me to it, almost like a sour tomato sauce. Barely even ate one slice and left the rest of it there. Went there for birthday dinner, and it was ruined. I guess our first red flag should have been that on a Saturday evening, it was not even busy.“

“Everything was absolutely delicious and each dish was an experience.“

“My wife and I could not string enough adjectives together to describe this place. From the moment you walk in, you can feel the care, thoughtfulness and passion from the owners Zack & Jen. The food speaks for itself, balanced, delicious, creative, and generous. We were lucky to find this place.“

“Exceptional small plates and atmosphere. Staff is extremely attentive and knowledgeable.“

“We ate here 2 nights while staying on the beach this week. The hummus and flatbread along with their house salad for a starter was sooo good. The coconut shrimp was good and the coconut curry snapper was the best fish I have ever tasted and I grew up in Florida. The dish is not sweet and the flavor is amazing along with fish cooked perfect. Don’t hesitate to eat here it was our best meal when in St Pete Beach. Thanks Snappers we will be back!“

“Stopped in for a light dinner last night and was so pleasantly surprised! I started with a cup of shrimp bisque, which was packed with flavor. Then some polenta and shrimp, beautifully presented and even better tasting. I paired everything with a glass of Chardonnay, which rounded out the meal wonderfully. Loved the cozy vibe and friendly service. I’ll definitely be back!“

“We bring our dog Rebel from Naples, 2 &1/2 hours away to His ( and ours) favorite place. I can’t say enough great things about Mutts & Martinis. Attentive & wonderful staff, very clean pool & play area, tasty food & specialty drinks. We’ve been to other dog bars around town and Mutts & Martinis is the best dog place hands down!“

“I absolutely loved my experience at Sip Shop Hooray. My friend, Adrienne Venable, posted about them so I had to go check it out. I found the hat of my dreammmssss that’s very witchy and trendy. Sip Shop Hooray feels like walking into a home with lots of cute clothes. It’s the perfect environment for shopping and hanging out. I had my 11month old with me and the woman working even offered to hold her while I tried stuff on. Amazing place! Great customer service. And the clothes are so cute! Can’t wait to go back“

“Food and service can’t be beat. My family loves it here!“

“Excellent service and staff expertise with regard to wine. Lovely ambiance for wine tastings. The wine tasting selection was thoughtful and several of the wines were superb. Unique selection of smaller vineyards and reasonable prices. We joined a membership program focusing on West Coast wines and the wine tasting was therefore free. We can do a free wine tasting weekly with a monthly membership. Most highly recommend this wine shop.“

“Always enjoy this place when we come to Florida. The clam chowder is so good ! The crab cakes were flaky and delicious, the langostino lobster pasta dish is a must. Everything here is 5 stars but at a 2 star price! Server was also very kind“

“What a perfect spot to share a special night with friends!!!“

“Love going here! The food is always excellent!“

“Fettuccine primavera had a good blend of vegetables, including squash. Sauce seemed buttery and homemade. There was a bit of spice but nothing overbearing or offensive. Bread and salad was good too. Food was still hot when delivered by Doordash on bike.“

“Great place for food and drinks. Just left after having their mile high meatloaf. finished all of it. So good. haven't been disappointed yet. Would highly recommend this establishment. Enjoy!“

“Best coffee in downtown St Pete!“