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New Yorkers 1st Choice
Best of St. Petersburg

Wine and fun activities

A glass of wine makes any activity feel a little more like a celebration.

Based on 739 Opinions
+736
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Updated May 2026
01
Dracula's Legacy Wine Bar & Bistro image 1
Dracula's Legacy Wine Bar & Bistro image 2
Dracula's Legacy Wine Bar & Bistro image 3
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Wine bar with a heavy Dracula theme offers both indoor and outdoor seating. Atmosphere combines live music in a courtyard with a unique, fun vibe that welcomes families and dogs. Wine selection features Romanian flights and pairs well with generous, delicious charcuterie boards.

A vampire-inspired atmosphere sets a unique and fun theme. Live music in the adjoining courtyard adds to the memorable experience.

Offers a phenomenal wine experience with an incredible selection that includes unique eastern European wines. The wine list caters to diverse tastes and pairs well with a chill atmosphere and great service.

People are saying

"I loved their great wine selection and recommendations."

"This bar has the coolest, cutest, and spookiest vampire vibes."

"It's a fun, quirky spot with a bold, unique vampire theme."

Good to know

1

Happy hour offers great prices for wine, making it a popular time to visit.

2

They typically have live music outside on Wednesdays, enhancing the experience.

3

Reservations are recommended during busy times, especially around Halloween.

02
Christiane's image 1
Wine bar

Intimate wine bar offers self-serve wine wall and thoughtfully curated plates in a cozy, eclectic space. Atmosphere stays laid-back and inviting, with live music at a comfortable volume. Patio provides a relaxing vibe ideal for sampling diverse wines.

Self-pour machines offer a unique way to sample wines at your own pace. Monday night wine tastings provide a fun group activity to explore different varieties in small sips.

A wide variety of wines suits both newcomers and enthusiasts. Knowledgeable staff help choose great Bordeaux and seasonal selections. Sampling multiple wines without committing to a full glass is possible.

People are saying

"I loved the self-serve wine wall to explore by the glass."

"It felt so cozy and relaxing inside."

"Trying all the different wines in sip quantities was a fun activity."

Good to know

1

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

2

Monday night features free comedy shows, starting at 8pm.

3

Wine tastings occur every Monday night, offering a fun experience.

03
Glass of Life image 1
Art studio

Studio filled with beautiful stained glass pieces offers hands-on art classes where participants create their own designs with step-by-step guidance. Atmosphere stays stress-free and welcoming, encouraging creativity without time pressure. Workshops attract a diverse crowd looking for a fun, unique experience and a sense of community.

Jodi and the team create a festive and fun atmosphere. Workshops offer a unique experience that feels easy and enjoyable.

Wine tasting pairs well with charcuterie here. A wine shop offers a good selection to explore.

People are saying

"The instructors here make the fun activities so patient and engaging."

"I learned about stained glass art and created a unique piece."

"I thought the wine was great."

Good to know

1

The studio provides all materials needed for the class, including glass and tools.

2

Classes are beginner-friendly and designed to be fun and engaging.

3

It's best to schedule classes close together to retain skills.

04
Book + Bottle image 1
Book store

Small bookstore combines curated books with a wine bar and cozy seating indoors and outdoors. Atmosphere stays quiet and classy, with vintage jazz adding to the elegant yet unpretentious vibe. Frequented by those who enjoy sipping wine while browsing or reading in a welcoming space.

Weekly themed flights offer a fun way to try unique wines. Events combine purposeful gatherings with enjoyable activities. The space hosts independent bookstore events that make living more fun.

Selection includes a curated range of wines paired well with coffee. Staff offers expert recommendations to match tastes. The setting encourages enjoying a glass of wine while reading.

People are saying

"This bookstore is adorable, cozy, and magical."

"I found it to be one of the cutest spots for a glass of wine."

"I loved browsing the books and wine here; it's a fun activity."

Good to know

1

Book + Bottle hosts various events, including themed wine tastings and book clubs.

2

Reservations are recommended for special events to ensure a spot.

3

Happy hour features discounted drinks and snacks from 4-6 PM on weekdays.

05
TRY WINE Collective, DRINK+DINE+SHOP image 1

Cozy wine bar offers intimate atmosphere with eclectic interior and unique wine vending machines for sampling rare wines. Warm, relaxed energy suits date nights and casual gatherings. Food complements wine with artisan sourdough and distinctive charcuterie boards.

Discovering new wines and tasting rare bottles creates a unique and fun experience. Interactive wine vending machines offer half-ounce, ounce, or glass servings, adding a playful element to the visit.

An interesting, well-curated wine selection offers rare and hard-to-find bottles for sampling. Staff provide personalized recommendations and help pick perfect wine flights from a variety including reds, whites, old country, new country, and dessert wines.

People are saying

"The staff here is so friendly and genuinely informative about wine."

"Their sourdough pizza was savory and the perfect size."

"I loved the amazing wine selection and pizzas."

Good to know

1

Expect an 18% service fee added to your bill automatically.

2

The wine tasting experience features unique vending machines for self-service.

3

Prices for wine start at $14, with options for small pours.

06
Black Leaf Cigar and Wine Lounge image 1

Spacious, elegant lounge offers live music, high-tech self-serve wine bar, and impressive cigar selection. Atmosphere stays relaxed and stylish, with great ventilation and comfortable seating inside and out. Private VIP areas and a barber shop add unique touches to the experience.

Offers a laidback vibe that makes hanging out easy and enjoyable. Combines classy atmosphere with plenty of fun activities to keep things lively.

An unlimited wine bar offers a self-serve selection with a variety of delicious options. The wine pairs well with the upscale cigar lounge vibe and music, creating a relaxed atmosphere.

People are saying

"The wine staff here makes you feel so welcome."

"The staff makes buying cigars here feel like visiting family."

"It's a classy and fun place with an amazing vibe."

Good to know

1

Reservations are recommended for special events to ensure a spot.

2

The lounge features a self-service wine dispensing system with a diverse selection.

3

Expect a classy atmosphere, ideal for mature guests looking to unwind.

07
Grand Central Brewhouse image 1

Brewery combines spacious indoor and outdoor areas with a huge beer garden and live music that energizes the atmosphere. Decor features a unique mural and classy design, creating a lively and welcoming vibe. The place hosts events and draws a tight-knit crowd enjoying quality craft beer and community gatherings.

Live music plays from Thursday to Sunday, creating a lively atmosphere. Trivia on Tuesdays offers a fun challenge, and the Octoberfest event features great live music and a festive vibe.

Selection includes a solid variety of wines alongside a strong beer lineup. Options satisfy those who prefer wine without overwhelming choice.

People are saying

"I enjoyed the great beer and the diverse selection."

"They brewed many different styles of beer and wine really well."

"The live music made for such fun activities and a lively atmosphere."

Good to know

1

Grand Central Brewhouse is all ages and pet friendly.

2

Parking can be tough, especially on weekends or during events.

3

Free live performances occur several nights a week; check the schedule.

08
Mazzaro's Italian Market image 1
Italian grocery store

Old-fashioned public market with crowded aisles and a marketplace vibe filled with authentic Italian aromas. Sections include a wine and cheese room, fresh pasta counter, bakery, deli, and coffee bar, offering indoor and outdoor seating. Energy is lively, with people enjoying food, wine, and beer on the patio.

Shopping offers a unique and fun experience with many things to delight your taste buds and fancies. The patio adds an extra layer of enjoyment to the visit.

Real Italian wines stand out among the selections. The wine choices complement the Italian groceries and hot food bar offerings.

People are saying

"This market has amazing fresh meats, seafood, and deli options."

"I found any wine I could think of, especially the best from Italy."

"I found the wine tasting event to be so much fun."

Good to know

1

Parking can be difficult on Saturdays due to high visitor volume.

2

The market hosts daily tastings and educational sessions in the wine room.

3

Expect a lively atmosphere with occasional live music on weekends.

09
Outcast Brewing Company image 1

Brewery offers multiple indoor rooms with distinct vibes and an expansive backyard featuring a stage and outdoor bar. Atmosphere stays friendly and welcoming, with live local music regularly enhancing the experience. Spaces accommodate families and pets, providing entertainment options beyond beer, including games and TVs.

Big K Pop events bring lively energy and draw crowds. Live artist performances add entertaining and engaging moments. The brewery offers a gorgeous setting that enhances the fun atmosphere.

An expansive wine selection complements a variety of beers and cocktails. Options range from high-end wines to creative beverages, making it easy to find something for every taste.

People are saying

"They have several smaller private event rooms available."

"This place has a gorgeous vibe and a very cool aesthetic."

"The beer here is amazing, I loved every sip."

Good to know

1

The brewery is kid and pet friendly.

2

They only accept credit cards and do not take cash.

3

Parking is very easy and convenient.

10
Flute & Dram image 1

Bar offers indoor and outdoor seating with a welcoming patio and live music seven days a week. Atmosphere suits whiskey and cigar enjoyment alongside people-watching and socializing. Space includes multiple areas for relaxation and features a classy vibe with a dance floor and scenic views.

Gorgeous views create a fun atmosphere that makes activities here enjoyable. The overall vibe stays lively and engaging throughout.

Selection includes above-average wines alongside whiskeys and cigars. Good spot for sipping wine while watching people.

People are saying

"The drinks here stack up quickly and are excellent."

"The atmosphere here is really fun."

"They have an above-average wine menu."

Good to know

1

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

2

Live music performances occur at 4pm on select days, including 12/8.

3

The bar accepts credit cards and mobile payments, but cash is preferred for tips.

11
Red Thread image 1
Fusion restaurant

Fusion restaurant blends American and Moroccan cuisine in a space with modern, refined decor and a large outdoor patio with cabanas. Atmosphere feels sexy and chill, with cool house music and DJ nightlife enhancing the vibe. Cocktails feature bold, unique flavors that match the moody setting.

Silent disco events with a DJ create a unique vibe. Late nights on weekends offer good fun and lively energy.

Reasonable wine bottle prices make it easy to explore options. A Levantine de Masur wine from Lebanon adds a unique touch to the dining experience.

People are saying

"The food here is inventive, delicious, and beautifully presented."

"The atmosphere and vibe here are really great."

"I found the wine selection here to be amazing."

Good to know

1

Happy hour specials are available for $5 from 4-7pm on weekdays.

2

The DJ starts at 9pm on weekends, enhancing the nightlife experience.

3

Reservations are recommended for groups larger than two or for special occasions.

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