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Top picks in Florida

Wine and fun activities

You prefer your wine with a side of movement rather than just sitting at a bar.

Based on 838 Opinions
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Updated June 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
Chocolate Museum & Cafe image 1

Chocolate shop combines interactive museum with chocolate sculptures and wine pairings. Cozy, chill atmosphere invites relaxed tasting and exploration. Visitors sample freshly made chocolates and enjoy unique flavors in a beautifully decorated space.

Wine and chocolate pairing stands out as a unique and pleasant experience here. Guided tours include tastings that highlight this combination.

People are saying

"I found Dave to be a great, knowledgeable chocolate guide."

"The tour guides here are so informative and funny, making it a fun activity."

"The wine guide was so knowledgeable and made the tasting interesting."

Good to know

1

Tours of chocolate sculptures occur every hour and require an additional fee.

2

Wine and chocolate pairing experiences are available for an additional cost.

3

Free chocolate tastings are provided at the end of the tour.

03
Florida Orange Groves Winery image 1

Winery offers a cozy lounge with comfortable seating and a beautifully curated decor. Atmosphere feels welcoming and relaxed, encouraging exploration of dozens of fruity and sweet wine flavors. Guests often enjoy pairing tastings with a charcuterie board in a clean, inviting space.

Spur of the moment wine tastings offer a fun and engaging way to spend time. Friendly guides keep the drinks flowing and conversations lively, making the experience both knowledgeable and enjoyable.

Wines here focus on fruity flavors with a standout Honey Wine that draws visitors from hours away. Tastings come with expert guidance through each pour, making the experience both fun and informative.

People are saying

"The staff here is so friendly and knowledgeable about the wine."

"Greg made the wine tasting fun and was a pleasure to talk to."

"The staff here is so friendly and knowledgeable, it's a truly relaxing spot."

Good to know

1

The winery offers free tastings, making it a budget-friendly option.

2

Expect a variety of wine flavors, from sweet to dry.

3

The bathroom is not fully accessible for those with mobility issues.

04
Cheeseology image 1
Cheese shop

Bright, airy space combines industrial cool vibe with a well-organized class studio and a charming retail area. Atmosphere blends fun learning with cheese trivia, puns, and encouragement, creating an engaging environment. Classes focus on hands-on cheese and pizza making, paired with fantastic wine flights.

Classes feature an informative instructor who keeps the session fun and engaging. This activity offers a unique experience that stands out from typical options.

Wine flight offers a variety of options paired with top-notch cheese and charcuterie. The selection includes good wine and beer choices that complement the cheese well.

People are saying

"Making cheese and pizza for a date night was a fantastic experience."

"I had a super fun experience learning to make cheese."

"I enjoyed a wine flight with my class."

Good to know

1

Reservations are recommended for all classes to ensure a spot.

2

Classes typically last about 1.5 hours, providing ample time for learning.

3

Participants can create their own pizzas during the pizza-making class.

05
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.

06
Aspirations Winery image 1

Winery features a large, beautifully decorated space with cute hanging lights and plenty of tables. Atmosphere stays chill and inviting, often enhanced by live Latin music and occasional comedy shows. Guests enjoy excellent wines, including sangria on tap and dessert varieties, alongside delightful finger foods and charcuterie.

Tasting sessions offer loads of fun and lively interaction. Music bingo and other fun events keep the energy high and engaging.

Selection includes unique wines and sweet dessert wines like Toasted Caramel. Wine tastings offer a variety of excellent options to enjoy.

People are saying

"The wine here was amazing and enjoyable."

"It's an amazing gem for date spots with friendly staff."

"I found the tasting to be loads of fun."

Good to know

1

Tours and tastings are available at the winery.

2

Live music happens on Fridays and Saturdays.

3

Trivia night is every Tuesday from 7-11pm.

07
Ybor City Society Wine Bar image 1

Tiny indoor space offers cozy seating while a large outdoor patio provides room to enjoy sights and sounds. Atmosphere stays intimate and inviting, perfect for relaxed evenings with friends. Frequented by those who appreciate extensive wine selections and exceptional charcuterie boards.

Wine club nights offer a fun and educational experience with detailed insights into each wine. Knowledgeable hosts create a lively atmosphere for engaging social times.

Wine tastings feature varied selections from Spain and Italy with detailed guidance on acidity and food pairings. Hosts provide in-depth knowledge and introduce many new wines, creating an engaging tasting experience.

People are saying

"The wine host was so knowledgeable and fun."

"The staff's recommendations for Charcuterie were amazing and knowledgeable."

"I learned so much about wine during this fun and educational experience."

Good to know

1

They offer a wine tasting course every Wednesday.

2

Thursday night features a special date night offer.

3

Expect a lively atmosphere during wine club nights on Wednesdays.

08
Barrel Wine & Cheese Wine Bar and Restaurant image 1

Cozy wine lounge with unique wine dispensers offers a relaxed, speakeasy vibe and upscale decor featuring various nooks. The atmosphere stays chill and welcoming, attracting those who enjoy tasting diverse kosher wines in a comfortable setting.

Wine vending machines offer a fun and unique way to explore different wines. These dispensers make tasting many types of wine easy and relaxing without buying a full bottle.

Kosher wines stand out with a unique and diverse selection. Wine dispensers offer a fun way to sample many varieties, creating a relaxed tasting experience.

People are saying

"The food here is delicious, unique, and incredibly tasty."

"I found the wine and cheese here to be superb."

"The wine tasting machines are a fun way to explore different wines."

Good to know

1

Reservations are recommended, especially on weekends.

2

Expect higher prices for food and wine compared to typical dining options.

3

The restaurant is kosher, catering to dietary restrictions.

09
AmFund (American Fundraising Foundation) image 1

Luxury accommodations feature stunning views, rustic stone architecture, and unique local charm. It offers customizable itineraries with smooth logistics and personalized tours. The atmosphere balances relaxing elegance with well-planned adventure.

Wine tastings offer a rich variety and pair well with meals. Lunches often include local wines that enhance the social experience.

People are saying

"The hotels I stayed at were great and perfectly located."

"The outings, like the food tour, were really fun."

"The wine tastings were incredible and a great social time."

Good to know

1

The Bush Braai event offers a unique outdoor dining experience.

2

The Golden Circle tour showcases Iceland's stunning natural wonders.

3

Lunch and wine tasting in Sorrento are included in the Pompeii tour.

10
Mellow Grapes Miami image 1

Wine bar offers a cozy, vibrant atmosphere with live music, karaoke, and comedy shows creating an engaging vibe. Attention to detail shapes a beautiful, unique space ideal for gatherings and date nights. Regular entertainment and a diverse drink selection add to its distinctive appeal.

Wide selection of wines stands out, with options that pair well with tapas. Staff is friendly and knowledgeable, serving drinks promptly and engaging about wine. The vibe feels like a cozy, chic European wine bar rather than a typical local spot.

People are saying

"It's a great spot for date night with an amazing wine selection."

"I enjoyed the great selection of wine and some bites."

"The karaoke sound quality and song selection made for an unforgettable experience."

Good to know

1

Reservations are recommended for special events like comedy nights.

2

Karaoke night happens every Thursday at 10pm with a two-drink minimum.

3

The venue hosts live music and comedy shows on different nights.

11
Dracula's Legacy Wine Bar & Bistro Tampa image 1

Bar with a vampire theme and unique decorations creates a chill atmosphere with phenomenal live music. The space feels casual and cool, attracting those who appreciate distinctive aesthetics and a relaxed vibe. Neon signs add visual interest and photo opportunities, enhancing the overall experience.

Festive and unique concept create a fun atmosphere. Bartenders are accommodating and specialty nights add to the experience.

An outstanding wine selection features a large list including unique flights like Romanian wines. Service includes attentive bartenders who offer detailed recommendations and friendly conversation even when busy.

People are saying

"This bar's spooky, gothic vibe is totally immersive."

"I was really impressed with the wine selection here."

"The drinks here are great and it's a fun spot."

Good to know

1

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

2

Trivia night happens every Tuesday at 8pm with a $5 entry fee.

3

Ladies night on Tuesdays offers a 20% discount for women.

12
HOUSE OF FOOD PORN image 1
Asian fusion restaurant

Small dining space seats about 12 people, creating an intimate vibe that encourages socializing with others. Atmosphere blends cozy warmth with an energetic yet relaxed mood, making it feel like a gathering at a friend's house. Decor reflects the chef's personality, adding unique character to the experience.

An interactive dining experience features unique presentations and inventive food that make meals engaging and fun. Servers bring dishes with a creative flair that adds to the enjoyment.

House wine stands out as exquisite and is included in most packages. Every pour maintains high quality, with attentive service keeping glasses filled above half consistently.

People are saying

"The food was creative, delicious, and unlike anything I've ever had."

"The wine pairings with each course were a delightful surprise."

"It's like dinner and a show, a truly unique experience."

Good to know

1

Reservations are highly recommended due to limited seating capacity of 16-20 guests.

2

Parking is not advisable for sports cars; consider using Uber instead.

3

The restaurant offers an interactive dining experience with unique courses.

13
The Tasting Room image 1

Small, charming room with jazz music and wine decor creates an intimate, cozy vibe. Warm, inviting atmosphere suits private tastings and relaxed gatherings. Expert guidance enhances the experience with a well-curated wine selection.

The place offers a tremendously fun experience that combines learning with enjoyment. Activities here are super fun and engaging, making it easy to have a great time while discovering new things.

The wine tastings feature a spectacular array of excellent wines paired with accessible explanations that deepen understanding. Private tastings offer intimate settings with personalized recommendations and engaging commentary.

People are saying

"Jon explained the wines so knowledgeably, making it an amazing experience."

"The wine selection is so well-curated, with bottles from all over the world."

"These fun activities are super knowledgeable and tremendously fun!"

Good to know

1

Reservations are recommended for private tastings to ensure availability.

2

The Intro to Bordeaux wine tasting experience is a popular choice for beginners.

3

Private events can be customized to fit the group's preferences and size.

14
Juice Wine Bar image 1

Cozy vintage lounge with curated decor and dim lighting creates a moody, romantic atmosphere. Guests enjoy hand-made charcuterie boards paired with wine in a space designed for privacy without isolation. Live music and a spacious, covered patio add to the relaxed, uplifting vibe.

A thoughtful and diverse wine selection offers options for everyone. The setting is moody and cozy, perfect for enjoying a glass with conversation or a book.

People are saying

"This wine bar's atmosphere feels like a cozy vintage lounge."

"The charcuterie boards here are beautiful and delicious."

"The staff here are so warm and friendly, making it a fun place to be."

Good to know

1

Juice hosts trivia nights every Wednesday at 7pm with a $5 entry fee.

2

Drag brunch takes place every Sunday from 11am to 2pm, reservations recommended.

3

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

15
480 N Wine Bar image 1

Bar offers live jazz saxophone and a curated art-filled interior with moody lighting that creates a classy, sexy vibe. Outdoor seating overlooks a lively village scene, perfect for people watching. Champagne and sparkling wine selections stand out alongside small, elegant food options.

Live music creates a sexy and fun atmosphere while a great selection of wines and wine-based cocktails adds to the enjoyment. Servers offer champagne tastings to make the experience more interactive.

Exceptional champagne and sparkling wines come by the glass alongside a great assortment of wines and wine-based cocktails. The selection includes semi-sweet red wines and offers a top notch variety for sharing and relaxing.

People are saying

"They have a great selection of champagne and sparkling wines."

"They have a great selection of wine and champagne."

"The vibe here is immaculate and relaxing."

Good to know

1

Reservations are recommended for larger groups to ensure seating.

2

The bar has a strict no-kids policy after 5pm.

3

Parking is accessible and available nearby.

16
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.

17
Painting with a Twist image 1
Painting studio

Spacious studio combines live music and art instruction to create a relaxed, lighthearted atmosphere. People of all ages join for fun, therapeutic painting sessions with a welcoming vibe. Hosts encourage participation and laughter, making it ideal for casual group activities.

Interactive painting sessions led by Kevin keep everyone engaged. Arthur and Ariel add to the fun with their great energy.

Sessions include wine drinking that pairs well with painting activities. Guests often bring or enjoy a bottle of wine alongside appetizers during creative events.

People are saying

"Kevin's art instructions were patient, accurate, and helpful."

"The instructor Kevin made our fun activities patient and easy."

"It's so much fun drinking wine while you paint."

Good to know

1

Painting with a Twist is great for birthday parties and team-building events.

2

The venue is suitable for all ages, from kids to seniors.

3

Everything is organized and ready when you arrive for your event.

18
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.

19
Pummarola Pizzeria Napoletana image 1

Small pizza restaurant with authentic wood-fired brick oven and half-Fiat 500 decor creates a warm, inviting atmosphere. Outdoor patio offers a pleasant dining experience alongside Italian beers and wines. The vibe feels like a local slice of Italy with pizza making classes adding to the experience.

Making the dough stands out as a hands-on activity that adds to the fun. The pizza class offers a creative and engaging experience for anyone interested in cooking.

Tasty wine is served, often enjoyed during activities. Guests learn about the business history while sipping a nice glass and can take home dough with pizza-making instructions.

People are saying

"I found the pizza making class with Ivan to be amazing."

"The pizza making class was a super fun, hands-on experience."

"I enjoyed a cup of wine during the fun pizza making class."

Good to know

1

The pizza making class costs $35 and includes take-home pizza dough.

2

Monday offers a $6 margarita pizza special.

3

Tuesday features a $6 Nutella pizza deal.

20
Chocolate Kingdom image 1
Chocolate shop

Chocolate shop combines museum-like displays with a factory tour featuring a ceiling-mounted conveyor and interactive chocolate-making activities. The atmosphere is cozy and welcoming, with a strong chocolate aroma and a family-friendly vibe. Visitors can enjoy custom chocolate bars, samples, and chocolate wine and beer pairings.

Tours combine fun and education with a focus on chocolate. Activities offer a unique experience that is enjoyable without being exhausting.

Four different wines come paired with four pieces of chocolate for a wine and chocolate tasting. The pairing offers a delicious experience that complements the tour.

People are saying

"I loved learning about the history and process of chocolate here."

"The chocolate factory tour was a fun and interactive journey."

"The wine and chocolate pairing was so delicious and fun."

Good to know

1

The tour includes trivia questions, fun facts, storytelling, activities, and chocolate samples.

2

Wine and chocolate pairings are available for an enhanced tasting experience.

3

The custom chocolate bar activity is a popular choice among guests.

21
Blue Jay Listening Room image 1
Live music venue

Small, dimly lit music lounge with intimate seating and eclectic decor creates a cozy atmosphere. Live performances feature world-class jazz and jam sessions with close stage proximity to the audience. The venue offers a comfortable bar serving beer, wine, and creative cocktails.

Spontaneity and joy from the musicians create a lively atmosphere. The venue feels fun yet chill, with a hospitable host adding to the friendly vibe.

Small, darkly lit space with a cozy bar serves a great selection of wine alongside beer and cocktails. The wine list stands out as a key feature here.

People are saying

"It's a small, intimate space perfect for a date night."

"The intimate setting makes for great fun activities and genuine atmosphere."

"The wine here is served in a cozy, intimate space."

Good to know

1

Jazz night occurs every Tuesday with a $10 cover charge.

2

Open mic nights on Tuesdays allow audience members to perform.

3

The venue does not serve food, so plan to eat beforehand.

22
Beer Spa image 1

Private spa suites combine beer on tap, infrared sauna, and hot tub for a unique relaxation experience. Atmosphere stays intimate and tranquil, with modern, clean design and customizable music. Rooms often feature beautiful decorations enhancing the cozy, luxurious vibe.

Offers a unique spa experience with a Beer Spa that combines relaxation and fun. The atmosphere feels cool and relaxing while providing something different from typical spa activities.

Tasting includes all options on site with wine and sangria available alongside beer on tap.

People are saying

"The beer here was delicious and outstanding."

"It's a really unique and fun experience."

"This wine spa experience was fun, unique, and relaxing."

Good to know

1

Reservations are recommended for special occasions like birthdays or anniversaries.

2

The spa offers additional decoration packages for special events at an extra cost.

3

Wine, sangria, and mimosas are available for an additional charge.

23
VILLA ROMANA Italian & Romanian Restaurant image 1

Italian restaurant offers dim lighting and live jazz music creating a romantic, elegant atmosphere. Beautiful outdoor dining areas include a covered patio and street terrace. Authentic Romanian dishes and smoked cocktails add unique flavors to the experience.

The atmosphere stays fun and lively with events like Tuesday karaoke adding extra entertainment. Food comes at great prices, making it a solid spot for a fun night out or special occasion.

Typical Romanian wine features prominently alongside a great choice of wine and brandy. The wine pairs well with the food and dessert, supported by attentive service.

People are saying

"The dinner spots here offer authentic Romanian and Italian flavors."

"The food and live music here are amazing."

"I loved the delicious food and wine here."

Good to know

1

Karaoke night happens every Tuesday with a two-drink minimum.

2

Live music is featured every Friday and Saturday night.

3

Daily specials are available, offering great value.

24
Through The Vine Wine Bar image 1

Wine bar offers cozy indoor and outdoor seating with beautiful decor and a warm, attentive atmosphere. Live DJ adds to the relaxing vibe while sommeliers assist with a diverse, high-quality wine selection. Food includes fresh bruschetta and flatbreads that complement the drinks well.

Trivia night stands out as a key fun activity here, with knowledgeable hosts and a lively crowd. The event offers a chance to engage with challenging questions and enjoy a social atmosphere.

A sommelier helps pick the best wines from an impressive wine list. The staff knows the menu well and offers great wine suggestions alongside small plates.

People are saying

"The wine recommendations here are amazing and so knowledgeable."

"The atmosphere here is so cozy and inviting."

"Trivia night is a really fun activity here."

Good to know

1

Happy hour runs from 4-6pm with discounted wine and small plates.

2

Trivia night occurs every Wednesday at 7pm with a fun crowd.

3

Reservations are recommended, especially for trivia nights.

25
Rebel Wine Bar image 1
Restaurant

Small, intimate wine bar with a Gatsby feel and cute decor including a jukebox. Atmosphere is elegant and lively, enhanced by live music from talented performers. Offers cheese and charcuterie boards alongside a varied wine selection in a relaxed, dog-friendly setting.

A relaxing vibe sets the tone for fun here. Friendly staff like Simone make the experience welcoming and enjoyable.

A terrific selection of wines pairs well with delicious tapas and finger food. Knowledgeable sommeliers guide wine choices, creating a cozy, jazzy vibe perfect for tasting flights or a relaxed date night.

People are saying

"The wine staff here is so friendly and knowledgeable."

"It's such a cozy spot with a cute decor."

"The staff here make the fun activities so enjoyable and easy."

Good to know

1

Happy hour runs from 4-7pm Monday through Saturday with buy-one-get-one-free wine by the glass.

2

Wine tastings are available and feature selections led by a winery.

3

Bridal Bash sip and paint events are hosted regularly.

26
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.

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