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Fun activities and date spots in Waterfront Arts District

Made for those who prefer their dates to involve active participation rather than just sitting across from one another.

Based on 911 Opinions
+908
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Updated May 2026
01
Ruby's Elixir image 1
Ruby's Elixir image 2
Live music bar

Small venue combines live music six nights a week with a connected cigar bar offering a wide selection of cigars and cocktails. Dark lighting and vintage instruments create a speakeasy vibe that feels like stepping into another era. Regulars enjoy jazz and expertly crafted drinks in an intimate, lively setting.

A super fun atmosphere fills the space with live music that keeps energy high. People come to dance, relax, and let loose in a genuine vibe.

Lively atmosphere with great music sets a fun tone. Staff provide extra mile service to make celebrations special. Drinks include notable old fashioned cocktails.

People are saying

"The live music here creates a heavy, lively, and electric atmosphere."

"It's a fun place with great vibes and music."

"It's a great spot for date nights with amazing live music."

Good to know

1

Expect live music every night, with jazz performances on Thursdays.

2

Happy hour runs from 4pm to 8pm, but days are not specified.

3

Smoking is allowed inside, which may not suit all guests.

02
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.

Great vibes set the mood for date night with a cocktail and cigar selection that stands out. A husband and wife team runs the lounge, adding a personal touch to the experience.

People are saying

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

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

"The ambiance here is beautiful and sophisticated, perfect for date spots."

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.

03
Welcome To The Farm image 1

Country-themed bar offers live country music and a lively dance floor with multiple large bars and two outdoor spaces. Atmosphere stays excited and accommodating, drawing a crowd that enjoys great music and energetic vibes.

Good drinks mix with a fun atmosphere. A super fun and interactive band keeps the energy high.

Welcoming atmosphere makes it easy to enjoy time with a partner. Many couples find it a spot to connect and relax together.

People are saying

"The bartender, Blue, was super personable and always on point with drinks."

"I found the farm to be very fun, especially with the bands playing."

"The bartenders here are so nice and personable."

Good to know

1

There is a $10 cover charge on weekends.

2

Veterans receive free entry to the bar.

3

Karaoke night happens every Saturday with a fun atmosphere.

04
Good Night John Boy image 1

Bar offers a 70s throwback theme with a huge colorful dance floor and multiple bars including an upstairs loft bar. Music features disco and 80s hits with a lively DJ keeping the energy high. Guests enjoy cocktails served right on the dance floor and a vibrant, fun atmosphere throughout.

Bright, vibrant atmosphere with a strong 70s vibe creates a fun and lively setting. Great for enjoying time with friends and having a good time.

Offers a dance spot that appeals beyond the typical young crowd. Hosts special occasions like birthdays, Christmas, and Valentine's Day, making it suitable for date nights.

People are saying

"This nightclub has a fun, lively dance floor and great music."

"The upstairs bartender Danny made it so fun with his bubble gun!"

"Danny the bartender makes the best drinks for your date spot."

Good to know

1

Getting there before 8:30 pm is recommended to avoid a long line and over an hour wait.

2

Veterans can enter for free at the venue.

3

Expect a packed crowd, especially on weekends.

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.

Cozy and fun spot with a relaxed energy makes it great for a date night. Offers a casual vibe suited for drinks and snacks during a happy hour or a laid-back evening.

People are saying

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

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

"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
Tequila Daisy image 1

Bar with extensive tequila library covering walls and eclectic decor creates a visually impressive setting. Energetic atmosphere thrives with live DJ and dance floor, fostering a lively vibe. Space balances modern fun with intimate areas, attracting groups and date nights without feeling overcrowded.

Walls showcase a seriously extensive Tequila library that sets a lively tone. A fun dance floor and eclectic decor create a cozy, modern vibe perfect for dancing and tequila tasting.

Offers a perfect spot for date nights with a lively atmosphere. Welcomes couples and groups looking for a fun, relaxed evening after events.

People are saying

"The bartenders here craft creative and flavorful cocktails with precision."

"The drinks here are out of this world delicious and creative."

"The vibe here is so fun, with a great DJ keeping the energy going."

Good to know

1

Happy hour runs Monday to Friday from 4:00 pm to 7:00 pm with discounted drinks.

2

There is no food available, so eat before visiting.

3

Seating is limited, and there is no table service.

07
Saigon Blonde image 1

Vietnam War-themed bar with immersive decor recreates Saigon streets using artifacts and posters. Small, crowded space fills with house music and live DJ beats, creating a vibrant dance atmosphere. Drinks feature Asian-inspired cocktails and unique options like hemp and THC seltzers.

A DJ spins music that gets most people dancing in a lively, fun vibe. Creative drinks add to the energetic atmosphere where groups enjoy themselves.

People are saying

"The vibe here is so cool and welcoming."

"The DJ kept the beats going for some really fun dancing."

"It's a really cool spot with a great vibe."

Good to know

1

They started charging a cover at Saigon Blonde.

2

Parking is available at garages a few blocks away, with limited street parking.

3

Saigon Blonde operates as a nightclub at night.

08
Jannus Live image 1
Concert hall

Open-air concert hall with outdoor courtyard and excellent acoustics offers a lively atmosphere filled with packed crowds and great sound quality. Multiple bars serve drinks while pizza is the main food option. The venue combines unique design with clear sight lines and a vibrant nightlife energy.

Concerts offer a close proximity to the band and a lively atmosphere. The beer girls add a sweet and fun touch, making the environment engaging and enjoyable for those who can stand throughout.

Offers a beautiful date night setting with attentive staff and security who provide helpful support during emergencies. The venue also hosts weddings, adding a special touch to romantic occasions.

People are saying

"It's an awesome outdoor venue with great sound."

"It's a fun venue with a lively atmosphere and great sound."

"The staff's quick help during emergencies made our Date Spots experience great."

Good to know

1

There is no re-entry allowed at Jannus Live during events.

2

Parking in the area can be expensive, but there are garages nearby.

3

Entry is on a first come, first served basis for concerts.

09
Crafty Squirrel image 1
Sports bar

Sports bar with over 17 big screens and an outdoor seating area offering views of high-rise buildings. Atmosphere is lively and fun, with a dance floor and DJ playing emo and rock music. Crowd enjoys dancing late at night and watching games, creating a laid-back but energetic vibe.

Lively and fun atmosphere makes it great for hanging out. The vibe stays upbeat and engaging throughout.

Pairs well with Chardonnay and oysters for a relaxed evening. Offers a casual vibe suitable for a pre-game stop or a quiet night out.

People are saying

"This dance spot has a great atmosphere and plays a good mix of music."

"The oysters here are great for Date Spots."

"I loved going to nugget bingo every Thursday."

Good to know

1

Karaoke happens every Wednesday night, attracting a lively crowd.

2

Happy hour offers $1 oysters daily from 3 to 6 PM.

3

Taco Tuesday features $3 tacos with chicken or pork options.

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Waterfront Arts District, St. Petersburg

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