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Guide to Downtown St. Petersburg

Cool date spots

A date spot that feels effortlessly cool rather than manufactured for social media.

Based on 690 Opinions
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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.

Small plates like goat-cheese-stuffed dates, fondue, and truffle flatbreads offer a mix of sweet and savory flavors. The Stuffed Dates stand out with their rich taste that pairs well with wine.

Elaborately spooky decor sets a unique and cool vibe throughout the space. The atmosphere feels distinct and stands out with its unusual style.

People are saying

"I loved their great wine selection and recommendations."

"I thought the vibe here was so cool and unique."

"It's a cozy, gothic-chic vibe, perfect for date spots."

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
Oakberry Acai image 1
Aรงaรญ shop

Small shop with bright natural light and a clean, modern design creates a cozy, inviting atmosphere. Energy feels fresh and lively, attracting those who appreciate authentic Brazilian aรงaรญ and healthy options with unlimited toppings.

Smoothie bowls and smoothies offer a fresh, tasty option for couples. The crunchy acai bowl stands out, and even those who usually avoid aรงaรญ find it appealing.

Interior stays very cool, offering relief from heat. Air conditioning pairs well with tasty treats for a refreshing break.

People are saying

"These smoothies are so fresh and delicious, I'm addicted."

"The acai bowls here are super yummy and tasty."

"I loved their acai smoothies, especially the Very Berry."

Good to know

1

An extra fruit topping costs $1 more, which is not obvious on the menu.

2

The employee has a default gratuity of at least 22-25%, which could lead to extra charges.

3

There are no bathrooms or cups of water available for customers.

03
Voodoo Brewing Co. image 1

Brewpub combines voodoo theme with an open, relaxed space featuring pinball machines and a pool table upstairs. Atmosphere stays fun and social with seating spread across two floors. Crowd enjoys a wide variety of craft beers alongside unique food options like pickle pizza and buffalo wings.

A variety of unique beers like the PB&J sour and Chicago bear offer interesting tasting options. Sampling different brews creates a relaxed and engaging atmosphere for couples.

Pinball machines upstairs add a retro gaming vibe. The voodoo theme from Voodoo Brewing Co. stands out. TVs for sports create a lively atmosphere.

People are saying

"I found the craft beers here to be delicious."

"It's a cool spot with a fun vibe and good beers."

"The bartenders here are super friendly and offer great conversation."

Good to know

1

Karaoke happens every Tuesday night starting at 10pm.

2

Trivia night is on Wednesdays at 8pm with a $5 entry fee.

3

There is a free parking lot behind the building after 6 pm.

04
Birchwood Canopy image 1

Rooftop bar offers spectacular views of the bay and pier with a relaxing, romantic atmosphere. Live music and DJ sets create a lively vibe while skilled bartenders serve memorable cocktails. Seating and lighting enhance the experience despite occasional heat and humidity.

Perfect for a romantic evening or small groups, especially at sunset. Espresso martinis come beautifully crafted and barbacoa wontons are full and flavorful.

A cool bar with food on top of the building offers a vibe like a neighborโ€™s cocktail party with just enough activity. The location itself feels cool and inviting.

People are saying

"I enjoyed the great rooftop view."

"It's a great spot for date nights, especially for sunset views."

"The view from this cool bar is truly blissful at sunset."

Good to know

1

Happy hour runs from 4-7pm on weekdays with special drink prices.

2

Reservations are recommended, especially for rooftop seating during peak hours.

3

A 20% service charge is automatically added to all bills.

05
The Yard Milkshake Bar St. Pete image 1

Ice cream shop offers fun, vibrant atmosphere with a clean, inviting space and unique, Instagram-worthy presentations. The vibe is family-friendly and lively, featuring plenty of room and playful decor. Rich, creamy ice cream comes in many flavors, including dairy-free and vegan options.

Fun suits date nights with a gluten-free friendly menu and a vibe that works for families or friends. The spot offers a casual setting for dessert-focused outings and special treats.

Inside feels very cute and cool, making it a good spot for a hot day. Specialty milkshakes come in cool souvenir jars, and the outside features super cool pictures.

People are saying

"You'll find so many ice cream flavors, it's hard to choose."

"These specialty milkshakes come with cool souvenir jars."

"These date spots have over-the-top, delicious milkshakes."

Good to know

1

Parking can be difficult to find during peak evening hours.

2

Expect to pay around $15 for a standard ice cream treat.

3

The establishment is air-conditioned, providing a cool respite from the heat.

06
Cane & Barrel Rooftop Bar image 1

Rooftop bar offers breezy atmosphere with gorgeous downtown views and small fire pits for warmth. Music ranges from live melodies to DJ sets, creating a vibrant vibe. Drinks feature high-end aged rum and creative cocktails, complementing a menu with standout tacos and appetizers.

A rooftop bar offers a chill vibe for date nights and a lively spot for brunch with friends. It suits both relaxed evenings and fun daytime outings.

A chic rooftop bar offers a cool vibe with a refreshing Key lime cider perfect for the weather. The bar shows potential and the server adds to the cool atmosphere.

People are saying

"The outdoor seating offers flavorful empanadas and refreshing cider."

"The rooftop Date Spots have amazing views and a charming atmosphere."

"I thought the rooftop was a really cool spot."

Good to know

1

Reservations are required due to the venue's popularity.

2

Private events can reserve the rooftop area, limiting availability.

3

The venue is suitable for girls' night or happy hour gatherings.

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Downtown, St. Petersburg

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