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Chill spots with outdoor space in Downtown

Made for those who need to breathe fresh air to clear their head and refuse to be confined by four walls when they are trying to unwind.

Based on 702 Opinions
+699
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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 chill vibe sets the tone for relaxing with family and friends. Glasses of wine and flatbreads complement easy conversations in this unwind spot.

Outdoor space features a patio with live music that suits dogs and families. Seating includes limited indoor spots and a few small outdoor tables with a nice ambiance.

People are saying

"I loved their great wine selection and recommendations."

"It's a chill spot with a great vibe and cool atmosphere."

"The outdoor space has live music, especially on Wednesdays."

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
Cigar Paradise Royal Lounge image 1

Cigar bar offers indoor and outdoor seating with excellent smoke ventilation and sophisticated decor. Atmosphere feels cozy and classy, inviting relaxed conversation and long stays. Wide selection of cigars and top-quality whiskey create a distinctive experience.

Atmosphere stays chill but classy, perfect to unwind. It offers a spot to savor cigars while enjoying a meal.

Huge couches and plenty of seating create a spacious outdoor lounge. Comfortable spots invite hanging out while enjoying the weather and sights.

People are saying

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

"It's a sophisticated lounge with a great atmosphere for unwinding."

"It's a super chill spot to smoke cigars with a great selection."

Good to know

1

Customers can bring lunch from next door to enjoy while smoking cigars.

2

The lounge has a well-stocked walk-in humidor with a wide selection of cigars.

3

Expect to pay $3 for a large ice cube with your drink.

03
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.

Upscale yet relaxed vibe fits casual outings or drinks. Atmosphere stays chill and intimate without feeling overly romantic. Casual dress works fine.

Outdoor space features a patio bar and lounge with a Florida vibe. Lounge chairs surround a fire pit where drinks are served promptly.

People are saying

"I enjoyed the great rooftop view."

"It's so chill here, the atmosphere just makes you want to linger."

"The outdoor space offers incredible water views."

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.

04
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.

Atmosphere feels lively and inviting with a fun vibe. Unique music and art add to the chill setting.

An outside bar option offers seating both indoors and outdoors. The space includes a pool table, chess, video games, and a lounge upstairs, blending indoor and outdoor vibes.

People are saying

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

"It's a fun and lively place with ping-pong and pinball."

"You'll love the great frozen drinks in the Outdoor Space."

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.

05
Daycation Coffee image 1
Coffee shop

Mini getaway with Asian-inspired beverages and intentional design creates a serene, cozy atmosphere. Space is compact with limited seating, often feeling tight when busy. Unique ceramic cups and authentic aesthetics set it apart from typical coffee shops.

Vibes feel chill and welcoming with a quiet atmosphere. The spot suits studying or relaxing solo or in pairs.

People are saying

"I thought the coffee here was amazing and delicious."

"The handcrafted drinks here are creative and beautifully executed."

"It's a nice chill place to relax and get work done."

Good to know

1

There is no bathroom available for customers.

2

Expect very limited seating inside and outside.

3

Quick and easy street parking is available nearby.

06
Tryst Gastro Lounge image 1

Lounge offers indoor and outdoor seating with a spacious outdoor bar and live music including DJs and musicians. Atmosphere stays chill and hip, attracting an upscale crowd for casual nights or post-work relaxation. Music and vibes remain on point, complemented by craft cocktails and a trendy setting.

The lounge offers a very chill vibe with a comfy space perfect for unwinding. It suits both casual nights and lively evenings with house music setting a relaxed tone.

Spacious and unique outdoor seating includes comfortable sofas that invite relaxation. A single server manages the busy outside area, adding a personal touch to the vibrant outdoor bar atmosphere.

People are saying

"The food and drinks here were fantastic."

"The outdoor space has a really chill vibe and is great for people watching."

"It's the perfect chill spot to unwind after work."

Good to know

1

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

2

Taco Tuesday offers great deals on tacos every Tuesday.

3

No reservations are needed to get a table.

07
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 laid back vibe sets the tone here, making it easy to unwind. The atmosphere stays consistently chill, fitting for both relaxed dates and casual brunches with friends.

A rooftop patio offers a nice spot to relax with a view. An outside patio hosts a DJ sometimes, adding to the vibe. Tables can be reserved ahead for outdoor seating.

People are saying

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

"The food and drinks here are amazing."

"The indoor vibe here is vibrant, relaxed, and perfectly chill."

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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