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New Yorkers 1st Choice
Loved by locals

Relaxing spots with outdoor space in Downtown

You need a patch of open air where you can finally exhale.

Based on 788 Opinions
+785
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Updated May 2026
01
Flute & Dram image 1
Flute & Dram image 2
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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.

Three separate areas offer spots to relax, including comfy sofas outside and sidewalk couches. The atmosphere stays classy yet relaxed with live music playing outdoors.

Outdoor space features a welcoming patio with heated seating and comfy sofas. Live music plays on the sidewalk while guests enjoy cigars and cocktails in a relaxed atmosphere.

People are saying

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

"The outdoor space has great live music and people-watching."

"It's a classy yet relaxed spot for a date night."

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.

02
Cognac image 1
Restaurant

French bistro styled with Parisian charm and elegant decor creates a warm, inviting atmosphere. Covered outdoor seating and a cozy terrace offer relaxed spaces for conversation. The vibe blends bustling brasserie energy with a comfortable, intimate setting.

Relaxed and intimate atmosphere creates a calm vibe. Great for a slow morning or an unhurried brunch.

Outdoor seating offers a charming patio with beautiful decorations. The space suits catching up with friends and allows dogs, making it a nice spot to eat and watch people.

People are saying

"The French Food, especially the Steak Frites, is perfectly cooked and bursting with flavor."

"The outdoor seating is perfect for watching the world go by."

"It's a cute, quaint, and intimate spot with a relaxed vibe."

Good to know

1

Happy hour runs daily from 3-6 PM with great drink and food options.

2

Lollipop lamb chops and shrimp cocktail are $6 each during happy hour.

3

Reservations are recommended for large parties, especially during busy hours.

03
Dracula's Legacy Wine Bar & Bistro image 1

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.

Warm, inviting atmosphere creates a chill spot to unwind. Perfect for relaxing solo or chatting with friends over wine and flatbreads.

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."

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

"Bernadette, the soul of the place, makes you feel like a regular."

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.

04
Hollander Hotel St. Petersburg / Downtown image 1

Boutique hotel with cozy charm and stylish, quirky decor creates a warm, inviting atmosphere. Poolside bar and loungers add a lively, relaxed vibe where people gather comfortably. Rooms offer unique, tasteful design overlooking a pretty courtyard.

Pool bar and pool offer calm spots to unwind. Staff create a comfortable, relaxed vibe while serving amazing food and drinks.

People are saying

"The bar staff here is so friendly and helpful."

"The outdoor space has plenty of seating and dining tables."

"The staff here makes this Relaxing Spot exceptional and genuinely welcoming."

Good to know

1

Trivia night happens every Sunday from 6 to 8 PM.

2

Happy hour offers discounted drinks and food every evening.

3

Pool parties are hosted every Sunday during summer, attracting a lively crowd.

05
Cafe Clementine image 1

Bakery inside a museum with natural sunlight and a spectacular water view creates a warm, inviting atmosphere. Spacious seating and calm music contribute to a peaceful, relaxed vibe. Pastries stand out as creative and exceptional in quality.

Warm and inviting ambiance sets a calm and relaxing tone. Outdoor patio offers a nice spot to unwind with a dog while relaxing music enhances the atmosphere.

Outdoor seating offers a spectacular water view and a patio where you can relax with your dog. Both indoor and outdoor options exist, but arriving early helps secure your preferred spot.

People are saying

"The pastries here are fresh, flavorful, and beautifully presented."

"The baked goods and pastries here are phenomenal."

"It's a cozy spot with delicious, fresh pastries."

Good to know

1

Parking costs an additional $10+ at the cafe.

2

The long line moves really fast during peak hours.

3

The cafe is very handicap accessible.

06
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.

An inviting and relaxed atmosphere makes it feel like a cozy retreat. The patio seating and perfect lighting enhance the experience for unwinding with cigars and cocktails.

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."

"The staff guides you to perfect cigars and beverages at this relaxing spot."

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.

07
The Ale and the Witch image 1

Courtyard with live music every evening creates a chill, welcoming vibe that suits relaxed conversations and community gatherings. Outdoor seating offers a breezy, open atmosphere while a wide selection of local beers complements the friendly crowd.

Outdoor seating and tables create a mellow relaxed vibe. The courtyard offers a pleasant place to unwind.

A very large outdoor courtyard hosts live music every evening, creating a lively atmosphere. Outdoor seating with tables and chairs offers a relaxing environment for enjoying the weather.

People are saying

"They have a great, rotating selection of craft beer."

"The outdoor space has live music every evening."

"I loved the great selection of quality beers on tap."

Good to know

1

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

2

Before 6pm on weekdays, all taps and wine are $5.

3

Each evening features different live music; check the calendar for details.

08
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.

An upscale yet relaxed vibe sets the tone here, making it easy to unwind. The atmosphere stays elegant and chill, perfect for casual outings or small celebrations.

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 a truly relaxing spot with a great, chill atmosphere."

"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.

09
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.

A relaxed atmosphere with a welcoming vibe makes it easy to unwind. House music plays softly, adding to the fun yet calm environment.

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 a great relaxing spot with a vibe that's just right."

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.

10
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 fun and cool vibe makes it easy to unwind here. The bar offers a relaxing beer experience that suits a chill mood.

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 cool relaxing spot with super chill vibes."

"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.

11
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.

Calm and relaxed atmosphere blends with stylish dรฉcor and energetic music indoors. Great indoor and outdoor spaces offer a beautiful, peaceful spot to enjoy drinks or light bites.

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 food and drinks here are flavorful and delicious."

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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