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New Yorkers 1st Choice
Best of Downtown

Relaxing spots with fun activities

A day off feels complete when there is a way to unwind while staying busy with something engaging.

Based on 739 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.

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

A vampire-inspired atmosphere sets a unique and fun theme. Live music in the adjoining courtyard adds to the memorable experience.

People are saying

"I loved their great wine selection and recommendations."

"It's a fun, quirky spot with a bold, unique vampire theme."

"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.

02
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.

Patio offers a variety of wines and a chill vibe on sunny days. The bar feels cozy and laid-back, great for unwinding or quiet evenings with friends.

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.

People are saying

"I loved the self-serve wine wall to explore by the glass."

"The patio is a chill, relaxing spot with great wine."

"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.

03
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.

A lively pool and tiki bar with several cabanas create a fun atmosphere. The hotel offers an upbeat vibe where everyone feels welcome.

People are saying

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

"The pool parties were a blast and a highlight of our stay."

"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.

04
Flute & Dram image 1

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.

Gorgeous views create a fun atmosphere that makes activities here enjoyable. The overall vibe stays lively and engaging throughout.

People are saying

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

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

"The atmosphere here is really fun."

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.

05
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.

Rooftop bar offers great views of the pier and water. It provides an easy way to have fun with a lively atmosphere.

People are saying

"I enjoyed the great rooftop view."

"It's a truly relaxing spot with a great, chill atmosphere."

"The rooftop fun activities have great 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.

06
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.

A fun and lively atmosphere creates a chill spot with diverse drinks and a friendly vibe.

People are saying

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

"I found the fun activities, like trivia and pinball, to be super fun."

"It's a fun and cool relaxing spot with super chill vibes."

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.

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Downtown, St. Petersburg

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