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Top picks in Tampa

Cool upscale spots

You want an upscale environment that maintains a genuinely cool edge rather than feeling stiff or overly formal.

Based on 555 Opinions
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Updated May 2026
01
Dracula's Legacy Wine Bar & Bistro Tampa image 1
Dracula's Legacy Wine Bar & Bistro Tampa image 2
Dracula's Legacy Wine Bar & Bistro Tampa image 3
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Bar with a vampire theme and unique decorations creates a chill atmosphere with phenomenal live music. The space feels casual and cool, attracting those who appreciate distinctive aesthetics and a relaxed vibe. Neon signs add visual interest and photo opportunities, enhancing the overall experience.

Moody lighting and spooky-elegant decor create a Gothic charm that feels both electric and cozy. The atmosphere blends eerie sophistication with warmth, making it distinctly upscale.

Atmosphere feels tame, gothic, and cool with a very clean look. Drinks include super great espresso martinis and other cool options.

People are saying

"This bar's spooky, gothic vibe is totally immersive."

"The vibe and atmosphere here are really cool."

"It's like stepping into a vampire's lavish lair, so upscale and charming."

Good to know

1

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

2

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

3

Ladies night on Tuesdays offers a 20% discount for women.

02
Sterling Cigar Lounge & Bar image 1

Rooftop cigar lounge offers city views and a laid-back atmosphere with live jazz music enhancing the experience. The space features premium cigars and classy indoor-outdoor seating, attracting those who appreciate a mellow, intimate vibe.

Elegant atmosphere creates an authentic cigar lounge ambiance with a classy and sophisticated lounge. The vibe balances sophistication and down-to-earth elements for an elevated experience.

Space offers a cool vibe with a cozy atmosphere and an excellent view. The owner adds to the chill and laid-back feel.

People are saying

"This Day Lounge has a beautiful, relaxed atmosphere with great rooftop views."

"I loved the cool vibe and cozy atmosphere here."

"It's an elegant, sophisticated place with a warm, inviting atmosphere."

Good to know

1

Live music is featured from Thursday to Sunday between 8 and 11 pm.

2

Jazz night occurs on Thursdays from 9 to 11 pm, perfect for date night.

3

Latin night is hosted every Tuesday, offering a vibrant atmosphere.

03
Sky Puppy Brewing image 1

Historic building transformed into a sophisticated, bat-inspired taproom with a cozy, elegant atmosphere blending old and modern design. Friendly, welcoming vibe complements unique, award-winning craft beers including rare styles like Schwarzbier. Table service and local art displays add to the curated, classy experience.

Sophisticated decor creates a comfortable and elegant setting. The atmosphere feels upscale for a brewery.

Historic building design blends with a big-city bar vibe creating a unique atmosphere. The bar theme adds a super cool touch to the environment.

People are saying

"The beer here is amazing, with insane variety and perfect execution."

"The decor and vibe here are super cool."

"The upscale brews here are fantastic and varied."

Good to know

1

Sky Puppy Brewing does not serve any food, so plan accordingly.

2

Paid parking at the Palm Garage is convenient and a short walk away.

3

Sky Puppy Brewing is dog-friendly, making it a great spot for pet owners.

04
Sushi Sake Tampa image 1
Sushi restaurant

Sushi restaurant offers an elegant, spacious setting with modern decor and traditional Japanese floor seating. Live guitar music creates a lively atmosphere that suits families and couples alike. Several Instagram-worthy neon signs and cozy private rooms add unique charm.

Elegant food features beautifully presented rolls and perfectly cooked dumplings. The setting feels modern and cozy with a floral ceiling and spacious, inviting atmosphere.

Bartenders bring a super cool vibe. The place has a cool atmosphere and aesthetics that stand out.

People are saying

"Danny's Japanese Food service was so attentive and joyful."

"The upscale service here is attentive, knowledgeable, and passionate."

"The atmosphere here is so cool and lively."

Good to know

1

Happy hour runs from 3-6 PM, Monday through Friday, with 50% off appetizers.

2

Wednesday nights are ladies night with special cocktails available.

3

Expect a busy atmosphere during happy hour; arrive early for seating.

05
Craft Tampa image 1
Restaurant

Boat cruise restaurant offers relaxing river views and an elegant atmosphere with air conditioning and scenic waterfront sights. Guests enjoy well-crafted cocktails and perfectly cooked meals while dining in an intimate, peaceful setting that feels exclusive and special.

Elegant decor sets a sophisticated tone with copper silverware and special touches. The atmosphere feels relaxing and beautifully refined throughout.

Offers a unique way to enjoy the downtown waterfront. Provides a cool experience for out-of-town guests on the cruise.

People are saying

"The food at these dinner spots is amazing and beautifully prepared."

"The food and drinks here are top-tier and creative."

"The decor is elegant and sophisticated."

Good to know

1

Reservations are recommended for special events like Valentine's Day and Father's Day brunch.

2

Dinner cruises typically cost around $79 per person, excluding drinks.

3

Parking at the Garrison lot costs $2 per hour via the Park Mobile app.

06
Ash image 1
Restaurant

Elegant, modern space with chef's table seating facing the kitchen creates an immersive dining experience. Energetic atmosphere pairs well with inventive Italian dishes and expertly crafted cocktails. Adjacent lounge offers a distinct vibe for post-meal drinks.

Chic and elegant decor features velour couches and a pretty color mix. The atmosphere feels sophisticated and modern, matching the exquisite food and good service.

Chic and eclectic atmosphere creates a cool vibe. Drinks and food match the great energy.

People are saying

"The food here is outstanding, full of flavor and beautifully presented."

"This upscale spot's food is some of the best I've had."

"The food here is amazing, especially the scallops."

Good to know

1

Reservations are recommended, especially for weekend dining.

2

Happy hour runs daily from 5 to 7 PM with discounts on food and drinks.

3

Parking can be challenging during events at nearby Amalie Arena.

07
Rosenheim Restaurant image 1
Middle Eastern restaurant

Middle Eastern restaurant offers live entertainment with dancers and drummers alongside hookah for a lively atmosphere. Both indoor and outdoor dining areas feature modern, beautiful decor with outdoor AC enhancing comfort. The vibe is energetic and memorable, combining music, dance, and a refined dining experience.

Warm, cozy, and elegant atmosphere sets the tone. Smooth hummus made with high-quality olive oil adds a touch of elegance to the menu.

Super cool dancer show livens up the vibe. Outdoor space plays classic Arabica music, creating a cool atmosphere for social hour.

People are saying

"The food here is delicious, flavorful, and perfectly seasoned."

"The food here is upscale, fresh, and bursting with flavor."

"The food here is delicious, like a home-cooked meal."

Good to know

1

Samba night happens every Saturday with live dancers and music.

2

Live music is featured every Friday night at the restaurant.

3

A big party with a live DJ and belly dancer starts at 6:30 PM on weekends.

08
Madame Fortune Dessert + HiFi Parlour image 1

Speakeasy-style space with a secret entrance behind a bookshelf creates a unique setting. Live music and a jazz vibe fill the room, offering outstanding entertainment and ambient tunes. Cocktails like espresso martinis and rum punch complement the warm, inviting atmosphere that draws people in and keeps energy lively.

Urban classy atmosphere blends with a touch of elegant ambiance and smooth neosoul music. Presentation stays elegant, and drinks like the 1866 cocktail feel sophisticated.

Entrance hides behind a sliding bookshelf, creating a magical, mystical vibe. The space feels intimate and stylish with speakeasy tones that add to the cool atmosphere.

People are saying

"The food here is fresh, flavorful, and beautifully presented."

"The vibe here is intimate and cool, with a great atmosphere."

"The Upscale food here is amazing, with decadent pairings."

Good to know

1

Reservations are necessary to ensure entrance, especially for special events.

2

Happy hour features special drinks and appetizers, typically from 4-7pm.

3

Live music nights occur regularly, enhancing the atmosphere.

09
The Dan image 1
Restaurant

Speakeasy-style restaurant with Roaring '20s vibe, featuring gilded accents and crystal chandeliers. Atmosphere combines live jazz music with a retro ambiance that suits both romantic and casual dinners. Offers curated craft cocktails alongside a menu praised for standout dishes like lamb pappardelle and red snapper.

Sophisticated and modern space offers an elegant atmosphere with refined portions and great quality. The setting feels romantic and historical after recent renovations.

A cool, old school vibe fills the space with a complimentary valet adding to the experience. A cool mural enhances the atmosphere in this revamped historic building.

People are saying

"The cocktails here are fun and delicious, especially with the cotton candy garnish."

"It's a lovely spot for a romantic date night."

"The food here is elegant, delicious, and perfectly prepared."

Good to know

1

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

2

Live jazz performances occur every Friday at 8pm.

3

The venue can get crowded during happy hour, expect a lively atmosphere.

10
Beacon Tampa Rooftop Lounge image 1

Rooftop lounge offers exquisite views of city and bay from the highest point in the area. Luxury atmosphere blends with live DJ music that creates a vibrant, energetic vibe. Craft cocktails and unique dishes like surf and turf dumplings add to the upscale experience.

Chic and sophisticated ambiance sets the tone here. The atmosphere stays elegant but relaxed, fitting for both casual hangouts and special occasions.

Luxury atmosphere stands out with a boujee vibe. The rooftop lounge offers a cool spot for a stylish experience.

People are saying

"The cocktails here are beautifully made with fantastic views."

"The views from this cool spot are amazing, from the city to the bay."

"The upscale views of the bay and sunsets are breathtaking."

Good to know

1

Reservations are a must for dining at the rooftop lounge.

2

Valet parking costs $50, and street parking is also available.

3

Live music plays on Friday and Saturday from 8pm to midnight.

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