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New Yorkers 1st Choice
Top picks in Ybor City Historic District

Date spots with outdoor seating

A quiet evening under the open sky is the only way to focus on someone new.

Based on 110 Opinions
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Updated May 2026
01
Sterling Cigar Lounge & Bar image 1
Sterling Cigar Lounge & Bar image 2
Sterling Cigar Lounge & Bar image 3
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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.

Jazz night on Thursdays offers a romantic vibe with live music from 9 to 11. The open rooftop provides a relaxing atmosphere with good music, welcoming both couples and solo visitors.

Patios on both ends and a 4th floor rooftop offer great views and keep the air fresh with a pleasant breeze. Fans and mists provide good ventilation, making outdoor seating comfortable even in heat.

People are saying

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

"The service here is awesome, everyone has a smile."

"The outdoor seating has misters that are a nice touch for hot days."

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.

02
Ybor City Society Wine Bar image 1

Tiny indoor space offers cozy seating while a large outdoor patio provides room to enjoy sights and sounds. Atmosphere stays intimate and inviting, perfect for relaxed evenings with friends. Frequented by those who appreciate extensive wine selections and exceptional charcuterie boards.

Fantastic options include a small cheese board priced fairly at $20. Thursday night features a date night special that draws repeat visits.

Outside patio offers bistro tables where cigars can be smoked. Great spot to enjoy the sights and sounds and watch the show go by.

People are saying

"The wine host was so knowledgeable and fun."

"The wine selections here are amazing for Date Spots."

"The staff's knowledge made my outdoor seating experience fantastic."

Good to know

1

They offer a wine tasting course every Wednesday.

2

Thursday night features a special date night offer.

3

Expect a lively atmosphere during wine club nights on Wednesdays.

03
King Corona Cigars Bar And Cafe image 1

Cigar lounge offers spacious indoor and outdoor seating with a giant humidor featuring a wide cigar selection. Atmosphere stays relaxed and classy with live music and multiple TVs for sports. Renovated interior includes upgraded fittings and a sheltered terrace, creating a comfortable place to unwind.

A cigar lounge with outdoor seating offers a relaxed vibe for couples. Busy bar atmosphere still feels personal and welcoming.

Outdoor seating offers a relaxing patio with great people watching. The space welcomes dogs and complements the cigar lounge experience.

People are saying

"You can buy cigars here with a great selection and knowledgeable staff."

"I had one of the best coffees I ever had here."

"The staff here makes you feel special on your date."

Good to know

1

Live music happens on Saturday nights, creating a lively atmosphere.

2

A tasting event is planned soon, offering a chance to sample various cigars.

3

Saturday night is popular for watching cars cruise by the lounge.

04
La Faraona Cigar Lounge image 1

Indoor and outdoor lounge offers comfortable seating with a small bar and TVs showing sports. Atmosphere feels like Havana Cuba with hand-rolled cigars made on-site and a welcoming, homey vibe. Patrons enjoy watching cigar rolling and can take classes while savoring authentic cigars and Cuban sandwiches.

A friendly owner often chats about the history of her cigars, creating a personal vibe. Couples enjoy spending time together in the relaxed lounge atmosphere.

A nice patio sits out back, offering a solid spot for outdoor seating. Both indoor and outdoor options exist, letting guests choose where to relax.

People are saying

"I found the cigars here to have amazing flavor and an even burn."

"The cigars here are phenomenal and the staff makes you feel like family."

"The outdoor seating staff is always friendly and provides great service."

Good to know

1

All cigars are hand rolled on site, ensuring freshness and quality.

2

Expect a friendly atmosphere with great locals and regulars to chat with.

3

Prices are considered unbeatable for the quality of cigars offered.

05
Tampa Bay Brewing Company image 1

Brewery combines indoor and outdoor seating with a dog-friendly patio featuring live music, corn hole, and TVs. Atmosphere shifts from cozy and inviting to energetic with unique beers and a view of the brewing process. Large groups gather around circular tables while enjoying fresh, on-site tapped beers and a lively vibe.

Bartenders like Dave add a personal touch to special occasions. Couples often enjoy familiar dishes like the Tatanka burger and hot chicken while visiting regularly on Thursdays and Sundays.

Outdoor seating features a well-arranged patio that suits late winter and early spring. The setup offers a comfortable spot to enjoy fresh air.

People are saying

"The craft beer here is great and reasonably priced."

"The outdoor seating on the patio is nice for enjoying the weather."

"The service here for Date Spots is top notch and really good."

Good to know

1

The brewery offers 25 different brews, catering to various tastes.

2

The bar closes at 11pm, so plan your visit accordingly.

3

Streetcar stop nearby makes it easy to access the brewery.

06
Acropolis Greek Taverna - Tampa image 1

Greek restaurant offers authentic cuisine in a museum-worthy interior with murals evoking a harborside sunset. Live belly dancing and traditional music create a fun, lively atmosphere that blends culture and entertainment. Outdoor seating invites people watching in a vibrant setting.

Lamb lollipops come out tender and perfectly cooked, making them a standout choice. Vegan options also satisfy with flavorful dishes that appeal across diets.

Outdoor seating includes a patio by the street where dining happens comfortably. Staff allow dogs, making it a pet-friendly spot for meals outside on nice days.

People are saying

"The Greek food, especially the gyro, did not disappoint."

"The outdoor seating lets you enjoy the authentic, flavorful Greek food."

"The food and lively atmosphere make this a great spot for date nights."

Good to know

1

Reservations are recommended for Friday and Saturday nights due to live music.

2

Happy hour features buy-one-get-one and half-off food and drink options.

3

Sangrias and margaritas are 2-for-1 during happy hour.

07
Memaโ€™s Alaskan Tacos image 1

Quaint wood-floored casita offers a cozy, homemade vibe with casual indoor and outdoor seating. Atmosphere feels like a friendly family gathering with pet-friendly accommodations. Energy stays relaxed and welcoming, perfect for enjoying authentic, flavorful tacos.

Outdoor tables allow bringing a dog along. Staff handle situations like aggressive chickens jumping on food. Seating outside offers a relaxed option.

People are saying

"These tacos are fresh, flavorful, and delicious."

"The tacos here are phenomenal, especially the guacamole."

"The fish tacos here are so tasty, especially with Outdoor Seating."

Good to know

1

Memaโ€™s Alaskan Tacos offers a loyalty punch card; get one free taco after ten.

2

The restaurant is pet-friendly with outdoor seating available.

3

They provide water for dogs at outdoor tables.

08
Flexx Sports Bar & Ultra Lounge image 1

Sports bar combines R&B and hip hop music with a fire DJ creating a lively, Florida-inspired vibe. Space feels small and crammed with a central bar and limited dance floor, but offers indoor and outdoor seating including a patio for breaks from dancing.

Attentive staff like Sissy, Kira, and RJ focus on making couples feel cared for during their visit. Service centers on ensuring a personalized experience for each pair.

A small outside area sits out back with a patio bar where drinks come fast and friendly. The drinks served outside are noticeably better.

People are saying

"The bartenders here are so friendly and make the best drinks."

"The outdoor seating has a great vibe and cool music."

"Sissy was so helpful, I almost left before she assisted me."

Good to know

1

There is a $20 cover charge for entry.

2

Happy hour on Fridays runs until 10pm with 2 for 1 wells.

3

Game night on Wednesdays features beer pong and Jenga.

09
Bernini of Ybor image 1
Italian restaurant

Restaurant occupies a historic former bank with impressive architecture and a Florence-inspired decor. Atmosphere blends elegant and laid-back vibes with a lively energy on weekend nights. Offers $3 martinis and authentic Italian cuisine in a setting that feels both private and charming.

Outdoor seating on the sidewalk offers a nice spot to enjoy a drink from the full bar. Sitting outside after sunset creates a charming atmosphere to watch people and enjoy the day.

People are saying

"You have to try their $3 martinis during Happy Hour."

"The food and drinks here are amazing for Date Spots."

"I enjoyed sitting outside and watching people on the patio."

Good to know

1

Happy hour runs daily from 4 to 7 PM with half-priced entrรฉes.

2

The happy hour includes $3 martinis every day.

3

Most meals are 50% off before 7 PM.

10
Cafe at 1920 image 1

Spacious cafe with rooftop and patio seating offers artsy decor featuring pop art and local art pieces. Atmosphere stays chill and welcoming, with live music enhancing the vibe. Popular for unique mimosas and fresh, healthy breakfast and lunch options.

Brunch offers cinnamon apple French toast and Huevos Rancheros that stand out. Dinner options satisfy couples looking for a relaxed meal together.

Small outdoor seating offers a secluded oasis feel with plants and a city skyline view. The patio overlooks downtown, creating an enjoyable atmosphere for dining.

People are saying

"I found the food here to be quite good and delicious."

"The food here is great for date spots."

"The outdoor seating has a great view of downtown."

Good to know

1

Reservations are not accepted; seating is first-come, first-served.

2

You must pay for your food before sitting down.

3

Outdoor seating is available and recommended for a better experience.

11
7th + Grove image 1
Southern restaurant (US)

Southern restaurant with two distinct sides offers both lively party atmosphere and quieter dining. Live music and DJ sets create a vibrant vibe featuring 90s R&B and soul, complemented by art celebrating black culture. Space includes lounge seating with inviting blue tones and room for large groups.

Special occasions like anniversaries and birthdays happen here with a warm atmosphere and memorable meals. The spot holds meaning for couples, hosting first dates, engagement dinners, and post-wedding meals.

Lively outdoor sidewalk seating offers a fun people watching spot with views of street busyness and parades. Staff often invite guests to sit outside to avoid waiting, enhancing the patio atmosphere.

People are saying

"The brunch food here is phenomenal and every bite is delicious."

"The food here is so good, especially the oxtails."

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

Good to know

1

Happy hour specials are available daily from 4 PM to 7 PM.

2

Drag brunch events occur every Sunday with a reservation recommended.

3

Expect a 30-40 minute wait for drinks during peak happy hour times.

12
James Joyce Irish Pub & Eatery image 1

Small space with dive bar style and fun decor creates a comfortable, authentic Irish pub vibe. Live music adds energy while inside and outside seating offer options. Known for excellent Guinness and classic Irish dishes.

Tradition shapes the vibe with dishes like the Reuben and chips and Jameson honey wings. Shared plates such as shepherd's pie loaded tater tots add variety for couples to enjoy together.

A dog friendly patio offers outdoor seating alongside indoor options. The patio suits warm, beautiful nights for a relaxed experience.

People are saying

"The pub food here is excellent, fresh, and tasty."

"The food at these Date Spots is killer, especially the chicken and waffles."

"The patio offers a warm, beautiful atmosphere."

Good to know

1

Karaoke happens every Saturday night at 9 pm with no cover charge.

2

Trivia night is on Thursdays, starting at 7 pm with a $5 entry fee.

3

Lady's night offers half off drinks every Wednesday.

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Ybor City Historic District, Tampa

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