Ybor City Date Night
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Ybor City secured Tampa’s place on the map as a cigar mecca, and to some, the cigar capital of the world. It’s a National Historic Landmark District with something sensuous around every cobblestoned corner. Not far from downtown Tampa, Ybor is a neighborhood filled with diversity and culture, with roots planted by immigrants from places like Spain and Cuba. Today, it has no shortage of entertainment venues, fun events, restaurants, and bars.

Recently, the city has increased its existing old-world charm with the addition of more brick-lined streets. Ybor’s historic 7th Avenue is getting re-paved to help calm traffic and increase pedestrian activity. Once completed, the project will span fourteen blocks!

Whether you’re looking for entertainment, want to visit one of their historic cigar factories, or feel like visiting one of the bars or restaurants along the 7th Ave strip, here are our picks for a fun date night in Ybor City.

Things to do in Ybor City for Date Night

Note: while the streets are being repaved, the sidewalks on the north and south sides of 7th Ave. will not be accessible.

Chicken Yoga

Looking for something totally out of the box? Join the Ybor Misfits Microsanctuary when they take their rescue chickens out of the coop and into Hotel Haya for chicken yoga. Chickens are an integral part of Ybor City’s history, as immigrants kept them in the area. Now protected by an ordinance that made all of Tampa Bay a bird sanctuary, the chickens make for an experience feathered with stress relief.

The yoga class, which occurs on select Sundays, is led by an instructor from Yoga Loft Tampa. Chickens are diapered, so yogis don’t have to worry about chicken you know what. E

ach session is $15 per person and reservations via Eventbrite are required.

It’s a BYOM (mat, not martini) event, and Ybor has ample parking opportunities—be they metered spots or parking lots. This event only takes place certain times throughout the year. Be sure to check their website for upcoming dates.

Chicken Yoga in Ybor City
Image credit: Ybor Misfits Microsanctuary

Vintage Roost Ybor

2326 E 7th Ave.
There’s something romantic about traveling back in time with your love. You can do just that at Ybor City’s three-day vintage market: Vintage Roost. The market takes place on the second and fourth weekend of each month, Friday through Sunday from 9am-5pm.

Perusing treasures from days of old makes way for conversations about previous pastimes, family traditions, and quirky interests. Helping each other either start or add to offbeat collections is pretty sweet, too. Vintage, blow mold Christmas decorations and glass ornaments make me weak in the knees in a way fresh flower bouquets just can’t.

The market is regularly enhanced to include finds from in-season-holidays…like Gasparilla.

Image credit: Vintage Roost

Related: Tampa Bay’s Unique Artisan Markets

Since the space is partially open air, make sure you are ready to embrace the all-too-familiar summer glow (an almost year-round feeling of thick humidity in Tampa); fans are strategically located throughout the market. There’s typically water available, and you might even spot a tray of sweets. While handbags are allowed, it is truly a treasure trove; I recommend a small, crossbody bag for all of you day-date-outfit planners.

Related: Your Guide to the Ybor City Saturday Market

DRIP YBOR & DRIP SQUARED

Do Really Inspirational Projects: that’s the aim at DRIP YBOR and their new location DRIP SQUARED. Located in the heart of Ybor City, DRIP is open Monday through Saturday, and stays open late until midnight on Saturdays. If you get the itch for creativity after dinner and dancing, this is the place. For those who want to create during the day, the location opens at noon.

Pottery wheel throwing is a three-session commitment. Session one involves one of studio’s expert potters; they’ll guide you through the creative process of spinning a wine glass, vase, and just about anything your imagination conjures up. Gazing into your partner’s eyes, both of you working with your hands…it’s the epitome of sexy. Think of the famous scene in the movie Ghost.  

A couple of weeks later, the second session entails painting your pieces. Aprons are available, so don’t worry about ruining your date day finest. The third and final session is picking up your finished pieces. Plan for a couple of weeks between the first two sessions and a week between the second and third.

DRIP YBOR
Image credit: DRIP YBOR

 

FUNNY BONE COMEDY CLUB (formerly Tampa Improv)

1600 East 8th Ave.
Laughing on a date—is there anything better? Funny Bone Comedy Club is located inside of Centro Ybor. The variety of comedians is fantastic: men, women, and both varied cultures and ages. Shows begin between 6:00 and 10:30 pm. Their full calendar can be found here.

As an added bonus, Funny Bone has a full drink and dinner menu, making this a one stop shop for date night. It’s the ideal place to laugh until you cry over an ice-cold Cigar City Jai Lai…maybe followed by a Yuengling.

FYI: Tickets must be purchased through their website. Events are 21+, so this is definitely an adults only date night. Lastly, arrive early, as seating is first come first served.

Head to Chill Bros Ice Cream (1910 East 7th Avenue) post show. Open late on Fridays and Saturdays, Chill Bros. is committed to sourcing the freshest and even local ingredients, Chill Bros also aims to serve up Tampa inspired flavors.

Crowbar

1812 N. 17th St.
Crowbar is a live music and special events venue in the historic Ybor City District. You can catch shows there several days a week. Check out their Crow’s Nest Beer Garden which is home to several weekly and monthly events including their Ol’ Dirty Sundays.

Crowbar Ybor
Image Credit: Crowbar Ybor

1920 Ybor City

1920 East 7th Ave.
1920 brings dining, drinks and entertainment to Ybor City. This new venue/ cafe and bar is also home to live music, local markets, and events of all types. Throughout the year, they also host events such as the 1920 Halloween Party and album release parties.

Coming soon – The Penny Lane Beatles Museum

Currently housed in Dunedin, The Penny Lane Beatles Museum will call Ybor home in the fall of 2025. This unique museum is a must-see for Beatles fans. It features an extensive collection of rare and highly collectible Beatles memorabilia from signed guitars and documents to album and movie paraphernalia and quirky items like strands of the band members’ hair. The collection is one of the largest in the world.

The opening date and exact location are still TBD. Make sure to keep checking their website for info and updates.


Ybor City Restaurants

Columbia Restaurant

2117 East 7th Ave.
One of Ybor’s most traditional, delicious experiences is at Columbia Restaurant. Florida’s oldest restaurant, founded in 1905, is home to the famous 1905 salad, along with the area’s most delightful sangria, and a mouthwatering paella. Both locals and tourists flock to Columbia Restaurant for its authentic, Spanish cuisine.

The restaurant’s old-world elegance is romantic in and of itself. Throw in the sounds of a Spanish guitar and you’ve just leveled up your date. Easy to do at the Columbia because, Tuesday through Sunday, the Columbia Restaurant Dance Troupe puts on a fiery flamenco show. There is an $8 charge, and dinner reservation times are based on the time of the show. For flamenco show reservations call 813-248-4961. Besides flamenco shows, live music fills the air on Friday and Saturday nights. By evening’s end, you and your love will affectionately refer to each other as “mi amor.”

Cannelloni de Langosta Columbia Ybor City is in the foreground served in a circular clay dish. The dining room in the background is dimly list with red and yellow stained glass windows at the very back wall
Cannelloni de Langosta Columbia Ybor City – image by Dani Meyering

Related: Tampa’s Most Romantic Restaurants

Casa Santo Stefano

1607 N. 22nd St.
Sicilian fare is served daily at Casa Santo Stefano. The restaurant is located in a 1925 macaroni factory with beautiful architecture. Special details from the Ybor City memorabilia in the historic building to the hand-painted, Sicilian dinnerware enhance the experience.

The downstairs dining room offers a grand view of the wood-fired grill. For dinner, dishes like Polpo Alla Griglia, Spaghetti Nana Maria, and Linguine Frutti Di Mare allow diners to travel with their tastebuds.

Whether before or after dinner, plan for some time upstairs at Santo’s Drinkeria. The indoor-outdoor space includes an incredible, rooftop view of historic Ybor City. Dedicated to offering a complete Sicilian experience, owner Richard Gonzmart curated quite the wine list from the Mediterranean island. You can also have dinner on the rooftop.

Looking to really impress your date? Drop them off in the circular drive before going to park, for free, at any of the Columbia’s parking lots.

Rooftop bar in Ybor City - Santo's Drinkeria at Casa Santo Stefano
Santo’s Drinkeria | Image credit: Casa Santo Stefano

Carmine’s

1802 E. 7th Ave. 
Celebrating the little things in life is one of the keys to happiness, and Ybor offers ample opportunities for a celebratory cocktail. Carmine’s is a Ybor City staple. Nosh on deviled crab and Cuban sandwiches while enjoying a view of the historic district and sipping on a mojito.

Flor Fina at Hotel Haya

1412 E. 7th Ave.
Looking for the perfect place for Sunday brunch? Hotel Haya’s Flor Fina restaurant will hit the spot. While you can never go wrong with pancakes, step out of the box by sampling the restaurant’s Spanish Breakfast that includes a tortilla espanola and ham croquettes. Brought to the table in a gorgeous box is the handcrafted cocktail Smokey Joe—made with Havana Club Clasico Rum, Wild Turkey Bourbon, demerara, coffee bitters, and smoke.

Sunday brunch is served from 10am – 3pm, and reservations are strongly encouraged.


Breweries and Bars in Ybor City

Tampa Bay Brewing Company

1600 E 8th Ave, Tampa, FL 33605
Out of the current Ybor City breweries, TBBC is definitely the original. They’ve called Centro Ybor home since 1995. This location is right in the heart of the district. Enjoy the spacious outdoor space and you’ll catch the streetcar going by. You’re probably familiar with the TBBC staples, like Reef Donkey, which you’ll find on tap all over town and on the shelves at most stores, but they’ve got 24 taps flowing with all kinds of specialty offerings on top of their core beers.

They’ve also got a great food menu, with everything from a nice salad to a bacon cheeseburger wrapped in pizza dough.

Coppertail Brewing Co.

2601 E 2nd Ave, Tampa, FL 33605
One of the most popular breweries in the Ybor area, Coppertail brings a lot to the table. First off, the beers are amazing, with a lineup of core beers complemented by a rotation of new and unique seasonal beers.

On top of the great beer, the ambiance cannot be beat. Housed in a century-old former mayonnaise and olive facility, the space is decked out with reclaimed pieces from other historic buildings in Tampa and features an array of interesting art pieces. The brewery also has a kitchen making it a one-stop shop for a lunch or dinner date.

Cigar City Cider & Mead

1812 N 15th St, Tampa, FL 33605
This Ybor City gem has a much different vibe from its massive, bustling big brother, Cigar City Brewing. This small space features super unique ciders and meads made right in the tasting room. You’ll also find a few guest taps and some Cigar City Brewing standbys.

Mead is generally pretty sweet, but I find the spicy mead offerings here to always be top notch to balance it out.

BarrieHaus Beer Co.

1403 E. 5th Ave.
Kick back, relax, and enjoy the fruits of over 150 years of brewing heritage at this German-style Biergarten. BarrieHaus is located just off the beaten path but right around the corner from the Centro Ybor parking garage (where it’s recommended to park).

The beer menu has styles for every taste, as well as wines and prosecco by the glass (judgement free), plus, tasty Bavarian pretzels.

The perfect place for a group hang, there’s plenty of room to spread out either indoor or outdoors, and you can even bring your own food. BarrieHaus offers weekly Trivia and monthly “First Fridays” as well as special events like Oktoberfest!

Zydeco Brew Werks

1902 E. 7th Ave.
If you’re craving a NOLA type experience without the crowds, plan a date to Zydeco Brew Werks. All of the best NOLA flavors are captured in the craft brewery’s ever-changing food menu. Feast on staples like gumbo, muffaletta, buffalo shrimp po boy and more. Dessert is always on my mind, and the bourbon bread pudding, complete with the candied pecans NOLA is known for, is on point.

If you and your partner like living on the dark side when it comes to brews, Zydeco’s Rocksteady Brock—available from 4 ounces all the way up to a crowler, is 9.4% ABV. Beyond brews, Zydeco also has impressive cocktail offerings.

Music breathes life into any date, and Zydeco has a live music lineup every Thursday from 6-9pm.

Utilizing the free TECO Line Streetcar System is an old-fashioned way to add some spark, and extra time, to your date. There are four stops in Ybor City, and the cars run until 11pm (2am on Fridays and Saturdays).

Zydeco Brew Werks Ybor City
Live music | Image credit: Zydeco Brew Werks

Madame Fortune’s Dessert + HIFI Parlor

1930 E. 7th Ave.
From the owners of the popular 7th + Grove comes a hidden gem, Madame Fortune’s Dessert + HiFi Parlor. Located through a secret door at Ybor’s Roast Deli + Bakery, patrons can step back in time to a place that connects Tampa’s history to the present.

Madame Fortune is named in honor of Fortune Taylor, a former slave who became a landowner in Tampa in the 1890s and gave permission for a bridge on her land to connect east and west Tampa (which is known today as Laurel Street Bridge).

To make your way into the speakeasy, try using the phrase “Find your fortune.” From there, you’ll be transported back in time to a place filled with cocktails and Caribbean-influenced food like their popular Lobster & Shrimp Curry Stew and Sweet Potato Cornbread.
21+ only.

Geo’s Fine Wine & Champagne

1730 E. 7th Ave.
If wine and cheese is your jam, head to Geo’s for a swanky and memorable evening. This family-run gem opened in May of 2023, right in the heart of Ybor and serves up delectable charcuterie boards, bubbles, and wines by the bottle or glass. Offering live music every night, you can sip on fine wines while listening to some of the best musicians in Tampa Bay.

Ybor City Sightseeing and History

Wandering the streets of Ybor can be just as romantic as sitting at a rooftop bar. Architecture enthusiasts will appreciate the historic buildings, some dating back to the late 1800’s and early 20th century.  Stepping through the Ybor City Historic District will make you feel like you’ve gone back in time.

Take advantage of a nice day and wander through Centennial Park, Jose Marti Park, and Ybor Square.

Ybor City Museum State Park (1818 E. 9th Avenue) is also a great place to learn about Ybor’s history and its founder, Don Vicente Martinez-Ybor. The museum is housed in the historic Ferlita Bakery and traces the rich cultural history of Ybor and Tampa’s cigar industry. Be sure to wander through the gardens (often a perfect backdrop for weddings), that mimics the look of those seen in Spain and Cuba in the late 1800’s.

Wishing you a marvelous date exploring Ybor City together!

Featured Ybor City date night Image Credit: yborcityonline.com