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Calamari and wine

You want a glass of wine that actually complements your calamari. You expect a pairing that respects both the drink and the dish.

Based on 555 Opinions
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Updated May 2026
01
Driftlight Steakhouse image 1
Driftlight Steakhouse image 2
Driftlight Steakhouse image 3
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Upscale steakhouse with classic design and clamshell booths creates an elegant yet inviting atmosphere. Dim lighting and calm energy support romantic dining and quiet conversation. Bar area buzzes with a lively crowd enjoying craft cocktails and martinis made to perfection.

Calamari comes out perfectly crispy and pairs well with other appetizers like crab cakes. It holds up well alongside hearty dishes and offers a satisfying crunch every time.

Wine pairings enhance each dish with thoughtful selections. The list offers well-priced wines that complement the meal effectively.

People are saying

"The Delmonico steak was delicious."

"The calamari here is perfectly crisp."

"The wine selection here is something I really appreciated."

Good to know

1

Reservations are recommended for dinner and breakfast to ensure seating.

2

Valet parking is complimentary for up to 3 hours on non-event nights.

3

The restaurant is cashless; credit cards and mobile payments are accepted.

02
Circles image 1
Bistro

Small bistro with intimate setting and fancy decor offers a quiet, cozy atmosphere that feels both comfortable and upscale. The menu blends Italian, Asian, and French flavors with an eclectic selection of epicurean dishes. A carefully curated wine list complements the relaxed dining experience.

Fried calamari comes with a rice flour breading that adds a crunchier texture. It is perfectly seasoned and stands out among other dishes like egg rolls and pad Thai.

An amazing wine selection stands out with a large wine list and intimate setting. Service includes knowledgeable staff and occasional owner check-ins.

People are saying

"I was blown away by the amazing wine selection."

"I found the bar to be a lovely, intimate spot."

"I tried the calamari and it was perfectly seasoned."

Good to know

1

Reservations are recommended due to limited seating with only 6 tables and 12 bar seats.

2

The dinner menu features specials, and the lunch menu is available starting at 6 PM.

3

Circles is open Tuesday through Saturday; calling ahead is advised for availability.

03
Caffรฉ Paradiso image 1
Italian restaurant

Italian restaurant with an older, traditional atmosphere and cozy, lively vibe filled with the scent of fresh basil. Bar area buzzes with energy, creating a festive ambiance reminiscent of Rome or Mulberry Street in NYC. Seating is somewhat tight, but the space fosters fun, friendly gatherings and memorable family occasions.

Tender texture stands out in the Calamari Fritti, making it notably enjoyable. The calamari pairs well with buffalo burrata, and the fried version is solid.

Offers a satisfactory wine selection with some incredible options. Wine service includes generic red wine among choices.

People are saying

"The Italian food here is amazing, truly some of the best I've had."

"The calamari here is so tender and tastes the best."

"I enjoyed the best wine and food here."

Good to know

1

Reservations are required at least two weeks in advance for dinner service.

2

The prix fixe menu costs $90 per person, including gratuity.

3

Expect long wait times during peak dinner hours.

04
DeVito's Italian Specialties image 1

Italian restaurant offers an intimate setting with classy decor and modern art accents. Atmosphere feels cozy yet lively, with fun music enhancing the experience. Comfortable seating and a nice bar area support a relaxed vibe suitable for date nights or gatherings.

Very fresh calamari stands out with mozzarella and sausage as a favorite pairing. It comes alongside dishes like octopus carpaccio and olives, adding to a solid seafood selection.

Staff offer wine pairings and guide through the menu. Guests receive sparkling wine on arrival, enhancing the experience. The wine selection complements the 5 course dinner well.

People are saying

"The food here is prepared with obvious attention to detail."

"I loved their great wine list and the house Pinot was only $10."

"The calamari here is so fresh."

Good to know

1

Reservations are necessary as the restaurant turns away walk-ins.

2

A lunch portion of penne alla vodka costs $18.

3

The restaurant does not provide children's chairs.

05
Ruth's Chris Steak House image 1

Steak house offers an elegant and cozy atmosphere with complimentary valet parking and a talented piano player in the lobby. Tables sometimes feature rose petal decorations for celebrations, creating a special vibe. The energy suits romantic meals and business meetings, with a calm yet refined pace.

Lightly breaded and exceptionally tender, the calamari stands out with a crisp texture. It pairs well with other dishes but shines on its own as a delicious starter.

Wine selections include well-crafted cocktails and select wines that pair excellently with the food. Wine pairing events highlight thoughtful combinations enhancing the dining experience.

People are saying

"The steak was cooked perfectly and delicious."

"Our server had amazing wine knowledge and gave a great recommendation."

"The calamari here is lightly breaded and amazing."

Good to know

1

Happy hour runs from 4 to 6 PM in the Cocktail Lounge.

2

Reservations are not required for dining.

3

Parking is limited, so arrive early or consider alternative transport.

06
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.

Breaded calamari comes with a cajun-influenced sauce that adds a spicy kick. The pieces are on the smaller side, but the unique, delicious flavor stands out.

Offers a selection of good wine with consistent quality.

People are saying

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

"I thought the calamari was very unique and delicious."

"The wine here is good."

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.

07
Iavarone's Steakhouse & Italian Grill image 1

Classic steakhouse and Italian restaurant with dim lighting and rustic interiors creates an old Europe vibe. The atmosphere feels local and welcoming, balancing a lounge with TVs without becoming a sports bar. A hidden rooftop event space adds a unique touch to the traditional setting.

Calamari stands out as delicious and perfectly cooked. It serves well as a shared appetizer alongside other dishes.

Outstanding wine selection includes options like The Prisoner and chianti on tap. Staff provide informative pairing suggestions that complement the menu well.

People are saying

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

"I found the calamari to be delicious."

"I thought the wine selection was terrific."

Good to know

1

Reservations are recommended for large parties to ensure seating.

2

Happy hour offers discounted drinks and appetizers from 4-6pm on weekdays.

3

Easter brunch is a special event that requires advance reservations.

08
Esposito's Italian Restaurant And Bar image 1

Small Italian restaurant with authentic decor and cozy, retro ambiance. Atmosphere feels warm and inviting but can be loud due to limited sound treatment. Italian music plays throughout, creating a cultured, upscale vibe.

Fried calamari stands out with its crispy texture and rich flavor. Stuffed versions include ricotta cheese and spinach, making them hearty enough to be a meal on their own.

Wine list pairs well with appetizers and entrees. Service includes attentive refills that keep glasses topped off.

People are saying

"The Italian food here is outstanding, bursting with fresh flavors."

"I loved the great wine selection here."

"The calamari appetizer is perfectly crispy and seasoned just right."

Good to know

1

Happy hour runs from 4-5 PM, featuring red and white sangria.

2

Arrive early for happy hour to enjoy a quieter atmosphere.

3

The venue is suitable for hosting large gatherings and events.

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.

Fried calamari comes out perfectly cooked and very tender. It stands out as a consistently top-quality appetizer.

Attentive staff offer great wine recommendations and share helpful tips. The wine list includes a nice Barolo and pairs well with appetizers or dinner.

People are saying

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

"The wine list here is excellent, with great pairings for the flavorful Italian dishes."

"The fried calamari here is perfectly cooked and so tender."

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
Terra Sur Cafe image 1
Peruvian restaurant

Peruvian restaurant offers elegant decor with a cozy atmosphere that feels both chic and classy. The space is deep and accommodates many, including a VIP room at the back. It attracts diners seeking a refined yet comfortable setting.

Fried calamari comes out perfectly cooked and fresh with a generous portion. It pairs well with other dishes like ceviche and Lomo Saltado.

Selection includes Peruvian beers, wine, and top-shelf spirits. Wine choices stand out as fantastic and varied. The pairing with empanadas complements the experience.

People are saying

"The Peruvian food here is divine, especially the beef heart skewers."

"They have a really great wine list with a large variety."

"The calamari here is outstanding, and the service is just as good."

Good to know

1

Reservations are recommended, especially for larger parties.

2

Happy hour features discounted drinks and appetizers from 4-6pm.

3

Outdoor dining is available for those who prefer it.

11
Cipresso (in Seminole Hard Rock Tampa) image 1

Italian dining offers an upscale but relaxing atmosphere with dark, cozy decor and comfortable seating. The space can be noisy near the bar but remains suitable for romantic evenings. It draws a busy crowd, often requiring reservations.

Fried calamari comes with fresh, light breading and pairs well with fantastic sauces like pesto. It stands out as a favorite dish alongside other Italian specialties.

A pinot/sauvignon blend white wine and a sweet red wine stand out on the menu. The wine selection is nice and varied, with friendly staff ready to recommend options.

People are saying

"The service at these dinner spots is amazing and attentive."

"The wine selection here is really nice."

"The calamari here has amazing, light breading and fantastic sauces."

Good to know

1

Reservations are recommended, especially on weekends to avoid long wait times.

2

Expect a strong smell of smoke from the casino floor inside the restaurant.

3

The restaurant offers a specials menu every weekend night.

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