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Local picks

Wine date spots in Downtown

Made for those who believe a glass of wine is the essential companion to a meaningful conversation.

Based on 530 Opinions
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Updated May 2026
01
Alder & Oak image 1
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Mediterranean restaurant

Mediterranean restaurant combines open airy layout with floor-to-ceiling windows offering city views and an inviting rooftop bar. Atmosphere feels chill and welcoming, lively inside but quieter on the heated patio. Space blends flavor, fellowship, and fire with a unique mix of indoor and outdoor dining.

An extensive collection of wines and spirits offers many pairing options. White wines and Croatian reds stand out as very good choices, with cocktails like the Oracle also available.

Spontaneous visits lead to enjoyable evenings with well-cooked pizzas like the Tartfuo Bianca featuring a perfect crust. Sharing plates such as Hummus and Tuna Tartare adds variety to the experience.

People are saying

"The food here is delicious and fresh."

"These Date Spots have delicious food, especially the pizzas."

"The wine staff here is wonderful and knowledgeable."

Good to know

1

Reservations are recommended, especially for indoor seating.

2

Parking is limited; consider using the nearby 2-hour garage.

3

The rooftop lounge has no bathrooms; plan accordingly.

02
City Grille & Raw Bar image 1

A historic 300-year-old oak tree wrapped in sparkling lights anchors the courtyard, setting a gorgeous, light and airy atmosphere inside the restaurant. Several rooms offer varied vibes, from cozy and intimate to more open spaces with natural sunlight and tasteful decor. The place balances a quiet, refined energy with moments of liveliness depending on the room and time.

An abundant wine list offers options at several price levels. The Rhone wine by the glass stands out as a fabulous red and the only Rhone available.

Oysters on the half shell and Rockefeller-style oysters offer a fresh start. Braised short ribs come tender and flavorful. A lemon rum cake with ice cream finishes the meal on a sweet note.

People are saying

"The seafood here is well-seasoned and flavorful."

"The service at these date spots was friendly and attentive."

"I loved their fabulous wine list with options by the glass."

Good to know

1

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

2

Reservations are recommended, especially during busy hours.

3

Parking is available only with valet service.

03
Pour Taproom - Jacksonville image 1

Self-pour taps with over 80 beer options create an interactive drinking experience. The space combines retro arcade games, multiple seating levels, and a wine wall, blending a dive bar feel with a modern twist. Live music and multiple screens support a lively atmosphere suited for games and socializing.

A huge selection of wine on tap complements the extensive beer options. A wine wall adds variety alongside ciders and seltzers, making the beverage choices plentiful and diverse.

An inviting atmosphere sets the tone for a date night here. The Steak Burger stands out, especially for those who like their burgers cooked Medium.

People are saying

"It's a cool concept to pour your own beer after a learning curve."

"The wine service here is attentive, quick, and really helpful."

"You can sample a wide variety of beers and wines at your own pace."

Good to know

1

Happy hour offers discounted drinks and appetizers from 4-7pm on weekdays.

2

Self-service ordering is required; download the app to place your order.

3

Parking is available in a nearby garage, making access convenient.

04
Dorothy's Downtown image 1

Space combines modern elegance with a vibrant, inviting atmosphere featuring a covered courtyard and distinct dining and cocktail areas. Energy feels warm and lively, with a stylish mix of old and new decor. Cocktails are eclectic and well-crafted, complementing a menu known for standout dishes and desserts.

A compact but good by-the-glass selection offers variety without overwhelming. The overall wine selection covers solid choices for different tastes.

Intimate dining area creates a cozy setting for couples. The steak frites stands out as a memorable dish for date nights.

People are saying

"The salmon dish was good, and I loved the presentation."

"The short ribs and fried chicken are tender and delicious for Date Spots."

"The wine here is great with the spicy BBQ shrimp."

Good to know

1

Happy hour runs from 4-7pm on weekdays with food and drink specials.

2

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

3

Parking meters only accept credit cards, so bring one for payment.

05
Cowford Chophouse image 1

Old bank building with original style and safe deposit boxes creates a unique setting. Rooftop bar offers skyline views and a relaxing atmosphere with patio heaters and valet parking. Quiet, private rooms support intimate gatherings and clear conversation.

An extensive wine list offers a wide range of options for different tastes. Bottles are consistently very good, complementing the meal well.

Offers a solid choice for special occasions like birthdays and engagements. The menu features quality seafood and a well-seasoned NY Strip that impresses on date nights.

People are saying

"The food here is pretty good to the best pork chop I ever had."

"The rooftop views of the city and river are spectacular."

"The wine here is the best I've ever had."

Good to know

1

Happy hour runs from 4-7pm on weekdays with great deals on appetizers.

2

Reservations are recommended to avoid long waits during peak hours.

3

The rooftop bar offers a unique happy hour experience with stunning views.

06
Casa Dora Italian Cusine & Pizzeria image 1

Old-fashioned Italian diner with walls covered in autographed photos of musicians creates a nostalgic atmosphere. Jazz and blues play softly, enhancing a cozy, welcoming vibe that feels like stepping into a grandparent's kitchen. Regulars enjoy a family-friendly setting with a host who adds warmth through humor and hospitality.

Wine costs about $8.50 a glass. Freddie picks a wine called โ€˜Freddieโ€™s Choiceโ€™ based on preferences, hitting the mark every time. The chef serves wine with a smiling face.

Excellent carbonara stands out as a highlight for couples seeking Italian food. The spot offers a cozy vibe that suits a casual date day with satisfying dishes.

People are saying

"I thought the Italian food here was the best I've ever had."

"The pizza here is the best I've had outside of NYC."

"I thought the wine was authentic and amazing."

Good to know

1

Reservations are not accepted on show nights, and menu items may be limited.

2

Expect higher prices on show nights, with entrees averaging $40 per person.

3

Nightly specials are available, offering unique dishes each evening.

07
Morton's The Steakhouse image 1

Upscale steakhouse offers a modern elegant decor with a rooftop view of the river. Atmosphere balances lively energy and quiet sophistication, complemented by a well-placed bar and fitting music. Guests enjoy expertly crafted cocktails and perfectly prepared steaks in a refined setting.

A knowledgeable staff member guides wine choices and offers varietal recommendations. The selection includes Oregon Earth wine and a variety of reds, providing options to enjoy a glass and unwind.

Special occasions get focused attention with attentive service and efforts to make guests feel truly celebrated. Many choose this spot for birthdays and drive long distances to enjoy the experience.

People are saying

"The food here is amazing and cooked perfectly."

"You'll get exceptional service at these date spots."

"I enjoyed the outstanding wine selection and knowledgeable staff."

Good to know

1

Happy hour ends at 6:30 pm in the bar area.

2

Seating is limited due to the restaurant's layout.

3

The dress code is not strictly enforced; casual attire is common.

08
Ruth's Chris Steak House image 1

Elegant steak house offers breathtaking riverfront views and a welcoming atmosphere with live jazz and piano music. The space fills quickly, especially the bar area without reservations. Guests enjoy expertly crafted cocktails alongside perfectly cooked prime steaks.

Extensive and impressive wine selection offers a variety of options. The red wine is robust, and servers provide thoughtful wine service during waits.

Steak dinners come with salad, shrimp, sides, and dessert for a full meal experience. Drinks like the blueberry mojito and old-fashioned complement the tender lamb chops and classic steak options.

People are saying

"I found the food here to be excellent."

"The service here makes our date nights feel extra special."

"The wine service here is always good and attentive."

Good to know

1

Happy hour runs from 4 to 6 PM, only at the bar.

2

Reservations cannot be made in the bar, leading to busy times.

3

The restaurant hosts special events like Mother's Day celebrations.

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Downtown, Jacksonville

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