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Chocolate and wine spots

There is a specific kind of evening that only begins with a glass of wine and ends with chocolate.

Based on 702 Opinions
+699
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Updated May 2026
01
JP Floral Designs Chocolate & Wine image 1
JP Floral Designs Chocolate & Wine image 2
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Wine store combines cozy elegance with floral arrangements and hand-dipped treats. Atmosphere stays calm and welcoming, with a curated wine selection and standout chocolates. Prices remain affordable, attracting those seeking quality and charm.

Hand dipped chocolates come in generous portions with fresh flavors. Chocolate covered strawberries and s'mores chocolate stand out for their delicious taste and freshness.

Wine tastings offer a chance to try before buying with clear explanations of each variety. The selection features bold reds, crisp whites, and unique international varietals from places like Italy and Africa.

People are saying

"I loved the wine tasting experience and learned a lot."

"The chocolate-covered strawberries here are so fresh and delicious."

"I got the best customer service at this mall."

Good to know

1

Free wine tastings are available, providing insights into the wines offered.

2

The store features hand-dipped fruits and floral arrangements.

3

Prices for chocolates and wines are very affordable.

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.

Chocolate desserts include a petite chocolate cake that is rich, bold, and melts in your mouth. The cake stands out as decadent alongside other sweets like cheesecake.

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.

People are saying

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

"The chocolate cake is petite, rich, and decadent."

"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
Matthew's Restaurant image 1
Fine dining restaurant

Fine dining space with an open kitchen concept and elegant interior creates an intimate, sophisticated atmosphere. Bar and cozy restaurant areas blend seamlessly, supporting a warm, welcoming vibe. Full tables and attentive valet service mark a special occasion setting.

Chocolate desserts include a gluten-free chocolate torte served with a birthday note on the plate. Portions are tiny but the torte tastes fabulous.

An extensive wine list offers many options. The bar manager and Preston provide knowledgeable, engaging wine pairings that match dishes well. The chef tasting with wine pairing adds a thoughtful, elevated touch.

People are saying

"This place offers an unforgettable fine dining experience for celebrations."

"The Chefs Tasting's courses came with stories, making it memorable."

"The chocolate torte was pure goodness."

Good to know

1

Happy hour in the lounge offers discounted drinks and appetizers from 4-6pm.

2

Reservations are recommended for special occasions to ensure personalized service.

3

The restaurant can accommodate gluten-free diets with 48 hours' notice.

04
La Cena Ristorante image 1
Northern Italian restaurant

Northern Italian restaurant offers an intimate, quiet atmosphere with understated elegance and luxuriously set tables. The space feels cozy yet classy, attracting diners who appreciate serious class and careful attention to every detail. Reservations are required, and the setting excludes children and strong perfumes to maintain a refined experience.

Chocolate desserts include a large mousse that is light and perfect. The mousse pairs well with cheesecake for a satisfying finish.

Perfect wine pairing stands out here, especially with a Merlot. The pairings are consistently spot on.

People are saying

"The pasta here is out of this world, truly decadent."

"The seafood here is fresh, perfectly cooked, and flavorful."

"The Chocolate portions here are gargantuan, you can't finish them."

Good to know

1

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

2

They won't seat walk-ins even when the restaurant is empty.

3

Children are not allowed in the restaurant.

05
14 Prime image 1
Steak house

Upscale steakhouse with elegant design and ambient lighting creates a sophisticated yet welcoming atmosphere. Guests receive personalized touches like floral arrangements and complimentary champagne upon arrival. The space features a notable bar and spacious seating, fostering a lively but warm environment.

A glass of sparkling wine is offered while waiting to be seated. The wine selection complements the food and service well.

People are saying

"The steak here is served with flawless, attentive service."

"They brought our wine and food when we moved seats."

"The service here is outstanding, attentive, and warm."

Good to know

1

Reservations are required for special events like 14 Prime.

2

Guests should place cocktail orders ahead of time for events.

3

The restaurant offers personalized experiences for special occasions.

06
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.

Chocolate desserts include a round lava cake served with chocolate ice cream that melts smoothly. The chocolate cake stands out as a delicious option among the dessert choices.

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

People are saying

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

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

"I thought the chocolate cake was delicious."

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.

07
RH Rooftop Restaurant at RH Jacksonville image 1

Rooftop setting offers spectacular views and an elegant casual atmosphere with stylish design and beautiful outdoor decor. Energy stays relaxed and inviting, enhanced by nice music and an open roof option. Guests often enjoy signature cocktails and well-prepared dishes in a space suited for celebrations and quiet chats.

Chocolate offerings include a rich lava cake and melt in your mouth chocolate chip cookies. Salted caramel gelato adds a sweet, creamy touch.

Pierre Sparr Brut Rose' stands out as a delicious choice. Servers offer excellent wine recommendations that pair well with dishes like the Grilled Petite Filet and its red wine demi.

People are saying

"The atmosphere here is so elegant and dreamy, perfect for date spots."

"The wine pairings here are amazing with the food."

"You have to try their amazing chocolate chip cookies with coffee."

Good to know

1

Water costs $10; it's not complimentary.

2

Expect lengthy wait times for a table during peak hours.

3

Parking is free and plentiful near the restaurant.

08
Ciao Trattoria Italiana image 1
Italian restaurant

Bright, cozy Italian restaurant with live music and authentic old world Sicilian food creates a welcoming, homey atmosphere. Well-set tables and a private dining room with mood lighting add to the inviting experience. Full bar offers classic Italian drinks alongside quality meals.

A full bar serves a fantastic chocolate martini that stands out for its rich flavor. The chocolate martini is consistently delish and well-crafted.

Great wine selections sit behind the bar, making it a solid spot to enjoy a glass. Staff help pick the perfect wine to pair with dishes like pizza and calamari.

People are saying

"The Italian food here is delicious, especially the eggplant parmesan."

"The wine here is fantastic, perfectly complementing the delicate Italian food."

"I loved the fantastic chocolate martini."

Good to know

1

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

2

The restaurant has a special Romantic Dinner Sunday with a set menu.

3

The menu is limited after 9:00 pm, so plan your visit accordingly.

09
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.

Beignets come with a light texture and pair with a drinkable espresso chocolate sauce that enhances their flavor.

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

People are saying

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

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

"The chocolate here is incredibly friendly and respectful."

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.

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