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Chocolate and chili in Florida

A bowl of spicy chili needs the smooth, sweet finish of chocolate to round out the meal.

Based on 579 Opinions
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Updated May 2026
01
Maíz y Agave image 1
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Restaurant

Rooftop setting offers spectacular views and a lively atmosphere with live mariachi performances enhancing the experience. The space feels colorful and festive, capturing authentic Mexican vibes. Guests enjoy outstanding cocktails and highly praised Mexican dishes in a vibrant, engaging environment.

Oaxacan chocolate dessert stands out with rich, complex flavors. The chocolate lava cake offers a warm, gooey center that melts in your mouth.

Chile en Nogada stands out with its rich flavors and excellent preparation. The chile meco also delivers a distinct taste, while the cuts of meat complement the dishes well.

People are saying

"The food here is delicious and full of rich flavors."

"Jonathan's service was outstanding, friendly, and warm."

"The chocolate volcano dessert was enjoyable."

Good to know

1

Reservations are required for rooftop seating, especially during busy times.

2

Live music happens every Sunday night on the rooftop.

3

Happy hour runs from 5 to 7 PM with special deals on drinks.

02
Potbelly image 1
Sandwich shop

Sandwich shop with a vintage sports bar vibe and Orlando sports memorabilia decorating the walls. Atmosphere feels welcoming and clean, with a well-designed, cozy seating area. Energy stays friendly and relaxed, making it a reliable spot for fresh, flavorful sandwiches.

Soft, chewable Chocolate Brownie Cookies close meals with melted chocolate pieces. Oatmeal chocolate chip cookies come in mini bags and stand out for their rich chocolate chips and texture.

The chili Mac stands out as a favorite, often recommended with mac and cheese. The chili adds a rich, hearty flavor that pairs well with the creamy cheese.

People are saying

"I found the sandwiches here to be fresh and delicious."

"You have to try their oatmeal chocolate chip cookies."

"You have to try the chili mac; it's the best part of the meal."

Good to know

1

The average price of a sandwich is about $10.

2

Potbelly offers a variety of vegan options on their menu.

3

The bathroom is accessible and exceeds standard requirements.

03
Wayback Burgers image 1
Hamburger restaurant

Small but spacious hamburger restaurant offers comfy booths and open kitchen views. Calm, welcoming atmosphere features oldies music from the 70s, 80s, and 90s. Seating suits families and friends with indoor and outdoor options.

Chocolate shakes come in classic, mint chocolate chip, and brownie flavors. The shakes pair well with crispy fries and desserts like Red Velvet Cupcakes.

High quality chili pairs well with chili cheese fries that are consistently mouthwatering and top notch.

People are saying

"I found the food here to be fresh and amazing."

"The chili cheese fries here are delicious and mouthwatering."

"The Bourbon Bacon Burger's sauce was rich, sweet, and balanced."

Good to know

1

Wayback Burgers has a gluten-free dedicated fryer for chips.

2

The restaurant maintains a high standard of cleanliness.

3

Expect good value for the price of meals.

04
Portillo's Orlando Palm Pkwy image 1
Fast food restaurant

50s diner style with vintage art and rockabilly vibe creates an upbeat atmosphere. Spacious seating includes indoor and outdoor patios, welcoming families and pets. Staff announce orders with rhymes, adding a unique touch to the lively environment.

Fresh-made chocolate cake features a creamy frosting and stands out for its quality. The chocolate cake shake blends rich cake flavor into a thick, drinkable treat. Large cakes and slices come packaged to go for convenience.

Homemade chili tops the Chicago Chili Cheese Dog with a taste that recalls Villa Park originals. The chili is well balanced, not over seasoned, and pairs well with the large Chili Cheese Dog and fries.

People are saying

"The food here is fresh, hot, and delicious."

"You have to try the chocolate cake shake; it's amazing."

"I found the chili cheese dog to be very good."

Good to know

1

They offer a Wednesday special hot dog for $1 with any order.

2

Each meal includes a $1 Chicago Dog on Wednesdays.

3

The menu features a variety of options, including Italian beef sandwiches.

05
Babe's Meat & Counter image 1

Small butcher shop with limited seating and a clean, inviting atmosphere. Offers high-quality meats and award-winning burgers that attract a steady crowd. Outdoor bistro tables provide a casual spot to enjoy simple, well-crafted sandwiches.

Chocolate chip cookies stand out with a strong positive impression. They appear alongside a sampler featuring savory items like croquetas and Jamaican chili beef patties.

Chili fries stand out as a popular choice, often paired with craft beer and sodas. The chili dog tends to be soggy with the bread falling off.

People are saying

"I considered this one of the best burgers I've ever had."

"The Jamaican patty's flaky crust and flavorful filling are amazing."

"I thought the chili here was just about the best ever."

Good to know

1

There is parking right outside the shop.

2

Ordering online ahead is recommended to avoid long wait times.

3

Seating is limited, so plan accordingly.

06
Carolina Jax image 1
American restaurant

Small, crowded restaurant with cozy, tight space and fun pig decor creates a relaxed, family-friendly vibe despite a loud, bustling atmosphere. Sidewalk seating offers an alternative to the cramped interior. Walls display art and history, adding unique character to the old building setting.

Milkshakes come thick and creamy with vanilla ice cream and rich chocolate. The peanut butter chocolate and salted caramel pecan shakes stand out for their bold flavor combos.

Chili cheese fries stand out with rich, flavorful chili and melted cheese. The chili cheese dog offers a hearty, satisfying topping. Both dishes pair well with burgers for a filling meal.

People are saying

"The food here is amazing and always seasoned perfectly."

"I loved the chocolate milkshake because it was pretty large."

"The chili cheese fries here are to die for."

Good to know

1

Parking is limited, so expect to walk if you can’t find a spot.

2

Dining during lunchtime on Fridays is nearly impossible due to long lines.

3

Expect about 15 minutes in line to order and another 30 minutes for food.

07
Culver’s image 1
American restaurant

Restaurant offers a modern interior design with a clean and comfortable dining area. Atmosphere feels welcoming and relaxing, with a unique parking spot food delivery system. Energy is generally quiet and calm, attracting those who appreciate a peaceful meal.

Chocolate options include chocolate heath crunch ice cream with crunchy heath bar pieces and a malted chocolate shake. Chocolate cake cones and chocolate custard with strawberries also feature on the menu.

Chili stands out for its rich flavor and pairs well with cheese fries. It includes fat kidney beans and offers a hearty, satisfying taste.

People are saying

"The food here is always fresh and amazing."

"I thought the chili was amazing."

"I loved their chocolate heath crunch ice cream with heath bar pieces."

Good to know

1

Culver's food is cooked when ordered, ensuring freshness.

2

Parking can be congested due to a new policy requiring waiting for food.

3

Prices are higher compared to other fast food chains.

08
Portillo's Waterford Lakes image 1
Fast food restaurant

Retro diner design with 50's Americana décor and a giant alligator mural creates a nostalgic, upbeat vibe. Bright, spacious interior combines natural light with vintage signs and checkered floors. Busy, lively atmosphere fills with friendly energy and casual outdoor seating.

Chocolate cake stands out with its rich flavor and is often described as a top dessert choice. Chocolate shakes and a chocolate-covered strawberry cake shake add variety to the chocolate options.

Chili stands out for its meaty texture and rich flavor. It complements dishes like chili dogs and chili cheese hot dogs well.

People are saying

"The beef sandwich is stuffed with meat and peppers."

"The chocolate cake shake here is out of this world."

"The chili here is so meaty and flavorful."

Good to know

1

The restroom is very clean and well-maintained.

2

There is plenty of space to park and sit.

3

Expect gridlock in both drive-through lanes during peak hours.

09
Portillo's St. Petersburg image 1
Fast food restaurant

Fast food restaurant with 50s-style retro decor and nostalgic diner vibe creates a fun, lively atmosphere. Spacious interior offers interesting visual details and outdoor seating. Known for authentic Chicago hot dogs and a selection of beer on tap.

Milkshakes blend a whole slice of chocolate cake into them, especially the chocolate cake milkshake. Whole chocolate cakes are available for birthdays, and the drive-through service is quick and easy.

Chili dogs come with a great spice and kick and keep the bun from getting soggy. The chili cheese dogs stand out as exceptional and pair well with sides like onion rings and fries.

People are saying

"You have to try the American Food hot dogs; they have a fantastic snap and flavor."

"The chocolate cake here is fresh, delicious, and the best I've ever had."

"The chili dogs here are satisfying and flavorful."

Good to know

1

Hot dogs are $1 with any sandwich purchase on Wednesdays.

2

The drive-thru only accepts card payments.

3

The restaurant maintains a clean environment.

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