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Guide to Orlando

Cuban sandwich date spots

A Cuban sandwich that is worth the mess of a casual date without feeling like a rushed lunch break.

Based on 653 Opinions
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Updated May 2026
01
A Lo Cubano Kitchen image 1
A Lo Cubano Kitchen image 2
A Lo Cubano Kitchen image 3
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Cuban restaurant

Food hall setting with authentic Cuban cuisine and a giant central bar creates a lively, cozy atmosphere. Live music and outdoor games add to the family-friendly vibe with ample indoor and outdoor seating. Diverse food options surround the space, making it a unique spot for varied tastes.

Warm welcomes set a friendly tone right at the entrance. The menu features Cuban sandwich and churrasco steak bowl, both well-liked choices for a casual date meal.

Super flavorful pork stands out in the Cuban sandwich. It delivers a taste that feels like Miami with every bite.

People are saying

"The food here is delicious and authentic Cuban."

"The food here is so good, my son loved the rice and beans."

"The Cuban sandwich here is the best I ever had."

Good to know

1

The restaurant has ample indoor and outdoor seating.

2

There is an adjacent free parking structure.

3

The prices at A Lo Cubano Kitchen are affordable.

02
Cubans on wheels image 1

Food truck with shaded picnic tables and Latin music creates a warm, family-oriented atmosphere. Outdoor seating surrounded by plants offers a homey, inviting vibe. Cuban flavors and authentic style define the experience.

Cuban sandwich with mustard and pickles offers a flavorful option. The spot suits those with wheat and dairy allergies well.

Quality Cuban sandwiches stand out here with a distinct flavor not found elsewhere in Florida. The Cuban sandwich ranks as the best in town with consistently high praise for its taste.

People are saying

"The Cuban food here is mouthwatering and delicious."

"This Cuban Sandwich is the best I've ever had."

"The Cuban food here is mouth-watering, I wish we had this near us!"

Good to know

1

The lunch special is available with a discount deal from 11am to 2pm.

2

Cubans on Wheels is located behind Dennyโ€™s in the parking lot.

3

Itโ€™s only several minutes away from the airport.

03
Tainos Bakery & Deli (Lake Underhill) image 1

Bright space with white subway tiles and Puerto Rican decor creates a clean, welcoming environment. Warm aroma of freshly baked bread and authentic Puerto Rican music fill the air, setting a family-friendly, upscale vibe. The atmosphere feels like a slice of Puerto Rico, inviting and lively.

Variety of food and desserts offers plenty to share and enjoy together. Friendly staff like Loren and Nick add to a relaxed, welcoming vibe for couples.

Cuban sandwiches come with a classic mix of flavors and textures. They pair well with fries and fresh orange juice for a satisfying meal.

People are saying

"The food here is amazing and delicious."

"The food here is amazing, perfect for date spots."

"I found the Cuban sandwich here to be amazing."

Good to know

1

The bakery offers a buffet from 12 to 3 pm on weekends.

2

Happy hour features discounted sweets and pastries.

3

Parking is available on-site but can fill up quickly during peak times.

04
Black Bean Deli Orlando image 1
Cuban restaurant

Quaint retro building offers bright indoor space and shaded outdoor seating with plenty of natural sunlight. Atmosphere stays chill and cozy, blending casual comfort with a modern vibe. Regulars enjoy authentic Cuban flavors paired with strong Cuban coffee in a clean, inviting setting.

Breakfast offers a cozy start for couples, while lunch serves quick bites like the roast pork bowl. Both meals fit well for a casual date setting.

Offers a Cuban sandwich with black beans and rice for $9, making it a solid lunch deal. The sandwich is consistently described as very good and even ridiculously good by many.

People are saying

"The coffee here is so good, especially the Cuban coffee."

"I thought the Cuban sandwich here was the best I've ever had."

"The handheld sandwiches and empanadas here are so good."

Good to know

1

They have different specials every day.

2

Parking is limited, so arrive early.

3

Inside seating is limited, especially during peak hours.

05
BRICK & BUTTER image 1
Sandwich shop

Sandwich shop offers spacious seating and a fun food hall vibe with family-friendly atmosphere. Energy feels welcoming and lively, blending great food with an onsite brewery. Crowd enjoys unique, flavorful sandwiches and a casual, social setting.

Meals include a shaved beef with mac and cheese and a Cuban sandwich with a unique name. Both dishes offer solid flavors and satisfy expectations for a casual date meal.

Havana Brick stands out as a very tasty Cuban sandwich that is not too heavy. Variations of the Cuban sandwich here consistently deliver incredible flavor.

People are saying

"The sandwiches here are huge and delicious."

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

"This Cuban Sandwich is awesome and tasty."

Good to know

1

Parking can be challenging during peak hours at the food truck park.

2

The cheesesteak is priced at $25, higher than the website's $17 listing.

3

Expect limited menu options as they recently opened.

06
Havana's Cuban cuisine image 1
Cuban restaurant

Small, intimate space with authentic Cuban ambiance and mellow jazz music creates a cozy, welcoming vibe. Clean and comfortable setting feels like a home kitchen with a personal touch. Atmosphere stays relaxed and peaceful, suitable for enjoying genuine Cuban dining.

Generous portions of Cuban cuisine create a hearty dining experience. Dishes like oxtail and pork shank offer rich flavors, while a sample platter provides variety for sharing.

Cuban sandwiches come with a balanced mix of flavors and a crispy texture. They pair well with sides like plantains and Cuban coffee.

People are saying

"The food here is delicious and flavorful."

"The food here is delicious; it's a great place to eat."

"I found the Cuban sandwich here to be delicious."

Good to know

1

They automatically charge a 20% gratuity on the bill.

2

They include a service charge instead of a separate tip.

3

We were able to get a seat despite having a group of 11.

07
El Rinconcito Restaurant and Bar image 1

Large dining room with well-spaced tables creates a cozy, welcoming atmosphere where many speak Spanish. Energy shifts from quiet and pleasant during calm times to loud with DJ music and dancing on busy nights. The vibe feels authentic Latin, making it feel like home without being fancy or expensive.

Seafood dishes stand out with fried fish and a fried pork plate served alongside black beans and rice. The spot suits couples craving hearty, casual meals.

Incredible flavor defines the Cuban sandwich here. It stands out as one of the most delicious and well-crafted sandwiches in the area.

People are saying

"The food here is delicious, from the rice to the meat."

"The empanadas and Cuban sandwich here are incredible for Date Spots."

"The Cuban Sandwich here is so delicious and flavorful."

Good to know

1

Karaoke night happens every Saturday at 8 pm.

2

The restaurant offers a buffet on weekends with prices around $30-40.

3

Reservations are recommended for karaoke nights due to popularity.

08
Grills Lakeside Seafood Deck & Tiki Bar image 1

Open deck and pier space offer waterside views and a laid-back tropical vibe. Live music and a kid-friendly playground create a casual, family-oriented atmosphere. Outdoor seating with misting systems keeps the environment comfortable and relaxed.

Shrimp adds a unique twist to the classic Cuban sandwich, paired with a spicy sauce that enhances the flavor. The sandwich stays consistently tasty and is considered a favorite choice.

People are saying

"The food here is amazing and delicious."

"The shark kabobs were delicious and unique for Date Spots."

"I came back for the shrimp Cuban sandwich; it's a great idea."

Good to know

1

They offer a Taco Tuesday special.

2

There are live bands on weekends.

3

They have events during holidays.

09
Numero Uno Cuban Restaurant image 1

Small space with authentic Cuban decor preserves a vintage feel from 1978. Lively atmosphere pulses with salsa music and a family-like vibe that feels like home. Regulars enjoy homemade sangria alongside classic Cuban dishes in a cozy setting.

Chicken empanadas stand out as a surprising favorite even for those who usually avoid chicken. The spot suits both date nights and family dinners with a comfortable vibe.

Perfectly toasted bread and authentic medianoche style define the Cuban sandwich here. It features well-balanced flavors and stands out as a favorite among the menu options.

People are saying

"I found the food here to be really good and delicious."

"I found the bread on the Cuban sandwich to be perfect."

"I thought the Cuban Sandwich was the best I had ever had."

Good to know

1

Parking could be tight if the restaurant gets busy.

2

The parking lot is small, so arrive early for lunch.

3

Prices are reasonable for the area.

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