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Top picks in Winter Park

Date spots with sandwiches

A casual lunch with a well-made sandwich is the right pace for a relaxed afternoon together.

Based on 751 Opinions
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Updated May 2026
01
Lakeview Serious Sandwiches image 1
Lakeview Serious Sandwiches image 2
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Deli overlooks a large pond with a fountain and offers covered outdoor seating that accommodates rain or heat. Atmosphere feels family-run and local, with a community institution vibe tucked behind office buildings. The setting invites a relaxing lakeview experience during breaks or casual meals.

Frequent visits with partners make this spot a reliable choice for couples. Meals here earn praise for being memorable and satisfying during casual lunches or quick stops.

Sandwiches come fresh and tasty with a local feel and mom and pops service. They are affordable and pair well with fries and a drink for about $10.

People are saying

"You can enjoy the beautiful pond view from the outdoor space."

"These sandwiches are fresh, flavorful, and made with care."

"The food here is phenomenal, especially the butter chicken."

Good to know

1

The shop opens at 10 am for breakfast or lunch.

2

Prices are very reasonable.

3

There is seating both inside and outside.

02
M'ama Napoli Italian Bakery & Deli image 1

Small space with cozy indoor seating and bar-style stools creates an intimate setting. Atmosphere feels like stepping into Italy, with authentic Italian vibe and friendly, welcoming energy. Offers a mini market stocked with imported Italian groceries alongside fresh bakery items.

Exceptional sandwiches create a memorable experience, with one noted as the best since Italy. The owner shows personal care, even offering his wife to cook for special occasions.

Bread stands out with its next level quality, making sandwiches truly memorable. Freshness shines through in every bite, especially with the pistachio pesto focaccia and authentic Italian flavors.

People are saying

"These focaccia sandwiches are incredible and taste so fresh."

"The Italian food here is delicious with layers of savory, tangy, salty perfection."

"This place feels like an authentic Italian cafe, a perfect date spot."

Good to know

1

There is parking available in the back.

2

The bakery offers authentic Italian specialties and coffees.

3

Credit cards and mobile payments are accepted.

03
AJ Chocolate House image 1
Chocolate cafe

Chocolate cafe combines European-inspired design with live jazz music and a romantic, cozy atmosphere. Guests enjoy gourmet chocolates alongside espresso martinis and wine, creating a setting suited for celebrations or intimate evenings.

A romantic vibe sets the tone for a date night or celebration here. The atmosphere creates a special and memorable evening perfect for couples.

Croissant sandwiches stand out with fresh ingredients like apple and Brie or fig and prosciutto. Options include a three-tier platter featuring two croissant sandwiches alongside mousse and chocolates.

People are saying

"The chocolates here are exceptional, rich, and full of flavor."

"The chocolates here are rich, not too sweet, and perfect for Date Spots."

"I enjoyed delicious croissant sandwiches and artisanal chocolates."

Good to know

1

Bottomless mimosas are available on weekends for $25.

2

Musical entertainment occurs every Friday night.

3

Ladies night with live music happens every Tuesday.

04
The Glass Knife image 1
Restaurant

Bright, chic interior with plush velvet booths and a beautiful pastry display creates an elegant yet welcoming setting. Atmosphere stays pleasant and quiet even when busy, supporting a relaxed dining pace. Guests enjoy indoor and outdoor seating options with tasteful decor matching an upscale vibe.

Plush velvet booths near the front create a cozy, intimate setting. The BLT sandwich stands out as a solid choice, and the staff adds a light, fun vibe with their humor.

Cheddar Biscuit Sandwich Plate stands out with its rich flavor. Croissant and strawberry matcha egg sandwiches offer delicious variety. Roasted Turkey Club and California sandwiches add indulgent and fresh options.

People are saying

"I found the brunch here to be fresh, flavorful, and beautifully presented."

"The sandwich here is great, and the staff is attentive."

"Jeremiah's recommendations made our Date Spots delicious."

Good to know

1

The new Park Ave location offers a similar experience to the original.

2

Reservations are recommended for larger parties to avoid long wait times.

3

A virtual waitlist is available to minimize wait times for guests.

05
Sonny's BBQ image 1
Barbecue restaurant

Industrial-style dining room features comfortable booths and an outdoor covered patio. Atmosphere stays relaxed and friendly with a fun bar area and clean, welcoming vibe. Large portions and reasonably priced food attract groups looking for hearty barbecue meals.

Attentive service keeps drinks refilled and orders quick. The Baby back ribs and All You Can Eat options satisfy BBQ cravings for a relaxed date night.

Pulled pork and barbecue sandwiches stand out with rich flavors. The prime rib and pulled chicken sandwiches offer hearty, satisfying bites. The vinegar sandwich adds a tangy twist to the lineup.

People are saying

"The BBQ here has a really satisfying smoky flavor."

"The American Food here is great, and the servers are so polite."

"I tried the pulled pork sandwich and it was delicious."

Good to know

1

Seasonal specials include summer all-you-can-eat St. Louis ribs for $19.99.

2

Every Wednesday in May features BBQ Day with special promotions.

3

The restaurant offers car delivery and easy pick-up options.

06
Winter Park Biscuit Company image 1

Outdoor seating with garden picnic tables and dog-friendly shade creates a relaxed vibe. The space feels hipster-ish and trendy, nestled among small shops in a lively market setting. Energy stays upbeat with a pristine, compact layout that maximizes limited space.

Vegan chicken here tastes very close to real chicken, making it a standout choice for couples. The chicken sandwich and burrito offer satisfying options that keep people talking after their visit.

The vegan chicken sandwich stands out with its crispy, juicy texture and flavorful batter that mimics real chicken closely. It offers a huge, filling portion with a taste blending Popeyes and Chick-fil-A styles, making it hard to tell it's plant-based.

People are saying

"The vegetarian chicken sandwich is the best I've ever tasted."

"You have to try their chicken sandwich; it's out of this world."

"I thought the vegan chicken sandwich tasted amazing."

Good to know

1

The restaurant only accepts card payments; no cash is accepted.

2

Parking can be difficult, especially during busy hours.

3

The restaurant closes at 7 PM, so plan your visit accordingly.

07
Bricks & Bowls image 1
Restaurant

Courtyard restaurant offers outdoor-only seating with fans and misting machines that keep the space cool and comfortable. The atmosphere feels cozy and peaceful, tucked away in a private, clean patio that invites relaxation and quiet dining.

Staff are pleasant and patient, helping with bowl assembly. Options include a garlic free menu for allergies. Food like turkey focaccia sandwiches and pizza work well for sharing on dates.

Sandwiches feature focaccia bread and come in bold flavors like the ghost pepper chicken. Options include turkey and chicken, all fresh and packed with overwhelming flavor.

People are saying

"The outdoor seating is beautifully furnished and kept cool with misting fans."

"It's a great spot for a date with delicious, fresh food."

"The homemade focaccia bread on the sandwich was amazing."

Good to know

1

The restaurant has no indoor seating, only outdoor options available.

2

Expect to dine outside in potentially uncomfortable weather conditions.

3

Happy hour is available in the courtyard, providing a relaxed atmosphere.

08
Cafรฉ Don Juan image 1

Small coffee shop with stylish interior and cozy, friendly atmosphere. Space feels relaxed and clean, with limited indoor seating but some outdoor options. Vibe suits casual chats, work, or morning meetings.

Steak and eggs on toast comes out delicious and satisfying. Omelettes with spinach, bacon, and cheddar arrive perfectly cooked alongside grilled Pan Sobao. Tofu scramble stands out as an excellent choice. Sea salt caramel chai offers a unique drink option.

Guava and bacon Cuban and Brie, bacon, and guava sandwiches stand out with bold flavors. The Don Juan sandwich offers a filling but light option. Tuna and Mayorca sandwiches also deliver solid taste.

People are saying

"The coffee here is amazing and super delicious."

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

"The baked goods here are amazing for date spots."

Good to know

1

The cafรฉ closes at 4 PM, which is early for food service.

2

Breakfast for two costs over $50 for sandwiches and coffee.

3

Parking is available on the street but can be limited.

09
Raising Cane's Chicken Fingers image 1
Fast food restaurant

Fast food restaurant with clean, bright space and upbeat music creates a lively atmosphere. Seating includes many high top tables and a sheltered outdoor dining area, though indoor space feels cramped when busy. Lines move quickly, making it easy to get a quick meal.

Chicken tenders and fries stand out as a simple, satisfying choice. The spot offers a casual vibe that works well for a relaxed date.

Chicken sandwiches feature good flavor and a balanced sauce ratio. Some chicken tends to be stringy, but the sandwich overall tastes good, especially with the sauce.

People are saying

"I found the food to be fresh and delicious."

"This chicken sandwich is juicy, tasty, and has great flavor."

"The chicken tenders and fries here are amazing."

Good to know

1

The restaurant serves only fried chicken fingers with no grilled options available.

2

A 3-piece chicken finger combo costs $10.49, while a 2-piece kids meal is $7.29.

3

Expect shorter wait times currently as the restaurant is rarely busy.

10
Paris Baguette image 1

Bakery with modern design and black and white decor offers a quiet, relaxed atmosphere and outdoor terrace that feels like Paris. Plenty of seating invites lingering over fresh, high-quality pastries and desserts. Clean, organized space enhances the calm, cozy vibe.

Warm hospitality from the manager creates a friendly vibe for couples. The spot suits morning dates and offers donuts to share, encouraging repeat visits.

Crunchy baguette and mini croissant sandwiches come with fresh veggies and are carefully packaged. The turkey and avocado sandwich stands out as a cheese-free option. Friendly service keeps orders updated and the sandwiches taste filling and delicious.

People are saying

"The pastries here are fresh, beautifully made, and delicious."

"These sandwiches are flavorful and beautifully prepared."

"The pastries here are amazing, especially the French ones."

Good to know

1

The bakery opens at 7:00 am and closes at 10:00 pm.

2

Expect cleanliness issues, as tables and seating areas are often dirty.

3

The air conditioning frequently malfunctions, affecting the dining experience.

11
Fiddlers Green Irish Pub & Eatery image 1

Irish pub offers authentic Irish atmosphere with dark interior and cozy pet-friendly patio. Live music plays on weekends, enhancing the lively vibe. Multiple dart boards and a huge projector screen add to the entertainment options.

Corned beef and Reuben sandwich stand out with rich flavors. The fish sandwich is also notable, paired well with crispy wedge fries. The ribeye sandwich offers a hearty, satisfying bite.

People are saying

"This pub has such an authentic, cozy vibe."

"The fish and chips were classic, crispy, and delicious."

"The corned beef sandwich was delicious and packed with meat."

Good to know

1

Trivia night happens every Thursday, which can get loud and rowdy.

2

On weekends, enjoy $4 mimosas and $5 Bloody Marys.

3

Parking can be difficult depending on the timing of your visit.

12
George's Cafe image 1

Small, quaint cafe offers cozy outdoor seating with a charming, old-fashioned atmosphere. The vibe is quiet and homey, attracting those seeking a relaxed lunch spot. Decor includes Beatles-themed touches, adding unique character to the space.

Salads and sandwiches stand out as solid choices, with the sandwich drawing some envy. Soup comes with minimal shrimp and tends to be quite salty.

Sandwiches come with generous portions of meat, like the Pudsey with turkey and bacon. The Havana Cuban sandwich stands out, rivaling those in Miami, while the croissant sandwich with bacon is perfectly cooked and filling. Options like the French Dip and Pearl cater to meat lovers.

People are saying

"This lunch spot has delicious sandwiches and fresh salads."

"I thought this sandwich place was a true gem."

"The soup here is way too salty for a date spot."

Good to know

1

The breakfast buffet costs $15 and offers unlimited food with many options.

2

Outdoor seating is available for guests with pets.

3

The cafe is known for its cookies, but they may not always be available.

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Winter Park, Florida

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