Atly Logo
New Yorkers 1st Choice
Loved by locals

Cafe date spots in Winter Park

A cafe provides a low-pressure environment for getting to know someone. It is a simple setting for a date that focuses on conversation.

Based on 579 Opinions
+576
User
User
User
Updated May 2026
01
Wafflehead Ice Cream and Coffee image 1
Wafflehead Ice Cream and Coffee image 2
Wafflehead Ice Cream and Coffee image 3
View all

Small, homey shop fills the air with the smell of fresh waffle cones and offers homemade ice cream in a warm, inviting atmosphere. The space feels cute and well-decorated, with limited seating inside and a patio option. It attracts those seeking a cozy spot for sweet treats with a peaceful vibe.

Espresso in the latte is high quality and tastes like it comes from a boutique coffee shop. The spot feels like a cute ice cream and coffee shop with a cool vibe.

Close to a tattoo shop, it offers a unique combo for a date or day out. Ice cream and coffee create a relaxed vibe after dinner or alongside other activities.

People are saying

"The bubble waffle with ice cream was incredible and fresh."

"The ice cream and bubble waffles make for creative Date Spots."

"The ice cream at this Cafe is tasty and smooth."

Good to know

1

The shop offers unique ice cream flavors made from locally sourced ingredients.

2

Expect to pay around $13 for two ice creams with extra charges for toppings.

3

The shop hosts an outdoor movie night biweekly, perfect for a fun outing.

02
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.

European-inspired cafe offers a mix of gourmet chocolates, cakes, and hot cocoa in a casual yet elegant setting. The menu includes ice cream and fondue, creating a full chocolate experience.

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

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."

"This cafe's chocolates and fondue were indulgent and delicious."

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.

03
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.

Stepping inside feels like being in a charming Italian cafe with a beautiful pasticceria offering delicious pastries and sandwiches. The cafe stays busy, reflecting the quality of its food and service.

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.

People are saying

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

"This authentic Italian cafe makes you feel like you're back in Italy."

"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.

04
San Julián’s Coffee Bar image 1

Coffee shop with live saxophone and piano music creates a relaxing, cozy atmosphere inside and on the patio. Decor features natural light and a collection of books, inviting quiet conversation and reading. Dog-friendly space welcomes pets with water bowls, adding to the friendly vibe.

A cute little coffee shop offers an epic cafe experience with all kinds of coffee. The cafe con leche and bombon stand out as delicious choices.

Cozy spot with consistently great mochas and lattes. Offers a relaxed vibe for dates with tasty drinks and snacks and plans to explore the food and pastries.

People are saying

"The coffee here is great, and the service is outstanding."

"The coffee and pastries at this cafe are beautiful and delicious."

"I found the coffee here to be the best I have ever had."

Good to know

1

Parking is available behind the adjoining cycle bar.

2

Live music is available on Saturdays and Sundays from 11 am to 1 pm.

3

The coffee prices are high, with pour over coffee priced at $8.

05
Café Don Juan image 1
Coffee shop

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.

Coffee here stands out with exceptional quality that surpasses typical cafes. Food options cover breakfast, lunch, and dinner with consistent great atmosphere and service.

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.

People are saying

"The coffee here is amazing and super delicious."

"The Cafe staff is super attentive and friendly."

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

Good to know

1

The café 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.

06
Croissant Gourmet image 1

Small cafe with cozy indoor space and shaded outdoor seating along the sidewalk. Atmosphere blends French-inspired decor with Sinatra-era music, creating a relaxed, upscale vibe. Popular for fresh, buttery croissants and a variety of top-tier pastries.

Offers a comfy atmosphere with a nice selection of coffee and pastries. Serves as a small, cozy spot to relax and enjoy a drink.

Large portions of Quiche Lorraine come with a small salad, making for a filling meal. Early Sunday breakfasts offer a quiet time that feels like sitting in the shadows of the Eiffel Tower.

People are saying

"These croissants are buttery, flaky, and rival those from France."

"The croissants at this cafe are flaky, buttery, and so fresh."

"The pastries here are flaky, homemade, and super delicious."

Good to know

1

The bakery opens at 7:00 am daily.

2

Expect a wait for seating when the restaurant is full.

3

Prices for pastries are generally high compared to other bakeries.

07
Lacomka Bakery & Russian Store - Orlando FL image 1

European grocery store combines cozy, homey atmosphere with a tiny cafe offering authentic baked goods. Space feels warm and inviting with a wide variety of Slavic and Russian food items and ingredients. Visitors find a friendly, family-owned vibe with limited seating and a genuine, cramped charm.

Authentic Slavic food stands out in the cafe, offering dishes from several former USSR countries. The cafe pairs a great product selection with a charming atmosphere.

Great selection of items creates a memorable experience for couples. The Cabbage Pirozhki stands out as a favorite, especially appreciated by those familiar with Russian cuisine.

People are saying

"I found the food to be very authentic and handmade."

"The Georgian dumplings here are outstanding, with amazing soup."

"This cafe's Khinkali and stuffed cabbage were delicious."

Good to know

1

Seating is limited, so arrive early to secure a spot.

2

Expect some items may be past their expiration dates.

3

The store offers a wide variety of Eastern European groceries.

08
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.

Lovely bakery cafe with a self-serve concept and amazing food. Offers cafe drinks like chai latte alongside fresh bread options.

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

People are saying

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

"This cafe has a wide selection of delicious pastries."

"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.

09
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.

Most items come made in-house, showing clear quality and care in every meal. The cozy outdoor seating adds to a great ambience, perfect for breakfast or brunch with dishes like brie and apple salad and shrimp and grits.

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.

People are saying

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

"This cafe feels like home and I'm definitely coming back."

"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.

Discover more

Winter Park, Florida

Area guide
Loading Map...