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Winter Park & Orlando Date Night Gems 👩🏽‍❤️‍💋‍👨🏽 🥂

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Whether it’s a first date or your forever person, these restaurants set the mood. From candlelit corners to unforgettable dishes, these are my go-to spots in Orlando & Winter Park when I want the night to feel a little extra special.
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Kimberly Milburn profile picture
AVA is effortlessly romantic with dim lighting, Mediterranean plates to share, and the kind of ambiance that makes you want to stay all night. Perfect for a flirty first date or an anniversary dinner!
AVA MediterrAegean
 
Kimberly Milburn profile picture
June is moody, modern, and made for meaningful conversation. It’s intimate without trying too hard and the short ribs? Genuinely the best I’ve ever had in my life. From the warm lighting to the beautifully plated dishes, it’s perfect for an elevated ...
June (Orlando)
 
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Knife & Spoon at the Ritz-Carlton is the definition of a luxe date night. The ambiance is sophisticated but still warm, and the service always makes you feel special. The Pappardelle Bolognese was hands down my favorite dish—rich, comforting, and...
Knife & Spoon
 
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Illume is easily one of the most romantic date night spots in Orlando. It’s an upscale rooftop lounge with a stunning view of the city and even Disney fireworks at night. The vibe is elegant and intimate, and the sushi is genuinely some of the best I...
illume
 
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Black Rooster is perfect for a laid-back date night when you still want amazing food and a cool atmosphere. It’s a Michelin-awarded taqueria with an artsy, local vibe and seriously good tacos. The smoked beef brisket one was my favorite. Great for a ...
Black Rooster Taqueria
 
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Bacán is a gorgeous spot tucked inside the Lake Nona Wave Hotel, it’s giving luxury without being stuffy. The space is stunning, the service is thoughtful, and the birria short ribs? So rich, tender, and flavorful, easily a highlight of the night. Pe...
BACÁN
 
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Moderne is such a good spot for a double date night. The vibe is trendy but chill, with great music, shareable plates, and the kind of food that gets everyone talking. My favorites were the Beef Bulgogi and the Spicy Korean Vodka Pasta, both so flavo...
The Moderne
 
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A Land Remembered is perfect for a slow, romantic day date. It’s tucked away on a beautiful golf course with peaceful views and a cozy, refined atmosphere. The food was delicious, and their key lime pie was our favorite, so fresh and creamy. It’s the...
A Land Remembered
 
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Santiago’s Bodega is our go-to for a super chill date night. The vibe is warm, eclectic, and perfect for lingering over tapas. They have an amazing happy hour from 3 to 6 PM and again from 11 PM to 1 AM daily. I swear by their Greek salad (it’s my fa...
Santiago's Bodega
 
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Bulla is the perfect tapas spot when you want to share a little bit of everything. The vibe is lively, the service is always great, and the food never misses. Our go-to picks are the patatas bravas, chicken pintxos, and grilled steak, every bite is p...
Bulla Gastrobar