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Best Fun Restaurants in Maitland

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56 restaurants available nearby

A photo of Superica - Winter Park restaurant
4.7
Exceptional(59)
Price: Moderate
• Tex-Mex • Winter Park
Booked 30 times today
Superica – “where sunshine spends the winter” – also known as Tex-Mex cuisine served in an Old-West-inspired atmosphere alongside music inspired by Austin.The cuisine is a combination of 1950s Tex-Mex and the wood grill that has taken the food to another level by way of fajitas and more. An “evolved Tex-Mex menu,” includes the classics: tacos, nachos, tamales and enchiladas plus more intricate dishes such as wood-grilled fajitas and shrimp tacos always served with just-made flour tortillas, all while paying homage to the traditions and recipes that have been a part of the Texas culture for decades.
A photo of Permanent Vacation restaurant
4.9
Exceptional(280)
Price: Moderate
• American • Maitland
Booked 15 times today
Permanent Vacation is a tropical destination with an extensive rum list, rum mixed with exotic flavors, exquisite bites, immersive special effects and vibes that never stray too far from the equator!You must be at least 21 to dine or drink with us.
A photo of AVA MediterrAegean restaurant
4.7
Exceptional(2248)
Price: Expensive
• Mediterranean • Winter Park
Booked 112 times today
AVA MediterrAegean is a modern Greek Agora, a multi-sensory transporting venue bringing dining experience and pleasure together in a refined and spirited atmosphere.Meaning life, water, island, bird in Greek, AVA is a celebration of splendor, freedom, escapism and joy, where genuine hospitality, delectable food and vibrant atmosphere combine to entertain the senses and transport guests to celebrate the night away.Deeply rooted in the Mediterranean, AVA lives by its mantra “PAREA”, from Greek, meaning a group of friends, who gather to share life experiences, philosophies, values and ideas.Lunch | Brunch | Dinner.
A photo of Jazz Tastings restaurant
4.9
Exceptional(585)
Price: Expensive
• American • Maitland
Booked 9 times today
• $10 Entertainment Fee Per Person on Friday, Saturday & Monday Night Jazz Jam (first Monday of the month)• • $25 Minimum Food & Beverage Purchase Per Person Monday-Thursday•• $50 Minimum Food & Beverage Purchase Per Person for on Friday & Saturday•• Friday & Saturday: Reservations available until 7:30pm, after that time we accept walk ins only!••Parties of 7 or more must purchase a group package, contact us at 407-795-1582•**If minimums are not met you will be charged the remaining balance**Weekly Deals:Happy Hour Tuesday-Thursday from 5:30pm-7pm: Half off appetizersTuesday- Burger & Brew $15, 1/2 off Wine Bottles all night!Wednesday- 1/2 off select Whiskey & Wine all night!Thursday- 1/2 off Don Julio Anejo, Blanco and Reposado all night! Located in Maitland, Florida, Jazz Tastings combines the intimate atmosphere of a jazz bar with a classy menu. There is also an impressive alcohol list to enjoy along with the soothing music and great food.
A photo of Ômo by Jônt restaurant
5.0
Exceptional(85)
Price: Very Expensive
• Japanese • Winter Park
Booked 6 times today
We are a team of young and inspired professionals taking down the walls between kitchen and guests and taking you on a culinary adventure. Immerse yourself in a progressive tasting menu focusing on the simple, yet luxurious, ingredients around the world with deep inspiration from Japanese cuisine.We challenge the seasons, navigate beyond the limits of time and break with tradition— getting playful with process and tricky with techniques at the intersection of place and possibility.At Ômo we offer a unique and exclusive experience to only 16 guest at a time. The journey starts in the living room with a welcome drink and snacks, then you are transported into the main counter overlooking the kitchen where you will enjoy all the savory bites in an interactive environment. At the end, you will transition to the pastry parlor to continue your experience with sweet bites and after dinner drinks.
A photo of Boca - Winter Park restaurant
4.5
Awesome(1253)
Price: Moderate
• American • Winter Park
Booked 67 times today
With a cozy vibe, food you crave, and heartfelt hospitality, Boca is your kind of place - an everyday upscale restaurant where you can be yourself and enjoy great fresh seasonal creations while we work thoughtfully to make even the most simple moments extraordinary. With a fresh and seasonal approach to the classics, Boca is the food you love handcrafted with the freshest ingredients into dishes you will crave. Like the food, our Market Fresh cocktails are thoughtful, luscious, and handcrafted featuring house-infused spirits and fresh ingredients. Join us for Weekend Brunch and Bottomless Mimosas, Lunch on the Avenue or Dinner with friends that feel like family.
A photo of Lamp & Shade Craft Kitchen and Cocktails restaurant
4.7
Exceptional(140)
Price: Expensive
• Asian • Downtown Orlando
Booked 33 times today
Lamp & Shade Craft Kitchen and Cocktails is Mills area’s newest dining and nightlife concept. Playfully yet eloquently named, Lamp & Shade Craft Kitchen and Cocktails got its inspiration from the idea to ‘hangout and throw some shade in conversation’ while paying homage to the history of its building, previously The Lamp Shade Fair, well-known by locals for over 50 years. The Asian-influenced tapas style menu showcases seasonal and local provisions of the Orlando community in innovative dishes that Executive Chef for Thriving Hospitality, Ryan Stewart, has meticulously developed.Lamp & Shade's comprehensive beverage program features riffs on tiki classics tying back to the influential Asian roots of cocktails, pairing nicely with Chef’s selection of Asian inspired faire.
A photo of Christner's Prime Steak and Lobster restaurant
4.9
Exceptional(4774)
Price: Very Expensive
• Steak • Winter Park
Booked 32 times today
The Christner family invites you to join them at Orlando's favorite steakhouse. Opened in 1993, Christner's is truly a family business "we have very little turnover because our employees are part of the family"! Our customers are locals...business people... travelers...vacationers and sports stars...including many celebrities. Everyone agrees...outstanding menu...professional staff and America's Most Award Winning Steakhouse! The Christners maintain an informal flavor of warm, hands-on, personal hospitality. As Russ said, "Hey, we're just a humble little steakhouse" Enter a guest, leave a friend. Reservations for Private Rooms must be made in advance by calling the restaurant directly at 407.645.4443.Bread: Baked fresh daily and served piping hot to your table. Rip it. Break it. Just don't cut it with a knife.Beef: USDA Prime, aged corn-fed straight from the Midwest and cut to order.Lobster: Cold Water Australian
A photo of Bulla Gastrobar - Winter Park restaurant
4.8
Exceptional(2639)
Price: Moderate
• Spanish • Winter Park
Booked 51 times today
Bulla (boo-ya), which is slang for chatter and what people are talking about, is devoted to delight you by serving your favorite Spanish dishes such as “Patatas Bravas," "Huevos Bulla," "Buñuelos de Bacalao," and other tapas, as well as tantalizing daily specials from our kitchen to bed shared amongst friends.We select only the finest and freshest ingredients, accented in our authentic, savory cuisine. Our ambiance is created to stir the senses and stimulate your appetite. We invite you to join us to indulge in a celebration of good taste!
A photo of Ruth's Chris Steak House - Winter Park restaurant
4.7
Exceptional(2655)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 53 times today
Now Open: We look forward to serving you soon.Ruth's Chris Steak House in Winter Park, FL serves the finest USDA Prime beef available, broiled at 1,800° and served on 500° plates, so your steak stays hot, juicy and delicious from first bite to last. Enjoy our New Orleans-inspired appetizers, USDA Prime steaks, fresh seafood, signature side dishes and homemade desserts. All this while you enjoy our warm, inviting atmosphere and Ruth’s Chris’ genuine hospitality. So whether you’re a regular or have just been wondering what all the buzz is about, Ruth's Chris is the perfect excuse to enjoy the perfect night out. Dinner is served nightly, reservations are suggested and private dining and offsite catering may be arranged.

See what locals rave about

From verified diners like you
From verified diners like you
  • MitchellVIP
    Phoenix / Arizona •16 reviews
    5.0
    Dined 1 day ago
    Omo by Jont is special. It’s hard to pick a favorite dish or part of the meal because it was all so well executed. Loved the moving throughout the “house” and watching the kitchen and service teams work in unison. No movement is wasted at Omo. Thank you Omo team for creating such a special and unique experience for my wife and I. We will see you this time next year.
    More info
    Ômo by JôntPrice: Very Expensive• Japanese• Winter Park
    5
  • Tori
    Jacksonville / Northeast Florida •1 review
    5.0
    Dined 1 day ago
    This place such a vibe!!!! The singer,the band,the server's, the food,and the ambiance was GREAT! It was our first time but when we are in the area again we will definitely be coming back. Just know I'm gonna make a TikTok about our experience so stay tune.
    More info
    Jazz TastingsPrice: Expensive• American• Maitland
    4.9
  • Amanda
    Orlando / Central Florida East •1 review
    5.0
    Dined 2 days ago
    The Pumbaa is excellent. The Christmas overlay was great—funny and festive and yummy. Our second trip and we will definitely be back.
    More info
    Permanent VacationPrice: Moderate• American• Maitland
    4.9
  • Alyssa
    Orlando / Central Florida East •1 review
    5.0
    Dined 5 days ago
    My partner and I have always wanted to try this place and decided to just send it and come here on a random Wednesday night. And it was AMAZING. The ambiance was SO aesthetic and immersive. Our server, Arian, and his server assistant Abr, took such good care of us. Even the staff besides Arian and Abr paid us attention - they would suddenly appear and take the wine out of our hands if we attempted to pour it ourselves. Arian's wine recommendation paired well with both our entrees and he timed the coursing of the meal perfectly. The food was delicious!!!! Especially the baba ghanoush. We were also blown away by the Vanilla Creme Brûlée. We weren't even speaking while eating it, just looking at each other, nodding our heads, and pointing back at the little dessert. It was such a beautiful experience.
    More info
    AVA MediterrAegeanPrice: Expensive• Mediterranean• Winter Park
    4.7
  • Kimberly
    Orlando / Central Florida East •1 review
    5.0
    Dined on Dec 15, 2024
    We tried 4 different spot that night and but Superica should e been the first stop ! The service food and drinks was exactly what we were looking for. Our server Steve was the best !! Had the best recommendations and jokes !! You have to get the queso and salsa with the home made chips.
    More info
    Superica - Winter ParkPrice: Moderate• Tex-Mex• Winter Park
    4.7
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