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Best Fun Restaurants in Maitland

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55 restaurants available nearby

A photo of Superica - Winter Park restaurant
4.7
Exceptional(52)
Price: Moderate
• Tex-Mex • Winter Park
Booked 21 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(272)
Price: Moderate
• American • Maitland
Booked 75 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(2211)
Price: Expensive
• Mediterranean • Winter Park
Booked 69 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
4.8
Exceptional(573)
Price: Expensive
• American • Maitland
Booked 18 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
4.9
Exceptional(76)
Price: Very Expensive
• Japanese • Winter Park
Booked 3 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 Lamp & Shade Craft Kitchen and Cocktails restaurant
4.6
Exceptional(129)
Price: Expensive
• Asian • Downtown Orlando
Booked 18 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 Boca - Winter Park restaurant
4.4
Awesome(1243)
Price: Moderate
• American • Winter Park
Booked 25 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 Bulla Gastrobar - Winter Park restaurant
4.7
Exceptional(2630)
Price: Moderate
• Spanish • Winter Park
Booked 27 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 Christner's Prime Steak and Lobster restaurant
4.8
Exceptional(4747)
Price: Very Expensive
• Steak • Winter Park
Booked 34 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 Ruth's Chris Steak House - Winter Park restaurant
4.6
Exceptional(2640)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 42 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
  • Joey
    Orlando / Central Florida East •3 reviews
    4.0
    Dined today
    Overall a great experience with delicious food. For a space that had very few seated parties, I would have expected our drinks to remain full.
    More info
    Superica - Winter ParkPrice: Moderate• Tex-Mex• Winter Park
    4.7
  • Donna
    Greater Boston •8 reviews
    5.0
    Dined 2 days ago
    We love Ava. The food is so delicious; taste and presentation. Our servers were so accommodating. Every time we visit Winter Park we make a reservation at Ava! It’s perfect!
    More info
    AVA MediterrAegeanPrice: Expensive• Mediterranean• Winter Park
    4.7
  • Sandyvip
    Orlando / Central Florida East •68 reviews
    5.0
    Dined 7 days ago
    We had a fabulous evening. Happy hour appetizers were delicious. The best thing about the evening was the music. The band was absolutely the best. So much fun listening and dancing. Our server, Candy, was a joy. I would highly recommend Jazz Tastings.
    More info
    Jazz TastingsPrice: Expensive• American• Maitland
    4.8
  • Larry
    Orlando / Central Florida East •15 reviews
    5.0
    Dined 7 days ago
    Let me start by noting that the staff is amazing, professional, helpful, friendly and they move like a well oiled machine. The experience starting with champagne at the bar area and the small bites with multiple layers of flavor and texture prepare the pallet and your head for an adventure. Moving into the kitchen/main dining area you feel you’re a participant as each chef and each of the wait staff explains the course as they’re presented. We opted for the wine pairing which worked perfectly as each dish was paired with a wine that compliments and enhances the dish. You finish in the dessert alcove and it didn’t disappoint a beautiful vino santo wine pairing. It was my wife’s birthday and the little surprises and acknowledgment by the staff made it an a truly amazing evening. I not going to talk about the dishwasher than to say prepare yourself for a taste and texture adventure.
    More info
    Ômo by JôntPrice: Very Expensive• Japanese• Winter Park
    4.9
  • Edward
    Orlando / Central Florida East •8 reviews
    5.0
    Dined on Nov 3, 2024
    What a fun experience! The theming was 100% on point and the cocktails were delicious (and strong)! We’ll be back for sure.
    More info
    Permanent VacationPrice: Moderate• American• Maitland
    4.9
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