Best Fun Restaurants in Maitland

57 restaurants available nearby

A photo of Superica - Winter Park restaurant

1. Superica - Winter Park

4.7

Exceptional(61)

Price: Moderate

• Tex-Mex • Winter Park

Booked 18 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

2. Permanent Vacation

4.9

Exceptional(285)

Price: Moderate

• American • Maitland

Booked 6 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

3. AVA MediterrAegean

4.7

Exceptional(2269)

Price: Expensive

• Mediterranean • Winter Park

Booked 103 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.

4. Jazz Tastings

4.8

Exceptional(591)

Price: Expensive

• American • Maitland

Booked 7 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.

5. Ômo by Jônt

4.9

Exceptional(96)

Price: Very Expensive

• Japanese • Winter Park

Booked 8 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

6. Boca - Winter Park

4.5

Awesome(1258)

Price: Moderate

• American • Winter Park

Booked 65 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

7. Lamp & Shade Craft Kitchen and Cocktails

4.7

Exceptional(144)

Price: Expensive

• Asian • Downtown Orlando

Booked 34 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

8. Christner's Prime Steak and Lobster

4.8

Exceptional(4782)

Price: Very Expensive

• Steak • Winter Park

Booked 88 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

9. Bulla Gastrobar - Winter Park

4.8

Exceptional(2647)

Price: Moderate

• Spanish • Winter Park

Booked 54 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

10. Ruth's Chris Steak House - Winter Park

4.7

Exceptional(2664)

Price: Very Expensive

• Steakhouse • Winter Park

Booked 73 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

S
Sheryl
Orlando / Central Florida East •1 review
5.0
Dined 1 day ago
I recently celebrated my birthday at Omo at Jont, and it was an absolutely unforgettable experience! The simplicity and serenity of the space made it the perfect setting for a special occasion. Every detail was thoughtfully curated, allowing me to relax and fully immerse myself in the moment. The ambiance struck a perfect balance—elegant yet understated, creating a calm and inviting atmosphere. The staff was attentive without being intrusive, ensuring everything was seamless from start to finish. I couldn’t have asked for a better way to celebrate. Highly recommend Omo at Jont for anyone seeking a refined dining experience!
More info
Ômo by JôntPrice: Very Expensive• Japanese• Winter Park
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4.9
J
Jennifer
Orlando / Central Florida East •8 reviews
5.0
Dined 2 days ago
We decided to get in while the Christmas decorations were still up and it did not disappoint. They are so amazingly over the top and loved every place we looked to find something new. Service was, as always, the best and the holiday drink and food menu was incredible. Loved the creativity and ambiance and Brian, Nick and Jerry took very good care of us!
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Permanent VacationPrice: Moderate• American• Maitland
•
4.9
D
Dana
Orlando / Central Florida East •3 reviews
5.0
Dined 4 days ago
Delish and abundant. I’ll skip the top shelf margarita next time tho.
More info
Superica - Winter ParkPrice: Moderate• Tex-Mex• Winter Park
•
4.7
L
LuisVIP
Orlando / Central Florida East •10 reviews
5.0
Dined 5 days ago
The experience is always amazing! The food is outstanding every time. The service comes by every couple minutes for table bread, water, and drinks. The location and people are great, eye worthy, and outgoing. The only ouch to the night, is the Bill. My 17 yr old daughter and myself: 2 apps 3 meals (Seabass, Risotto, Filet) 1 Creme Brulee 2 wines by the glass $320.00 with 18% included. The Ouch!
More info
AVA MediterrAegeanPrice: Expensive• Mediterranean• Winter Park
•
4.7
C
Connie
Orlando / Central Florida East •2 reviews
5.0
Dined 6 days ago
Beautiful evening spent at Jazz Tastings. They got it all right - food, lighting, volume of live music, and most importantly, outstanding service. We will be back soon!
More info
Jazz TastingsPrice: Expensive• American• Maitland
•
4.8

Best Fun Restaurants in Maitland

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57 restaurants available nearby

1. Superica - Winter Park

2. Permanent Vacation

3. AVA MediterrAegean

4. Jazz Tastings

5. Ômo by Jônt

6. Boca - Winter Park

7. Lamp & Shade Craft Kitchen and Cocktails

8. Christner's Prime Steak and Lobster

9. Bulla Gastrobar - Winter Park

10. Ruth's Chris Steak House - Winter Park

See what locals rave about

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