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Best Casual Restaurants in Maitland

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Orlando

Neighborhoods

Altamonte SpringsBaldwin ParkCollege ParkDowntown OrlandoHeathrowLake Mary

Top Rated

CharmingDog-friendlyFancyGood for business mealsGood for groupsGood for special occasions

Dining Options

All dining options

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Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Gender-neutral restroomWheelchair access

53 restaurants available nearby

A photo of Superica - Winter Park restaurant

1. Superica - Winter Park

4.7

Exceptional(51)

$$$$Price: Moderate

• Tex-Mex • Winter Park

Booked 20 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(272)

$$$$Price: Moderate

• American • Maitland

Booked 11 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 Bar Italia Winter Park restaurant

3. Bar Italia Winter Park

4.7

Exceptional(677)

$$$$Price: Expensive

• Italian • Winter Park

Booked 52 times today

Hello Winter Park - We are beyond excited to welcome you to Bar Italia! We will be open for dinner service only starting Monday, March 27th at 4:00pm. We will be brining lunch to you soon! Mangia! Fresh pasta, and homemade sauces in a stunning restaurant.

A photo of Jazz Tastings restaurant

4. Jazz Tastings

4.8

Exceptional(572)

$$$$Price: Expensive

• American • Maitland

Booked 5 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 Boca - Winter Park restaurant

5. Boca - Winter Park

4.4

Awesome(1242)

$$$$Price: Moderate

• American • Winter Park

Booked 32 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 Antonio's - Maitland - Upstairs restaurant

6. Antonio's - Maitland - Upstairs

4.6

Exceptional(1798)

$$$$Price: Expensive

• Italian • Maitland

Booked 5 times today

Antonio's has built a reputation for high quality, great value and friendly service. Our menu features authentic Northern and Coastal Italian cuisine. We prepare a wide variety of original seafood, veal, steaks and pastas with the freshest ingredients, at competitive prices. To complete your experience we offer an extensive bottle wine list, a full liquor bar and warm, gracious service in a comfortable and elegant atmosphere overlooking Lake Lily.

A photo of The Tap Room at Dubsdread restaurant

7. The Tap Room at Dubsdread

4.8

Exceptional(3130)

$$$$Price: Expensive

• American • Downtown Orlando

Booked 36 times today

Our spectacular setting and award-winning food have made us a favorite in Central Florida. Join us for lunch, dinner or happy hour inside or out on the verandah. We proudly offer fresh fish, hand-cut prime steaks, homemade desserts and Orlando’s best burger!

A photo of Garp & Fuss restaurant

8. Garp & Fuss

4.6

Exceptional(35)

$$$$Price: Moderate

• American • Winter Park

Booked 10 times today

Located in the Hidden Garden along Winter Park's famous Park Avenue, Garp & Fuss is your neighborhood restaurant & bar!

A photo of Bulla Gastrobar - Winter Park restaurant

9. Bulla Gastrobar - Winter Park

4.8

Exceptional(2627)

$$$$Price: Moderate

• Spanish • Winter Park

Booked 22 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 Vida Cocina & Tequila restaurant

10. Vida Cocina & Tequila

4.6

Exceptional(28)

$$$$Price: Expensive

• Mexican • Maitland

Immerse yourself into the unbeatable atmosphere of Vida Cocina y Tequila. Perfect for that romantic getaway or your friendly hangout. Best Vibes all around. This is the place to celebrate your special events. Make Vida your destination for a great mixology and food experience. Walk-ins taken all day.*Fridays and Saturdays Walk-ins only*

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See what locals rave about

From verified diners like you

From verified diners like you

L
Larryvip
Washington, D.C. Area •83 reviews
5.0
Dined 1 day ago
Great food and great ambience. The brunch crowd at the restaurant makes it pretty energetic. This means that servers are doing the best they can and in spite of a short wait to get served they were excellent. We’ve been here a couple times and both times had excellent food and great drinks. Put this one on your list.
More info
Bar Italia Winter ParkPrice: Expensive• Italian• Winter Park
•
4.7
S
Sandra
New York City •21 reviews
5.0
Dined 3 days ago
Beautiful food, delicious cocktails and friendly, knowledgeable wait staff. Great night for outdoor dining with heaters!
More info
Boca - Winter ParkPrice: Moderate• American• Winter Park
•
4.4
A
Andrea
Fort Lauderdale •1 review
5.0
Dined 4 days ago
We went there for my daughter’s birthday and they gave her a birthday card signed by the staff. What a nice personal touch! Not to mention the food and service were great!
More info
Superica - Winter ParkPrice: Moderate• Tex-Mex• Winter Park
•
4.7
S
Sandyvip
Orlando / Central Florida East •68 reviews
5.0
Dined 4 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
E
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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