Best Neighbourhood Gem Restaurants in Maitland

21 restaurants available nearby

A photo of Permanent Vacation restaurant

1. Permanent Vacation

4.9

Exceptional(293)

Price: Moderate

• American • Maitland

Booked 24 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 Christner's Prime Steak and Lobster restaurant

2. Christner's Prime Steak and Lobster

4.8

Exceptional(4796)

Price: Very Expensive

• Steak • Winter Park

Booked 60 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

3. Jazz Tastings

4.8

Exceptional(604)

Price: Expensive

• American • Maitland

Booked 21 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 The Tap Room at Dubsdread restaurant

4. The Tap Room at Dubsdread

4.8

Exceptional(3174)

Price: Expensive

• American • Downtown Orlando

Booked 71 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 Fleming's Steakhouse - Winter Park restaurant

5. Fleming's Steakhouse - Winter Park

4.8

Exceptional(2257)

Price: Expensive

• Steak • Winter Park

Booked 74 times today

Your Winter Park Fleming’s is located in Winter Park on the corner of Lee Road and Orlando Avenue. Fleming's in Winter Park is an outstanding choice to enjoy an exceptional Prime steak, glass of wine or handcrafted cocktail in Orlando. Whether you’re celebrating a special occasion, hosting a business dinner or simply wanting to enjoy a night out – we will create a safe and memorable evening in our Dining Room. With premium Prime steak options on our Dinner Menu as well as best-in-class seafood and innovative plant-based options, we have something to offer everyone you are dining with.

A photo of Antonio's - Maitland - Upstairs restaurant

6. Antonio's - Maitland - Upstairs

4.7

Exceptional(1808)

Price: Expensive

• Italian • Maitland

Booked 27 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 Ruth's Chris Steak House - Winter Park restaurant

7. Ruth's Chris Steak House - Winter Park

4.7

Exceptional(2671)

Price: Very Expensive

• Steakhouse • Winter Park

Booked 55 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.

A photo of Bulla Gastrobar - Winter Park restaurant

8. Bulla Gastrobar - Winter Park

4.8

Exceptional(2660)

Price: Moderate

• Spanish • Winter Park

Booked 79 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 Bosphorous Turkish Cuisine - Winter Park restaurant

9. Bosphorous Turkish Cuisine - Winter Park

4.7

Exceptional(2834)

Price: Moderate

• Turkish • Winter Park

Booked 44 times today

Bosphorous Turkish Cuisine is a family owned business, established in 2005, that offers variety of authentic Turkish food from many regions of Turkey. Bosphorous Turkish Cuisine adapted its name from one of the oldest cities in the world, Istanbul, which was once known as the Constantinople in the early 13th century. The name “Bosphorous” taken from the strait that lies in the center of Istanbul connecting the Black Sea and the Sea of Marmara, Europe to Asia. The decor of this eatery is kept to minimum to draw the attention to the food. The intent was to create a modernized, warm authentic atmosphere by taking the old elements of Istanbul and combining it with some modern influences to create a truly unique experience.

A photo of Reel Fish Coastal Kitchen & Bar restaurant

10. Reel Fish Coastal Kitchen & Bar

4.8

Exceptional(2863)

Price: Moderate

• Seafood • Winter Park

Booked 43 times today

Reel Fish Coastal Kitchen & Bar is a contemporary version of a classic fish camp, serving fresh Florida seafood prepared in a southern style and served in a casual, family friendly environment. The restaurant’s daily blackboard specials and core recipes feature creative takes on fresh-caught fish not typically found on many inland-Florida seafood restaurant menus, including tile fish, trigger fish, sheepshead, hogfish and other local species. The Reel Fish menu includes signature classics like fried seafood platters, shrimp & creamy cheese grits, whole fried market fish, such as yellow tail snapper, and Low Country Boils featuring shrimp, PEI mussels, scallops and snow crab legs. Central to the restaurant is a raw bar serving oysters on the half shell, broiled, steamed and Rockefeller, as well as ceviche and peel & eat wild-caught Florida shrimp.

See what locals rave about

From verified diners like you

M
Michael
Orlando / Central Florida East •1 review
5.0
Dined 2 days ago
We have continually enjoyed visiting this establishment. The staff is amazing friendly, the food is good, and there are plenty of solid drink options. This is well worth visiting, especially if you like tropical drinks and want fun tiki experience.
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Permanent VacationPrice: Moderate• American• Maitland
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4.9
A
Anne Marie
Orlando / Central Florida East •5 reviews
5.0
Dined 2 days ago
It was delicious and the service was fantastic! It was a little noisy because we were next to a large party and they were a little loud. Other than that it was great! We love coming to Christner’s to celebrate special occasions.
More info
Christner's Prime Steak and LobsterPrice: Very Expensive• Steak• Winter Park
•
4.8
B
BeanieVIP
Orlando / Central Florida East •64 reviews
5.0
Dined 4 days ago
Fantastic experience as always. From the hostess and our server… even a visit from the owners. Always on point!
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The Tap Room at DubsdreadPrice: Expensive• American• Downtown Orlando
•
4.8
L
LindaVIP
Orlando / Central Florida East •10 reviews
5.0
Dined 5 days ago
The music with Joseph Jevanni & his band intensity. It was outstanding fabulous crowd. The food was excellent and the atmosphere if you’ve never been to Jazz Tastings, I encourage you to make a trip down to maitland Florida its excellent.
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Jazz TastingsPrice: Expensive• American• Maitland
•
4.8
J
JimVIP
Chicago / Illinois •28 reviews
5.0
Dined on 3 Jan 2025
Absolutely outstanding dining experience! Food was top notch and amazing, with intricate and unique flavors in every dish. Cocktails and wine selection were quite adequate. Service was very attentive and spot on with everyone being so genuinely friendly and the manager visiting our table just to check to make sure we were satisfied. They have complimentary valet parking. This is one of the best restaurants in the area. If you’ve not been here yet, you owe it to yourself to pay this restaurant a visit.
More info
Fleming's Steakhouse - Winter ParkPrice: Expensive• Steak• Winter Park
•
4.8

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Maitland

Best Neighbourhood Gem Restaurants in Maitland

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21 restaurants available nearby

1. Permanent Vacation

2. Christner's Prime Steak and Lobster

3. Jazz Tastings

4. The Tap Room at Dubsdread

5. Fleming's Steakhouse - Winter Park

6. Antonio's - Maitland - Upstairs

7. Ruth's Chris Steak House - Winter Park

8. Bulla Gastrobar - Winter Park

9. Bosphorous Turkish Cuisine - Winter Park

10. Reel Fish Coastal Kitchen & Bar

See what locals rave about

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