33 Best Cocktail Bars near Maitland

Jazz Tastings Cocktail Bar • $$$
164 Lake Avenue, Maitland

Customers` Favorites

Cauliflower Steak with Mashed Potatoes and Veggies
Lamb Lollipops and the Duck Thingy
Stout Short Rib Mac and Cheese
Cajun Pasta with Salmon Steak
Pecan Crusted Salmon Dinner
Sauvignon Blanc-Excelsior
Short Rib Mac & Cheese
Braised Beef Short Rib
Sweet Chili Calamari
Chicken and Waffles

“Great music, good food and the chocolate desser was amazing. Staff is very friendly. It was a very nice relaxing evening!“

4.4 Superb708 Reviews
Lazy Moon Pizza Pizza • $
441 South Orlando Avenue, Maitland

Customers` Favorites

Build Your Own Cheese with Ricotta and Cilantro
The Saganaki Slice
Tomato Bisque Soup
Large Caesar Salad
Ceaser Salad
Calzone

“Come here all the time with my kids. They are so basic so we normally just get cheese slices. Today, me and my son decided on a canzone due to his infatuation with stuffed crust.. I was a little weary that he wouldn't like it. The canzone was literally spilling over with cheese. Jonas, the cook told me he would make another but we could keep the messed up one. When I tell you.. me and him tore that thang up! And thanks to Jonas we had an extra one to take home! He really didnt have to.. but everything he did required me to make this 5 star review. We never have any complaints with this place, but today we definitely have an accolade. Also shout out to the pretty girl who was working the floor.. her name is Stella. She was awesome. Yall Will keep seeing us!“

4.3 Superb166 Reviews
Thrive Cocktail Lounge & Eatery Cocktail Bar • $$
13 South Orange Avenue, Orlando - 6.02 miles

Customers` Favorites

Mochi Wangz Korean Buffalo
Mochi Wangz and Sprouts
Chicken and Waffles
Takes Two to Mango
Milk of the Tiger
Brussels Sprouts
Truffle Bag Boys
Sea Monster Roll
Shrimp and Grits
Chickie Waffles

“thank you for making my birthday excellent twice this month and being so hospitable to requests for the birthday girl. love you guys always worth the 1.5hour drive 🎀💓“

4.7 Superb642 Reviews
Otto’s High Dive Cocktail Bar • $$
2304 E Robinson St, Orlando - 5.7 miles

Customers` Favorites

Flan and Cinnamon Bread Pudding
Lechon Asado Egg Rice and Beans
Aire Libre and Bustelo Biafran
Cuban Ropa Vieja with Rice
Oysters and Shrimp Cocktail
Squash and Burrata Salad
Orange Tres Leches Cake
Fresh Oysters with Lime
Black Beans and Rice
Raw & Baked Oysters

“Probably the best date my fiancé and I ever had. Brandon truly made it special, from the food suggestions to the cocktails. The food was delicious, the lobster croquettes, the lechon asado, and the ropa vieja - just wow! It was like taking a trip to Cuba! We also had one drink that had a piece of a key lime pie at top and every sip of that cocktail was like a taking a bite of a real key lime pie. This man was a true chemist behind the bar. Felt like he came right out the show “The Bear”. 10/10 experience and would 100% go back.“

4.5 Superb240 Reviews
Vida Cocina & Tequila Mexican • $$
275 West State Rd 436, Altamonte Springs - 3.06 miles

Customers` Favorites

Chips Guacamole Corn Salsa Queso Dip
Shrimp Tempura Sushi Appetizer
Enchiladas with Rice and Beans
Plantain and Shrimp Sushi Roll
Fried Sushi Roll with Sauce
Ceviche Vuelve A la Vida
Volcan de Dulce de Leche
Carnitas Birria Nachos
Trio Appetizer Sampler
Quesadillas Las Gringas

“The food was amazing, the service not so much! I will definitely go back again and pray I get a different waiter!“

4.9 Superb2597 Reviews
Bellhop Cocktail Bar • $$
37 N Orange Ave, Orlando - 5.96 miles

Customers` Favorites

Gin Gin Mule
Lemon Drop

“The attention here it’s outstanding and their bartenders are so experienced and nice all the time ! I’ll leave you guys with a picture of my favorite bartender at the place with two of her creations ! Cali ! 🫶🏽“

4.7 Superb183 Reviews
Maxine's On Shine American • $$
337 Shine Avenue, Orlando - 5.57 miles

Customers` Favorites

Crab Cakes and Fried Green Tomatoes
Warnin' in Da Mornin Bloody Mary
Chicken \u0026 Biscuit Bowl
Skillet Chicken Parmesan
Maxine's Seasonal Salad
Chicken & Biscuit Bowl
Chef's Seasonal Salad
Caramel Creme Brulee
Chicken and Waffles
Key West Crab Cakes

“Wanted a memorable Anniversary dinner and we definitely got it at Maxine's on Shine. It is nestled in a residential neighborhood so parking during peak times can be a bit tricky. We did make a reservation and arrived shortly after they opened at 5pm. Our immediate feel was that we were entering a speakeasy. Cool decorations,intimate yet casual indoor/outdoor seating, private dining area in rear and plenty of staff. Tables and bar were starting to fill up for their happy hour. Mia our server made her introduction and took great care of us throughout. They had a three course magical special along with regular dinner menu. We started with libations then onto a caprese salad appetizer. Our entrees were Maxines Chicken and Pasta and Beef Lasagna (a recipe taken from the former Italian restaurant that occupied the same space).
Both were delicious! We passed on dessert but one of the owners (Mr. Maxine) cane to our table and personally toasted us with a limerick and champagne. We truly welcome the opportunity to return with or without an occasion. Enjoy!“

4.6 Superb448 Reviews
Garibaldi (Apopka) Mexican Restaurant & Bar Mexican • $
2430 E Semoran Blvd, Apopka - 6.95 miles

Customers` Favorites

Chips and Salsa Dine in: Yes Outdoor seating: Yes Takeout: Yes Delivery: Yes Curbside pickup: Yes
House Margarita Guava Margarita Strawberry Margarita
One Enchilada One Taco & Rice
One Enchilada Rice & Beans
Sopapilla with Ice Cream
Chucken and Beef Fajitas
Nachos Garibaldi Shrimp
Free Chips and Salsa
Enchiladas Supremas
Mexican Street Corn

“The Staff is Super Friendly,from the Greeters to the Kitchen, Especially the Manager and Waiters, Waitresses, Food is really Tasty and well presented. Over all, I can not say anything against this Restaurant. 💯, We go there every week.“

4.9 Superb1238 Reviews
The Drake Kitchen + Bar Cocktail Bar • $$
361 North Rosalind Avenue Ste 1, Orlando - 5.62 miles

Customers` Favorites

Pasture Prime American Wagyu Sliders
Fungi Jon Mushrooms Risotto
Fried Chicken Gluten Free
St Georges Bay Scallops
Zaatar Spiced Flatbread
A Pie with a Purpose
Prime Beef Meatballs
Goat Cheese Pan Basco
BBQ Short Rib Pizza
French Toast Brunch

“Gluten Free options are best in Orlando!“

4.5 Superb295 Reviews
Reyes Mezcaleria Mexican • $$
821 N Orange Ave, Orlando - 5.08 miles

Customers` Favorites

Chips and Salsa and Guacamole
Tres Leches French Toast
Oaxacan Enchiladas
Cheese Quesadillas
Chips \u0026 Salsa
Ceviche De Pescado
Pulpo a La Plancha
Short Rib Huarache
New Chocolate Cake
Braised Short Rib

“Love! Best truly Mexican food in a long while!“

4.6 Superb325 Reviews
11

Prato

Prato Italian • $$
124 North Park Avenue, Winter Park - 2.17 miles

Customers` Favorites

Spinach & Sorana Bean Agnolotti Del Plin
Creamy Tiramisu with Chocolate Shavings
Mustard Spaghettini Cacio E Pepe
Pretzel-Crusted Calamari
Red Wine Marinated Olives
Sweet Potato Ravioli
Roasted Cauliflower
Meatball Appetizer
Angus Beef Burger
Margherita Pizza

“Love Prato! So much fun! Great food! ❤️🍷“

4.3 Superb394 Reviews
The Neighbors Orlando Cocktail Bar • $$
3201 Corrine Dr Ste 201, Orlando - 4.27 miles

Customers` Favorites

Milk District

“This is our favorite place for fun cocktails and local goodies 😃“

4.7 Superb174 Reviews
Death In The Afternoon Cocktail Bar • $$
930 North Mills Avenue, Orlando - 4.84 miles

Customers` Favorites

Honey Smoked Carrots
Scallop Special
Patatas Bravas
Chorizo Burger
Harvest Salad
French Pearl
Lemon Drop
Escargot
Gnocchi

“We had our wedding reception here and they made all the food and drinks and they were fantastic, way better than traditional wedding food. Our guests were raving about the food $ drinks! The short rib, chorizo sliders and the carrots really stole the show. We absolutely loved the custom cocktails they made for the events as well as ones already on the menu. The Hades and the Demeter were delicious. The mocktails were a huge hit as well for our non-drinkers. Julian the owner was great to work with, everything went smoothly and I would absolutely recommend anyone to have an event here.“

4.5 Superb124 Reviews
Anejo Cocina Winter Park Mexican • $$
1035 N Orlando Ave #101, Winter Park - 1.46 miles

Customers` Favorites

Anejo Arrachera with Tostones
Shredded Chicken Chimichanga
Chicken & Steak Fajitas
Anejo Chipotle Chicken
Anejo Fresh Guacamole
House Salsa and Chips
Fried Tortilla Chips
Enchiladas Rancheras
Mexican Street Corn
Arroz Con Camarones

“I recently ate here and the food was amazing and Paula was very kind and provided amazing service!“

4.8 Superb768 Reviews
Cocina Maya Mexican Grill & Mezcaleria Mexican • $$
3590 US-17 Ste 1026, Lake Mary - 8.22 miles

Customers` Favorites

Queso Fundido Molcajeteado
Salmon En Salsa de Mezcal
Camarones A la Diabla
Huevos A la Mexicana
Camarones Al Ajillo
Mayan Tortilla Soup
Trompito Al Pastor
Carne Asada Plate
Enchiladas Suizas
Tacos Carne Asada

“The food and service was amazing. I had the chimichanga was out of this world and our server Stephanie was outstanding.“

4.8 Superb635 Reviews
G's Lounge Cocktail Bar • $
1015 South US Hwy 17 92, Longwood - 4.89 miles

“the bartenders are absolutely amazing the vibes are comfortable with lots of great people and good times.“

4.8 Superb49 Reviews
Mathers Social Gathering Cocktail Bar • $$
3 Phoenix Building, 30 South Magnolia Avenue, Orlando - 6.02 miles

Customers` Favorites

Basil & Pesto Flatbread Pizza
Hand-Cut Meat & Cheese Board
Pepperoni Flat Bread
The Mathers Platter
Strawberry Fields
Dirty Martini Dip
Social Potions
Toasted Almond
Tap Cocktails
Louis XIII

“Our second visit to Mathers exceeded all expectations. Crystal made the night unforgettable handling the entire floor with grace, professionalism, and genuine attentiveness while the floor was full. We never felt rushed or overlooked.

The drinks were outstanding—beautifully crafted and delicious.

Crystals service transformed our experience. We’ll definitely be back on Wednesdays when we return to Orlando! Thank you!“

4.5 Superb308 Reviews
The Osprey Seafood • $$$
4899 New Broad St, Orlando - 4.69 miles

Customers` Favorites

Oak Charred Peel & Eat Shrimp
Sunburst Farms Smoked Trout
Oysters on the Half Shell
Local Catch of the Day
Fish \u0026 Chips
Hawaiian Rolls
Eggs Benedict
Steak Tartare
Crush Puppies
Smoked Wings

“Excellent food, wait staff and over all service. Great experience every time I visit“

4.4 Superb424 Reviews
Lil Indies Cocktail Bar • $
1036 N Mills Ave, Orlando - 4.7 miles

Customers` Favorites

The Wrong Week to Quit Coors with a Shot of Ol' Grandpappy
Donkey Punch Love You to Death
Panama by Van Halen
Hats Off to Larry
Office Politics
Hey Boo-Boo
Craft Beer

“Best Place to Hang . Great People Jen, Will , great music from Greg, awesome Live shows from Eugene and his 5 Pints of Truth( like Pascal awesome Guitarist, Kate Great Voice, ….), … great patronage Josh, Nigel, JayMob and so much more! 🤍🤍🤍🤍🤍“

4.6 Superb102 Reviews
Hanson's Shoe Repair Cocktail Bar • $$
27 East Pine Street, Orlando - 6.03 miles

Customers` Favorites

Start a War and Twin City
Wild Turkey Longbranch
Orange Blossom Honey
Glenfiddich 12-Year
Select Bottled Beer
Cigar City Maduro
Monkey Shoulder
Lime Pineapple
Campari Daisy
Buffalo Trace

“Loved this place! You need a code to get in. Great drinks! I loved the vibe. Definitely going back!!!“

4.3 Superb131 Reviews
The Woods Cocktail Bar • $$
49 N Orange Ave 2nd floor, Orlando - 5.93 miles

Customers` Favorites

Snowflake Whispers

“Good cocktails on happy hour“

4.4 Superb54 Reviews
Pocha 93 Bar • $$
7379 West Colonial Drive, Orlando - 8.84 miles

Customers` Favorites

Jokbal Chicken Salad Jjolmyeon Gobchang Copy
Kimchi Chayote Moosam Rice Parilla Leaves
Double Fried Pork Belly
Beef Bulgogi Bento Box
Boo Dae Jigae Army Stew
Kimchi Pickled Radish
La Kalbi Short Ribs
Kimbap Beef Bulgogi
Korean Fried Chicken
Fried Chicken Wings

“Very friendly staff and our server was exceptional. She was kind, knowledgeable about the menu and made great recommendations. The place was clean and the table was equipped with plenty of utensils and napkins. The food was fresh, delicious, and large portions good for sharing. The menu offers a little bit of everything except seafood. I am a seafood lover and it was a little disappointing that shrimps was the only option on the menu. The pork orderd was great, soft and full of flavor. I have to mention that the dessert menu is very small (2 items) but good. It is interesting how the tables are equipped with needed items to cook yourself options. Heads up no knives provided. They have karaoke on weekends, it was nice. There is plenty of parking and with good lighting if visiting at night time. I will come back and will recommend it to family and friends.“

4.8 Superb341 Reviews
Pour Choice Taphouse Beer Bar • $
1225 N Mills Ave, Orlando - 4.54 miles

Customers` Favorites

Craft Beer

“Excellent concept! Great food trucks!“

4.4 Superb68 Reviews
Delaney's Tavern American • $$
1315 South Orange Avenue, Orlando - 7.08 miles

Customers` Favorites

Black Truffle & Cheese Ravioli
Diver Scallops Shrimp & Grits
Vegetarian French Onion Soup
Grilled Cab Ribeye Sandwich
Diver Scallop Shrimp & Grits
Roasted Mushroom & Burrata
Mama Becky's Meatballs
Nashville Hot Chicken
Almond Crusted Salmon
Grilled Filet Mignon

“Visited during Sunday Brunch and LOVED it! Food and service was OUTSTANDING! Manager Nate welcomed us like family and Kayla our server was also amazing! They both gave us great recommendations and were spot on! The endless shrimp, sirloin and crab legs, plus a Pasta Bar and small plates make the brunch a great deal!! I ordered off the menu and loved the flatbreads and burgers! Highly recommend! Flavorful diverse food menu at affordable prices! LOVE! I will definitely be back!“

4.5 Superb521 Reviews
The Monroe American • $$
448 North Terry Avenue, Orlando - 5.62 miles

Customers` Favorites

The Monroe's Famous Fried Chicken
Blackened St Johns River Catfish
Buttermilk Fried Chicken Salad
Fried Chicken Plate 1pc White
Orlando Hot Chicken Sandwich
Upgrade to Steak & Frites
Meatloaf with Onion Rings
Fried Chicken Sandwich
Fried Chicken Waffles
Grilled St Louis Ribs

“We had such a great experience at The Monroe. This place honestly deserves the hype. The food overall was excellent. Nothing we had was bad, but some dishes definitely stood out more than others. The jalapeño popper deviled eggs were insane and easily my favorite. The General Tso cauliflower was perfectly crispy and flavorful and ended up being my husband’s favorite. The fried chicken is huge and comes with what feels like four sides, so it’s more than enough to share. I’m very picky about mac and cheese and theirs was genuinely impressive. The bread pudding was unreal, it comes out like a crispy brick on the outside and soft and gooey inside. Drinks were great too. The Flamingo drink was really good, and their iced lattes were surprisingly amazing, not just good for a restaurant but actually good. If I had to be picky, the s’mores and the warm potato salad were just okay compared to everything else. Service really made the experience. Our server Sarah was so bubbly and kind, and her recommendations were mostly spot on. We also had a situation where a child tried getting into our car. We mentioned it casually and didn’t expect anything to come of it, but she immediately took it seriously, got the manager, and he went out right away to handle it. That level of awareness made us feel taken care of and able to actually relax and enjoy the rest of our night. The pricing was honestly kind of shocking in a good way. We ordered three appetizers, a large entrée, two alcoholic drinks, two coffees, and dessert and it was right around $100. Overall, great food, great service, great pricing. A couple things I wouldn’t reorder, but the things that were good were really good. We’ll definitely be back.“

4.5 Superb521 Reviews
Forward Slash Distillery & Blending House Distilleries • $$
650 S Capen Ave, Winter Park - 2.46 miles

“I stumbled across this place by chance this weekend and am glad I did. I was craving an Old Fashioned all week long. I tried the original and then the Southern style. Great staff, Bartenders were fantastic and also had brief conversations with the other guests. I highly recommend going. I will be back and next time I’ll hopefully have some friends with me.“

5 Superb145 Reviews
Say Les' Cocktail Bar • $
1 S Orange Ave #101, Orlando - 6.04 miles

“This is my new favorite club to go to. The reggaeton night is on point from the last two times I have been there. From walking in, you can see everyone having an awesome time with each other, no drama, and the bar is always busy serving strong drinks 😉“

4.1 Good18 Reviews
Pisco Peruvian Gastrobar - Lake Mary Peruvian •
3801 West Lake Mary Boulevard Suite 155, Lake Mary - 8.87 miles

Customers` Favorites

Lomo Saltado with Rice and Potatoes
Ceviche Carretillero
Tequeos De King Crab
Chaufa Aeropuerto
Ceviche Frito
Takoyaki
Sushi

“This was my first visit to Pisco and it was an absolute delight. When my wife and I entered the restaurant, we greeted with a warm smile and promptly seated. Our server was Yanet and she was amazing. She asked if it was first time and since it was, she explained the items on the menu. She also shared her favorite dishes. After having appetizers, we were given fresh cutlery for the main course. The food itself was a gastric experience of new flavors. Everything was delicious. My wife will be back and I highly recommend this restaurant.“

4.9 Superb175 Reviews
The Courtesy Cocktail Bar • $$
1288 North Orange Avenue, Winter Park - 2.8 miles

Customers` Favorites

Fries & Simple Man Smash
Hot Chicken Sandwich
Onion Smash Burger
Crispy Pork Belly
Bar Swine Burger
Bar Swine Board
Cocktail Class
Cheese Platter
Burbon Shot
Naughty Shot

“Great experience & even better drinks“

4.3 Superb135 Reviews
Pine & Oak Tavern American • $$
8600 El Prado Avenue, Orlando - 9.21 miles

Customers` Favorites

Hot Honey Sriracha Glazed Salmon
Black Truffle & Cheese Ravioli
Small Pear & Walnut Salad
Croissant Bread Pudding
The Polly Mack & Cheese
Korean Short Rib Tacos
Truffle Mac and Cheese
Bang Bang Rock Shrimp
Small Mushroom Soup
Fall in Guatemala

“Amazing atmosphere to hang out grab a drink and eat great food!“

4.6 Superb197 Reviews
The Pinery American • $$
295 Northeast Ivanhoe Boulevard Ste A, Orlando - 4.33 miles

Customers` Favorites

Chef's Croissant Bread Pudding
Dark Chocolate Pot De Creme
Scallops with Risotto Nero
Pot De Creme with Beignets
Buttermilk Fried Chicken
Parmesan Truffle Fries
Pinery Bread Service
Burnt Banana Brûlée
Fried Green Tomatoes
Seared Sea Scallops

“So delicious! Excellent service from everyone, especially our server Shaun. He was so thorough and answered all our questions. The Cedar Key clams were to die for! I had the scallops and my husband had the burger for dinner- so freaking amazing ! I can’t say enough about this place! The owner was walking through the dining room checking on everyone, greeting everyone - thank you Carol for an exceptional experience!“

4.5 Superb300 Reviews
Kres Chophouse Steak House • $$$
17 W Church St, Orlando - 6.11 miles

Customers` Favorites

White Chocolate Bread Pudding
Dark Chocolate Molten Turtle
Flash Fried Calamari Vesuvio
Chophouse Caesar Toast Point
Blue Point Oyster Rockefeller
Snake River Wagyu Carpaccio
Shrimp & Bacon Mac'n Cheese
Chocolate Brownie a La Mode
Bevans Oysters Rockefeller
Rock Shrimp & Bacon Mac

“We are regulars and continue to return because the food and service are consistently outstanding—this place truly never disappoints. Heidi is incredibly attentive and friendly, Kristi is an exceptional server every single time, and Matt is always professional and kind. Thank you, Kres, for always making us feel special.❤️🤩“

4.6 Superb1012 Reviews
Taco's Lab Tacos • $
1881 West Fairbanks Avenue, Winter Park - 2.48 miles

“Service was amazing and very informative with answering questions and descriptions. The food was absolutely delicious and full of flavor. Absolutely going back there! Must place to go! Pollo Alquimia & Green Lab Specimen 💕 Salasa definitely amazing! They also have Happy Hour know their tacos between 2-5.“

4.9 Superb135 Reviews