The Whole Enchilada in Winter Garden

Fall in Orlando offers a delightful blend of warm sunshine and cool breezes, making it the ideal season for outdoor dining. With mild temperatures and stunning scenery, it's the perfect time to savor a meal under the open sky. To help you discover the best spots for a memorable autumn experience, we've compiled a guide to Orlando's top outdoor dining options.

Let's kick off with our quick picks for the best outdoor dining in Orlando:

  • Boxi Park
  • Boca Winter Park
  • Chroma Modern Bar + Kitchen
  • Eden Bar
  • Hillstone
  • Luke's Kitchen and Bar
  • Prato
  • Santiago’s Bodega
  • Sixty Vines
  • Wine Bar George
  • The Old Jailhouse
  • The Waterfront Orlando
  • The Yardery

This outdoor dining guide is updated periodically throughout the year so check back to see what's new. Latest update September 2024.

  • icebar
  • orlando world center marriott advertisement
  • Swan Dolphin advertisement
  • ad for wyndham grand clearwater beach

Orlando Outdoor Dining Guide

Keep reading for a comprehensive guide for Orlando restaurants with outdoor seating.
Options are categorized based on the type of outdoor dining:

OPEN AIR PATIOS

À La Cart
609 Irvington Ave., Orlando and 2207 E Michigan St, Orlando
(407) 776-4693
Outdoor mini food truck park with permanent + rotating trucks, great craft beer selection

Boxi Park
6877 Tavistock Lakes Blvd., Orlando
Shipping container food truck park with gourmet quick-service dining, award-winning beer, live entertainment, and more.

Soft Serve Ice Cream at Boxi Park
Soft Serve Ice Cream at Boxi Park – Dani Meyering

Bulla Gastro Bar
110 S Orlando Ave., Winter Park
(321) 214-6120
Happy hour, weekend brunch, and a curbside patio out front.

Eden Bar
1300 S Orlando Ave, Maitland
(407) 629-0054
This all-outdoor restaurant and bar connected to Enzian Theater is one of my favorite spots for cocktails and light bites. The ambiance is extra romantic at night, thanks to twinkle lights setting the towering live oaks aglow. Stick around for a movie after dinner and drinks.

Eden Bar patio dining in Orlando
Image credit: Enzian Theater

Grape & The Grain
1110 Virginia Dr, Orlando
(407) 674-6156
Dog-friendly, food trucks Friday – Saturday nights, live music select nights, heaters and fans on the patio for all kinds of weather!

Hamilton’s Kitchen
300 E New England Ave, Winter Park
(407) 998-8089
Brunch 7 days a week, delicious food, in-house sommelier, chef-driven cuisine, located inside The Alfond Inn

Propagate Social House
40 E. 5th. Street, Apopka
(407) 703-2696
Coffee, wine, plants, and brunch all with a gorgeous backyard setting

The Acre
4421 Edgewater Dr, Orlando, FL 32804
info@theacreorlando.com
Gorgeous outdoor wedding venue that becomes an outdoor hangout spot with pop-up markets and more

The Acre Orlando Pizza with Meat and Cheese Platter
The Acre Orlando Pizza with Meat and Cheese Platter – Image by Dani Meyering

The Pinery
295 NE Ivanhoe Blvd Suite A, Orlando
(407) 377-7576
Upscale craft cocktails and delicious bites with a curbside open-air patio overlooking Ivanhoe Village

The Yardery
415 E. 4th St., Sanford, FL 32771
(407) 878-2179
The ideal outdoor destination for a fun date or getting together with friends. Dog-friendly and kid friendly with a casual food menu and outdoor games

The Hampton Social
9101 International Dr., Orlando
(689) 800-6760
This eatery in Pointe Orlando boasts a spacious outdoor dining area with comfy patio chairs and love seats, tables, and coastal vibes. Check it out for dinner or visit on the weekend for brunch, paired with signature rosé, frosé, and fun cocktails, of course.

The Hampton Social's signature frosé

Pigzza
1050 N Mills Ave, Orlando, FL 32803
(407) 704-8223
Forget traditional and jump into a marvelous mashup of BBQ and Italian. From the minds behind Pig Flloyds, you're sure to leave satisfied.

Plantee's Burgers
1030 N Mills Ave, Orlando
(321) 206-4271
Delicious burgers and “chicken” sandwiches that you won't believe are plant-based with outdoor seating that gives all the Mills50 vibes

Luke’s Kitchen and Bar
640 South Orlando Ave, Maitland
(407) 674-2400
Twinkle lights, cozy patio seating, great food and cocktails, Sunday brunch

Plant Street Market
426 W Plant Street, Winter Garden
(407) 395-9520
Pet-friendly outdoor patio, live music, market with multiple food vendors and a craft brewery

Sixty Vines
110 S Orlando Ave Suite 12, Winter Park, FL 32789 AND 7760 W Sand Lake Rd, Orlando, FL 32819
(407) 410-8005
Small outdoor patio that feels exclusive, ideal for wine lovers and fresh cuisine

STK Orlando
1580 E Buena Vista Drive
(407) 917-7440
Rooftop terrace, awesome happy hour from 3-6:30pm Monday – Friday and 3-5:30pm Saturday – Sunday, located at Disney Springs

The Whole Enchilada
129 W Plant St., Winter Garden
‭(407) 347-9699‬
Find this Tex-Mex eatery in the heart of Downtown Winter Garden. The margaritas are some of the best in town (I recommend the prickly pear and the mango), especially when sipped on the colorful rooftop terrace. If you prefer to dine curbside, there's another smaller patio downstairs.

The Whole Enchilada Plant Street Winter Garden
Image credit: Stephanie Patterson

COVERED PATIOS

Check out these great restaurants in Central Florida with lovely covered patios.

Armando’s
463 West New England Ave Winter Park
(407) 951-8930
Italian eatery with multiple covered outdoor dining areas including curbside tables in Hannibal Square

Artisan’s Table
55 W Church St Suite 128, Orlando
(407) 730-7499
Covered patio out front, globally-inspired eats and craft cocktails

bartaco
7600 Dr. Phillips Boulevard, Orlando
(407) 801-8226
Spacious pergola-covered patio out front, check social media for “secret” taco options

Bites and Bubbles
1618 N. Mills Avenue, Orlando
(407) 270-5085
Incredible wine and cheese selection, brunch, choose from the lovely covered patio, or the open-air upstairs bar and dining area

Café Tu Tu Tango
8625 International Drive, Orlando
(407) 248-2222
Bottomless brunch Saturdays and Sundays, tapas, artful space, live entertainers on weekends

MORE: International Drive Restaurants with Outdoor Dining

Chroma Modern Bar + Kitchen
6967 Lake Nona Blvd, Orlando
(407) 955-4340
Chroma is a stylish Lake Nona staple with a bright interior, colorful accents, a spacious outdoor patio and tapas-style menu perfect for sharing. Pair your tapas with one of the refreshing seasonal cocktails. For extra date night fun, visit on a Friday evening to coincide with Lake Nona's weekly Art After Dark event from 6-9pm.

Guide to Outdoor Dining in Orlando - Chroma Lake Nona covered patio
Image credit: Chroma Modern Bar + Kitchen

Cocina 214
151 E Welbourne Ave, Winter Park
(407) 790-7997
Tex-Mex eats, weekday happy hour, Sunday brunch

The Cowfish at Universal CityWalk
6000 Universal Blvd, Orlando, FL 32819
(407) 224-3663
Sushi and burgers with craft cocktails, vibrant atmosphere, the covered patio out back is a great way to get seated faster.

READ MORE: The Best Restaurants at Universal Orlando for Date Night

DOMU – Dr. Phillips
7600 Dr. Phillips Blvd #14, Orlando
(407) 630 – 6163
Bright, pergola-covered patio out front, rotating soft-serve ice cream flavors

Dragonfly Robata Grill & Sushi
7972 Via Dellagio Way, Orlando
(407) 370-3359
Fresh sushi, awesome happy hour, large covered outdoor patio

The Glass Knife
276 S Orlando Ave, Winter Park
(407) 500-2253
This dessert-centric restaurant serves up some of the most photogenic sweets in town alongside savory food items available all day. For a real treat, visit during the weekend brunch available on Saturdays and Sundays. Arrive early so you can get your hands on one (or seven) of the eatery's infamous donuts.

While we're partial to the romantic date night booth inside, the covered patio is a nice alternative.

The Glass Knife outdoor dining in Orlando
Image credit: The Glass Knife

Hunger Street Tacos
2103 W Fairbanks Ave, Winter Park
(321) 444-6270
All outdoor eatery with a covered outdoor dining area, some of the best tacos, and authentic Mexican eats in town (pair your food with a glass of sangria)

Market to Table
146 W Plant St, Winter Garden
(407) 395-9871
Farm-to-table cuisine, located in downtown Winter Garden, covered patio behind restaurant

Mia’s Italian Kitchen
8717 International Drive, Orlando
(407) 601-7130
Authentic Italian eatery, endless family-style dining option, daily happy hour, covered patio

Pig Floyd’s
1326 N Mills Ave, Orlando
(407) 203-0866
A cozy patio now has a marvelous new cover providing shade that pairs great with modern fusion BBQ

Discover: Kids Eat Free Restaurants in Orlando

The Pub Orlando
9101 International Dr. Suite 1003 Orlando
(407) 352-2305
Weekday happy hour M-F from 3-7pm, located at Pointe Orlando

Townhouse Restaurant
139 N Central Ave, Oviedo, FL 32765
(407) 365-5151
A landmark in Oviedo, Townhouse Restaurant has been serving the locals since the 1950's. A hidden patio in the back is great for some fresh air and home-cooked food. There is a covered portion of the patio as well as open-air with umbrellas. Breakfast is a must here.

Townhouse Restaurant in Oviedo for outdoor dining
Townhouse Restaurant in Oviedo for outdoor dining – Dani Meyering

Reyes Mezcaleria
821 N Orange Ave. Orlando
407-868-9007
Feast on Mexican-inspired fare while sipping margaritas and sangria at Reyes Mezcaleria. The restaurant’s pet-friendly outdoor patio is spacious and covered to keep you cool. Check it out for happy hour and weekend brunch.

Image credit: Reyes Mezcaleria

Rodizio Grill
9101 International Dr # 1220, Orlando
(407) 593-4422
Brazilian steakhouse at Pointe Orlando

Soco Thornton Park
629 E. Central Blvd., Orlando
(407) 849-1800
Covered curbside patio in Thornton Park District, weekend brunch (try the housemate pop tarts!), happy hour

Tap Room at Dubsdread
549 W Par St, Orlando
(407) 650-0100
Clubhouse fare with a covered patio, located on the Dubsdread golf course

Teak Neighborhood Grill – Orlando
6400 Times Square Avenue, Orlando
(407) 313-5111
This MetroWest hangout has all of the elements of a solid neighborhood hangout: a rotating craft beer list, a famous burgers list (OMG! the “glazed donut burger”) and a great outdoor seating area. It's also pet-friendly, so feel free to bring along your furry family members.

The Maitland location also features outdoor patio seating.

Glazed Donut Burger | Image credit: Teak Neighborhood Grill

Terralina Crafted Italian
1650 E Buena Vista Dr, Lake Buena Vista
(407) 934-8888
Italian eatery located at Disney Springs, outdoor covered bar and patio seating area

Vanbarry’s Public House
4120 S Orange Ave
(407) 704-8881
Casual hangout with fun menu items like tableside s'mores and creative drinks

Vines Grille & Wine Bar
7533 Sand Lake Rd, Orlando
(407) 351-1227
Upscale eatery along Restaurant Row in Dr. Phillips, covered outdoor patio, happy hour

Wine Bar George
1610 E Buena Vista Dr, Lake Buena Vista
(407) 490-1800
Owned by Master Sommelier George Miliotes, this wine-focused restaurant is one of my personal favorites at Disney Springs. There's limited outdoor seating upstairs on a narrow covered terrace. For something extra special, visit the counter service window downstairs, The Basket. Indulge in fun options like a build your own picnic to-go and frozen wine concoctions available to go (baskets are not included, please bring your own).

Wine Bar George patio terrace - outdoor dining in Orlando guide
Image credit: Wine Bar George

Wekiva Island
1014 Miami Springs Dr, Longwood, FL 32779
(407) 862-1500
$5 admission on peak holidays and weekends
Super casual island eats, sit along the river or at a picnic table at the covered pavilion

LIVE MUSIC

Hollerbach’s Willow Tree Cafe
205 E 1st Street, Sanford
(407) 321-2204
Open-air rooftop and covered ground-level patios, German eats, live music Thursday – Sunday

House of Blues Orlando
1490 E Buena Vista Dr, Orlando
(407) 934-2583
Live music in the courtyard out front, daily happy hour, revamped weekend brunch (bottomless beverages!), located at Disney Springs

Maxine's on Shine
337 N Shine Ave, Orlando
(407) 674-6841
Maxine's on Shine is an Orlando staple, and a MICHELIN Guide recognized restaurant. There's live music on the weekends and the popular brunch is served Fridays-Sundays. Dinner is served Weds-Sat from 5-9pm. Don't leave without snapping a pic together in front of the “Love You to the Moon and Back” mural on the side of the building. They recently opened a brand new covered patio for dining.

Ole Red Orlando
8417 International Dr, Orlando
(321) 430-1200
Blake Shelton's eatery at ICON Park gives Orlandoans a spot to enjoy Southern fare and daily live music. While the main stage is located indoors, the restaurant features multiple outdoor dining areas upstairs and downstairs. And, because the music from the main stage is piped through the speaker outdoors, you won't miss any of the entertainment by sitting outside.

Outdoor dining in Orlando - Ole Red Orlando patio
Image credit: Ole Red Orlando

Raglan Road
1640 E Buena Vista Drive, Lake Buena Vista
(407) 938-0300
This is our go-to spot at Disney Springs. We've been dining and drinking here since the Downtown Disney days. It's also a fantastic spot for live music and was recently awarded Best Live Music in Orlando Magazine‘s 2020 Dining Awards. The outdoor patio is just as energetic as indoors and features live music most days beginning at 6pm.

Outdoor dining in Orlando with live music - Raglan Road
Image credit: Raglan Road Orlando

Tin Roof Orlando
8371 International Dr, Orlando
(407) 270-7926
Lively bar with live music and bar bites, located at ICON Park

A Sunset Walk Pub + Live Music Crawl at Margaritaville Resort Orlando

CURBSIDE/AL FRESCO

Boca
358 North Park Ave., Winter Park
(407) 636-7022
Curbside patio dining, farm-to-table cuisine, weekend brunch with bottomless mimosas and Bloody Marys

Bosphorous
108 S Park Ave, Winter Park
(407) 644-8609
Turkish restaurant with locations in Winter Park, Dr. Phillips, Lake Nona, and Winter Garden, curbside patio dining

Braccia
153 E Morse Blvd, Winter Park
(407) 636-9918
Italian + Brazilian fusion eatery with crispy thin-crust pizzas, outdoor patio tables, cozy vibe

Briarpatch
252 Park Avenue North, Winter Park
(407) 628-8651
Popular breakfast and brunch spot along Park Avenue, curbside tables

Eola Wine Company
430 E Central Blvd, Orlando
(407) 481-9100
This local wine bar is located just steps from Lake Eola Park. Pull up a seat on the curbside, covered patio to watch the comings and goings in Orlando's Thornton Park District. Come for the extensive list of boutique wines and craft beer, stay for hearty charcuterie boards, and weekend brunch (with mimosa flights!) on Saturdays and Sundays.

Image credit: Eola Wine Company

RusTeak Thornton Park
101 S Eola Dr, Orlando
(407) 601-5219
Curbside hangout in Thornton Park, weekend brunch, fun cocktails, happy hour

Las Carretas Mexican Restaurant
4030 N Goldenrod Rd, Winter Park
(407) 335-4916
Modern Mexican cuisine with colorful drinks served inside a vibrant dining room and an intimate curbside patio

Mynt Fine Indian Cuisine
535 W New England Ave, Winter Park
(407) 636-7055
Go-to for authentic and artfully presented Indian cuisine in an upscale setting, several outdoor tables for dining al fresco

The Imperial – Winter Park
136 S. Park Avenue, Winter Park (previously The Parkview)
(321) 972-9294
The gorgeous interior is hard to beat, but the covered curbside seating along Park Avenue is ideal for a relaxing evening
*The Imperial is relocating to the former home of The Parkview and is hoping for an October opening date.

Discover more Winter Park Restaurants with Outdoor Dining

Pepe’s Cantina
433 W New England Ave, Winter Park
(321) 972-4881
Winter Park gem with happy hour, tableside guacamole, Tex-Mex eats, and rotating specials.
Locations in Winter Garden and DeBary have outdoor dining too.

Prato
124 N Park Ave, Winter Park
(407) 262-0050
Italian eats across the street from Winter Park's Central Park, several outdoor tables for al fresco dining

The Ravenous Pig
565 W Fairbanks Ave, Winter Park
(407) 628-2333
New American eats, craft beer, and cocktails, small patio with curbside seating, check out the weekly takeout dinners for two
*Don't miss the Beer Garden at The Ravenous Pig Brewery next door

Rome's Flavours
124 E. Morse Blvd, Winter Park
(407) 951-8039
Authentic Italian eatery, housemade pizzas, and pasta, curbside seating just off of Park Ave, rotating dinner specials

Rosallie French Cafe
141 W Plant St, Winter Garden
(407) 347-5507
Brunch is served all day at Rosallie, a charming curbside French cafe in the heart of Downtown Winter Garden. Satisfy your cravings with a variety of quiches, croissant sandwiches, and more with one of the cafe’s signature drinks (I love the rose mocha). Wine is also available by the glass or bottle.

Santiago’s Bodega
802 Virginia Dr, Orlando
(407) 412-6979
Beloved favorite for happy hour and brunch, located in the Ivanhoe Village Main Street District, shareable tapas

The Stubborn Mule
100 S Eola Dr Unit 103, Orlando
(407) 730-3400
Fun cocktails (especially the Moscow Mule varieties), lively outdoor patio, popular weekend brunch, happy hour

Yard House
8367 International Dr, Orlando
(407) 351-8220
Upscale sports bar vibe, small outdoor patio with peek-a-boo views of The Wheel at ICON Park, happy hour

WATERFRONT VIEWS

If dining on the water is your desire, jump over to our list of 15 Scenic Waterfront Restaurants Orlando.

Cabana Live
4380 Carraway Place, Sanford, FL 32771
(407) 878-3666
Head to Sanford for a casual and fun outdoor dining spot that's right on the water. You'll find happy hour specials during weekdays and a total party vibe on weekends. There's even a pool at Cabana Live, and as the name implies, cabanas you can book for dining and celebrations.

Fish Tacos Cabana Live Waterfront Restaurants Orlando Florida
Fish Tacos Cabana Live – image by Dani Meyering

The Boathouse
1620 East Buena Vista Drive, Lake Buena Vista
(407) 939-2628
Waterfront eatery located at Disney Springs, complete your experience with a ride around the lake in one of the amphicars

Canvas Restaurant & Market
13615 Sachs Avenue, Orlando
(407) 313-7800
With its bright interior, worldly menu, and waterfront patio, Lake Nona’s Canvas is ideal for a sunset meal with your love. The patio dining area features an assortment of tables overlooking the water so there isn’t a bad seat in the house. For weekend dining, visit during the popular Sunday brunch to feast on dishes like chilaquiles (my favorite), sweet and tart Meyer lemon pancakes, or go all in with the lobster Benedict. Enjoy live music on Wednesdays and Fridays.

A Culinary Map of Lake Nona Restaurants
Image credit: Canvas Restaurant & Market

Grills Lakeside Seafood Deck & Tiki Bar
4315 N Orange Blossom Trail, Orlando
(407) 291-8881
Laid-back waterfront tiki bar near College Park, live music, huge patio and deck

Hillstone
215 S Orlando Ave, Winter Park
(407) 740-4005
This romantic restaurant in Winter Park is one of Orlando's most beautiful places, especially at sunset. Treat your date to a special meal best enjoyed from the deck and patio overlooking Lake Kilarney. FYI: the dress code is formal, so make sure to wear your date night best.

Hillstone Winter Park
Hillstone restaurant in Winter Park by Kristen Manieri

The Waterfront
4201 S Orange Ave., Orlando
(407) 866-0468
Waterfront seating overlooking Lake Jennie Jewel, delicious seafood, casual atmosphere, and brunch on Saturday and Sunday

World of Beer – Downtown Orlando
431 E Central Blvd Ste B, Orlando
(407) 270-5541
Another casual option, sit on the patio to soak up scenic views of Lake Eola while you sip craft beer and indulge in bar favorites. Check it out during brunch (beer mimosas!) on the weekends, or happy hour Monday – Friday from 3-7pm.

Image credit: Stephanie Patterson

Even more waterfront options in our list of 15 Scenic Waterfront Restaurants Orlando.

COZY COURTYARDS

1921 Mount Dora
142 East 4th Avenue, Mount Dora
(352) 385-1921
Sophisticated and art-spilled spot serving lunch and dinner, plus happy hour

ABO Winter Park
358 N Park Ave B, Winter Park
(407) 636-7021
Oyster and craft beer eatery tucked away in a secret courtyard in Winter Park just off Park Ave, happy hour Monday – Friday from 2-6pm

Barnie’s Coffee & Tea
118 S Park Ave, Winter Park
(407) 629-0042
Winter Park coffee shop with courtyard dining tables, cafe fare, and brunch on the weekends

East End Market
3201 Corrine Drive, Orlando
(321) 236-3316
Indoor market with multiple vendors, outdoor patio, and courtyard seating, check social media for details on occasional live music and local vendor pop-ups

Goblin Market
330 Dora Drawdy Way, Mount Dora
(352) 735-0059
Funky eatery in Mount Dora

The Monroe
448 N Terry Ave., Orlando
(407) 734-2102
Social gathering place with a main dining room, bar, lounge/study, backyard patio, semi-private dining area, and daytime coffee bar

The Old Jailhouse
113 S Palmetto Ave, Sanford
(407) 548-6964
This unique restaurant in Historic Downtown Sanford specializes in delectable cuisine and top-notch cocktails, all served up in the former home of Sanford’s Old Jailhouse. You can literally dine behind bars as the owners have kept the building's charm intact. And, for an added dose of magic, the restaurant boasts a secluded outdoor dining space complete with string lights, perfect for your next fancy night out

Courtyard at The Old Jailhouse in Sanford - Outdoor Dining in Orlando guide
Image credit: The Old Jailhouse

Rocco’s Italian Grille
400 Orlando Ave, Winter Park
(407) 644-7770
Italian eatery, romantic outdoor courtyard, live music select nights

Yellow Dog Eats
1236 Hempel Avenue, Gotha
(407) 296-0609
This one is a bit of a hike (it's located in Windermere) but so worth it, especially for BBQ lovers. The spacious outdoor dining area is covered and dog-friendly, so bring along your friendly pup! We love it for the eclectic vibe, decadent desserts and sandwiches. Perfect for a casual lunch date.