Ten10 Brewing Company keeps it un-fussy with a DIY brew crew vibe, housemade beers, and the kind of bar snacks and sandwiches that…
1010 Virginia Dr (Orlando)
“Ten10 Brewing Company keeps it un-fussy with a DIY brew crew vibe, housemade beers, and the kind of bar snacks and sandwiches that disappear fast. Weekly run club and trivia nights, plus a "third-best in Orlando" nod, make it a laid-back spot that's an easy hop for Apopka locals.”
Living Vitalitea Brewery brews raw, unfiltered kombucha the traditional way, cold brewed with 100% real organic ingredients and whole-plant…
6270 Edgewater Dr Unit 4600 (Orlando)
“Living Vitalitea Brewery brews raw, unfiltered kombucha the traditional way, cold brewed with 100% real organic ingredients and whole-plant botanicals. Central Florida based and big on community, they source local when possible, brew weekly, and deliver a crisp probiotic kick that actually tastes like a treat.”
Looking for that easy night near home, Ivanhoe Park Brewing Company pours an award-winning lineup like the Best Florida Beer gold medalist…
1300 Alden Rd (Orlando)
“Looking for that easy night near home, Ivanhoe Park Brewing Company pours an award-winning lineup like the Best Florida Beer gold medalist Park Hopp’r Pilsner, plus rotating food trucks and community-friendly events. Sip local, swap stories, and find a new favorite from Joyland IPA to Guavacation Sour.”
RusTeak Ocoee is a fun, polished casual New American restaurant and wine bar run by Culinary Institute of America grads since 2012, pairing…
1681 Amazing Way (Ocoee)
“RusTeak Ocoee is a fun, polished casual New American restaurant and wine bar run by Culinary Institute of America grads since 2012, pairing quality meals made with fresh local ingredients with diverse wines, craft cocktails, and hyper local beer... a reliable go-to when weeknights need a little shine.”
When you want a fresh pour without the fuss, Windermere Brewing Company keeps small-batch beer flowing, plus guest taps, cider and a shaded…
111 W 5th Ave (Windermere)
“When you want a fresh pour without the fuss, Windermere Brewing Company keeps small-batch beer flowing, plus guest taps, cider and a shaded porch that insists you linger. Live music, trivia, food trucks, yoga and a run club make it your easy midweek reset and weekend vibe... go claim your spot this week.”
Bounce House Social Eats is serving refined cocktails and seriously fun comfort food, from Drunken Taters and Larry Curds to jumbo wings in…
12100 Challenger Pkwy (Orlando)
“Bounce House Social Eats is serving refined cocktails and seriously fun comfort food, from Drunken Taters and Larry Curds to jumbo wings in Buffalo, Lemon Pepper, or Korean Buffalo. Grab a friend for weekend brunch or a low-key night out, then eat, drink and bounce.”
Need a nearby reset after a long Winter Haven day? Vibes Bar & Lounge keeps it simple and smooth with good drinks and hookah in a laid-back…
44294 US-27 (Davenport)
“Need a nearby reset after a long Winter Haven day? Vibes Bar & Lounge keeps it simple and smooth with good drinks and hookah in a laid-back lounge setting. Grab a couple friends, sink into the vibe, and let the conversation do the heavy lifting.”
From the Four Corners newsletter, September 15, 2026
Sun On the Beach keeps Four Corners buzzing with karaoke, live music, Latin Sundays, surprise pro wrestling and legit comedy nights, plus…
5770 W Irlo Bronson Memorial Hwy
“Sun On the Beach keeps Four Corners buzzing with karaoke, live music, Latin Sundays, surprise pro wrestling and legit comedy nights, plus patio parties at Gilligan's Tiki. Handcrafted cocktails and craveable bites fuel the fun, so snag your crew and make some gloriously questionable memories.”
From the Four Corners newsletter, September 9, 2026
Orlando Comedy Club packs a true comedy room inside Calypso Bar & Grill near I-Drive with stand-up shows, local showcases, weekly open…
6300 Parc Corniche Dr (Orlando)
“Orlando Comedy Club packs a true comedy room inside Calypso Bar & Grill near I-Drive with stand-up shows, local showcases, weekly open mics, cocktails, and easy dinner-then-laughs momentum. Shake off the week, bring a buddy, and let the punchlines do the heavy lifting.”
Whether you want a mellow nightcap or a full vibe session this week, The Cigar Quarters is a polished cigar lounge pouring craft beer and…
344 E Main St (Haines City)
“Whether you want a mellow nightcap or a full vibe session this week, The Cigar Quarters is a polished cigar lounge pouring craft beer and wine with smooth jazz, live bands, and local artists. Explore their walk-in humidor, try the in-house Hannibal of Carthage cigars, then settle in for good conversation.”
From the Haines City newsletter, September 15, 2026
When you need easygoing bites, a legit beer menu, and live music that gets a little jiggy, Vanbarry's Public House nails the casual vibe.…
4120 S Orange Ave (Orlando)
“When you need easygoing bites, a legit beer menu, and live music that gets a little jiggy, Vanbarry's Public House nails the casual vibe. Great for gametime or familytime, it’s the kind of spot you slide into with friends and somehow stay longer than planned.”
Slip into Ale & Compass Lounge for a cozy, nautical nook serving lively libations and savory snacks. Think beers, wines, top-shelf pours,…
1700 Epcot Resorts Blvd (Lake Buena Vista)
“Slip into Ale & Compass Lounge for a cozy, nautical nook serving lively libations and savory snacks. Think beers, wines, top-shelf pours, plus playful cocktails like the Spicy Pomegranate Margarita or the Captain’s Mai Tai when you need a low-key escape close to home.”
Craving a midweek vibe check, Alafaya? Formaggio & Friends pairs a deep bench of global wines with Florida craft brews and ridiculously…
4745 S Orange Ave (Orlando)
“Craving a midweek vibe check, Alafaya? Formaggio & Friends pairs a deep bench of global wines with Florida craft brews and ridiculously good cheese and charcuterie boards. Drop in this week for a Take Flight tasting or let their sommeliers steer you toward your new favorite bottle.”
The Wine Imperium keeps it cozy with a carefully curated wine list, artisanal cheeses, charcuterie boards and gourmet small plates, plus…
606 Market St
“The Wine Imperium keeps it cozy with a carefully curated wine list, artisanal cheeses, charcuterie boards and gourmet small plates, plus live music and Saturday karaoke that make it feel like the neighborhood living room. Swing by this week to explore new pours or go alcohol-removed with wines, beers and mocktails.”
From the Celebration newsletter, September 22, 2026
Brewlando Brewing keeps Central Florida’s pint game strong with award-winning staples and fun seasonals, so your weekend is basically…
6820 Hoffner Ave (Orlando)
“Brewlando Brewing keeps Central Florida’s pint game strong with award-winning staples and fun seasonals, so your weekend is basically planned. Sip a smooth Altstadt Märzen, dive into the juicy Hop Patriot hazy DIPA, or keep it light with Coupe d’Or, their Belgian-style table beer.”
Ovation Bistro & Bar in nearby Davenport is part steakhouse, part smokehouse, turning out in-house smoked brisket, mouthwatering ribs,…
42605 US-27 (Davenport)
“Ovation Bistro & Bar in nearby Davenport is part steakhouse, part smokehouse, turning out in-house smoked brisket, mouthwatering ribs, juicy steaks, and craft burgers plus seasonal cocktails to match. When you want a no-fuss spot that still feels like a treat this week, keep it local and get some real-deal flavor.”
A quick hop from Poinciana, True Blue Winery crafts prize-winning, homemade wines including a blueberry beauty from their own orchard,…
604 Pink Apartment Rd (Davenport)
“A quick hop from Poinciana, True Blue Winery crafts prize-winning, homemade wines including a blueberry beauty from their own orchard, available by the bottle or even a crate. Stock up now, then rally the crew when blueberry-picking season rolls back around for a little hands-on fun.”
Whether you want smooth, premium hookah or a well-made cocktail, Lit Lounge and Nightclub keeps the vibe upscale and lively. Their weekend…
7562 W Irlo Bronson Memorial Hwy
“Whether you want smooth, premium hookah or a well-made cocktail, Lit Lounge and Nightclub keeps the vibe upscale and lively. Their weekend lineup, from Forbidden Fridays to R&B Sundays, makes it easy to rally the crew and lean into a proper Central Florida night out.”
Where classic meets iconic, Still Lounge by Dre and Snoop brings a polished cocktail scene with hip-hop swagger, spinning live DJs and…
9101 International Dr #2210 (Orlando)
“Where classic meets iconic, Still Lounge by Dre and Snoop brings a polished cocktail scene with hip-hop swagger, spinning live DJs and throwback playlists. Sip a Platinum Negroni, OG-OF, or G-Thang, then settle into the high-style vibe that makes even a random Thursday feel like an event.”
From the Winter Garden newsletter, September 8, 2026
Mulligan's Irish Pub brings easygoing Irish pub vibes, solid pub grub and properly poured pints for after-work decompression. Grab your…
39 Blake Blvd
“Mulligan's Irish Pub brings easygoing Irish pub vibes, solid pub grub and properly poured pints for after-work decompression. Grab your crew for trivia, karaoke or jukebox bingo and pretend it’s just “one drink” while you accidentally make midweek plans you’ll actually keep. Check it out.”
When it’s sticky out and you want something cold and fun, Fat Tuesday at Old Town serves frozen cocktails like the legendary 190 Octane,…
5770 W Irlo Bronson Memorial Hwy Suite 115
“When it’s sticky out and you want something cold and fun, Fat Tuesday at Old Town serves frozen cocktails like the legendary 190 Octane, Cat 5 Hurricane, and Miami Vice, plus those souvenir cups you’ll totally justify keeping... perfect for a midweek chill or weekend wander.”
Casa Vieja - Orlando Florida hits the spot when abuela-level flavors are calling and your kitchen is on strike. Traditional Puerto Rican…
7101 S Orange Ave (Orlando)
“Casa Vieja - Orlando Florida hits the spot when abuela-level flavors are calling and your kitchen is on strike. Traditional Puerto Rican specialties in a vibrant, easygoing setting, plus handy Catering To Go if you need to feed a crowd... consider this your midweek Kissimmee cheat code.”
Quicksand Wine Bar keeps it neighborhood-friendly with a cozy bar vibe, pouring natural wines that lean interesting without getting…
1903 E Colonial Dr (Orlando)
“Quicksand Wine Bar keeps it neighborhood-friendly with a cozy bar vibe, pouring natural wines that lean interesting without getting precious. It’s the kind of spot for an easy catch-up or date night, and yes, they’ve got gift cards when you need a clutch last-minute present.”
From the Winter Park newsletter, September 7, 2026
Orlando’s first meadery, Zymarium Meadery, pours 20+ meads from dry to dessert, traditional to modern, all gluten-free and made with local…
1121 N Mills Ave (Orlando)
“Orlando’s first meadery, Zymarium Meadery, pours 20+ meads from dry to dessert, traditional to modern, all gluten-free and made with local unheated honey. An easy day trip treat for New Smyrna, and yes, they were named among the top meaderies in the world.”
Craving a cozy spot for British pub classics, a proper pint, and some live tunes or trivia close to home? The Fox & Hounds Public House…
3514 W Vine St
“Craving a cozy spot for British pub classics, a proper pint, and some live tunes or trivia close to home? The Fox & Hounds Public House delivers a true taste of Britain in Kissimmee since 1984, with game-day gatherings, crowd-pleasing specials, and an easygoing vibe locals actually claim as theirs.”
Eola Wine Company keeps it relaxed with boutique wines poured 50-deep by the glass, easygoing flights of four, and light bites like…
430 E Central Blvd (Orlando) · ✓ checked Aug 20
“Eola Wine Company keeps it relaxed with boutique wines poured 50-deep by the glass, easygoing flights of four, and light bites like charcuterie and flatbreads. Grab a seat outside, sample around, then commit to a favorite pour your weeknight will thank you.”
If your group chat needs a new go-to, Lamp & Shade Craft Kitchen and Cocktails mixes playful, Asian-leaning small plates with cocktails…
1336 N Mills Ave (Orlando)
“If your group chat needs a new go-to, Lamp & Shade Craft Kitchen and Cocktails mixes playful, Asian-leaning small plates with cocktails worth lingering over. Set in a former lamp store locals remember, it nails the 'let's throw some shade' vibe and turns out lively brunch, too.”
Scratch-made favorites, from fresh fish and prime cuts to what they proudly call Orlando's best burger, pair with 30+ wines, cocktails, and…
549 W Par St (Orlando)
“Scratch-made favorites, from fresh fish and prime cuts to what they proudly call Orlando's best burger, pair with 30+ wines, cocktails, and plenty of taps at The Tap Room at Dubsdread this week. Grab a seat on the verandah with fairway views or cozy up inside and make a regular night feel special.”
Craving a spot that actually blends good plates, strong cocktails, and a scene? Euphoria Kissimmee brings the nightlife energy with live…
2783 N Orange Blossom Trail
“Craving a spot that actually blends good plates, strong cocktails, and a scene? Euphoria Kissimmee brings the nightlife energy with live entertainment, party-ready events, chef-driven bites, and a vibe that turns a random Tuesday into a story, so grab your crew and make it your midweek reset.”
From the Celebration newsletter, September 16, 2026
Wine 4 Oysters Bar & Bites turns weeknights into mini vacations with raw flights topped with Prosecco or beer granita, sesame seaweed and…
1957 S Alafaya Trail (Orlando)
“Wine 4 Oysters Bar & Bites turns weeknights into mini vacations with raw flights topped with Prosecco or beer granita, sesame seaweed and caviar, plus baked beauties like Rockefeller and Kilpatrick. Pair it with a glass of something crisp, then keep snacking on house-smoked tuna dip or a seafood boil.”
Drinking Bar Restaurant keeps things fun with karaoke you can actually hear yourself on, a lineup of cold drinks, and crave-worthy plates…
150 California Blvd (Davenport)
“Drinking Bar Restaurant keeps things fun with karaoke you can actually hear yourself on, a lineup of cold drinks, and crave-worthy plates like picanha with arepitas and yuca or big, messy burgers. Perfect for a Four Corners weeknight hangout when you want a little energy without the theme-park chaos.”
With 64 Enomatic self-pour wine taps, 18 PourMyBeer drafts, sommelier recommendations, and shareable small plates, Curious Cork Wine &…
14383 Narcoossee Rd (Orlando)
“With 64 Enomatic self-pour wine taps, 18 PourMyBeer drafts, sommelier recommendations, and shareable small plates, Curious Cork Wine & Provisions makes weeknights feel special. Go swirl, sip by the ounce, learn a thing or two, and reconnect with your crew this week without waiting in line.”
Mathers Social Gathering is where Orlando gathers for vintage libations, live entertainment, and timeless hospitality in a setting inspired…
3 Phoenix Building, 30 S Magnolia Ave (Orlando)
“Mathers Social Gathering is where Orlando gathers for vintage libations, live entertainment, and timeless hospitality in a setting inspired by a bygone era inside the historic Phoenix Building. Treat yourself to a night that feels special, then text the group chat like a hero.”
Bar Hops pours a rotating lineup of craft beers, seltzers, and easygoing beverages inside Launch Orlando, so you can unwind while the…
610 N Alafaya Trail (Orlando)
“Bar Hops pours a rotating lineup of craft beers, seltzers, and easygoing beverages inside Launch Orlando, so you can unwind while the action plays out around you. Sip like a champ while laser tag, bowling, and trampoline heroics provide the built-in floor show this week.”
For a low-key night and bottles you won’t see at Publix, Digress Wine is College Park’s relaxed wine bar and shop with off-the-beaten-path…
1215 Edgewater Dr (Orlando)
“For a low-key night and bottles you won’t see at Publix, Digress Wine is College Park’s relaxed wine bar and shop with off-the-beaten-path gems worth the short hop from Winter Garden. Ask about the Digress Cellar, where the temperature stays cool and the selections run delightfully deep.”
From the Winter Garden newsletter, September 10, 2026
Whether you’re wrapping up the workday or eyeing a low-key date spot, Imperial Wine Bar nails the relaxed neighborhood vibe with boutique…
1800 N Orange Ave (Orlando)
“Whether you’re wrapping up the workday or eyeing a low-key date spot, Imperial Wine Bar nails the relaxed neighborhood vibe with boutique wines, microbrews, and legit classic cocktails, all tucked inside a stylish furniture store that makes every sip feel like you discovered a secret.”
From the Winter Park newsletter, September 6, 2026
Grape and the Grain Wine Bar is Orlando’s laid-back spot where global wines meet Florida craft beer, funky art and a backyard scene made…
1110 Virginia Dr (Orlando)
“Grape and the Grain Wine Bar is Orlando’s laid-back spot where global wines meet Florida craft beer, funky art and a backyard scene made for catching live tunes or trivia with friends. They even lean into low or no-alc options, so your weeknights can still feel festive.”
Over 60 curated wines plus Brewlando’s signature beers on tap make The Winery & Tasting Room by Brewlando an easy yes when you want…
8395 International Dr (Orlando)
“Over 60 curated wines plus Brewlando’s signature beers on tap make The Winery & Tasting Room by Brewlando an easy yes when you want options. Post up at ICON Park, build a flight, and pair it with flatbreads or pizza while the Orlando Eye steals the show.”
Craving a Whose Line-style free-for-all, but with zero filters? Mama's Comedy Show is right nearby with razor-sharp improvisers who riff on…
1010 Virginia Dr (Orlando)
“Craving a Whose Line-style free-for-all, but with zero filters? Mama's Comedy Show is right nearby with razor-sharp improvisers who riff on your wild suggestions, get gleefully inappropriate, and somehow turn chaos into tears-of-laughter moments locals keep quoting all week.”
Craving no-fuss comfort food and a good pint? Ollie’s Public House is a casual neighborhood spot with live music energy, a big menu that…
3400 Edgewater Dr (Orlando)
“Craving no-fuss comfort food and a good pint? Ollie’s Public House is a casual neighborhood spot with live music energy, a big menu that runs from stacked sandwiches to pizza, and a dedicated beer menu to back it up. Rally the crew and make a night of it this week.”
Formosa Winery Tasting House is a laid-back local hang where self-serve tastings span 50-plus wines from around the world, plus rotating…
3011 Formosa Gardens Blvd
“Formosa Winery Tasting House is a laid-back local hang where self-serve tastings span 50-plus wines from around the world, plus rotating drafts, and a bistro menu that actually holds its own with charcuterie, flatbreads, chicken and waffles, and shrimp and grits. Add live music, trivia, and paint nights for easy plans.”
From the Four Corners newsletter, September 1, 2026
Whether you're pre-show, post-errands, or just craving a low-key hang, 98Forty Tapas & Tequila serves shareable Mexican bites with legit…
9840 International Dr (Orlando)
“Whether you're pre-show, post-errands, or just craving a low-key hang, 98Forty Tapas & Tequila serves shareable Mexican bites with legit freshness, think ceviches, salsas, and fresh-cut guac plus a lineup of forty premium tequilas. Inside Rosen Centre, it’s a solid spot for small plates that actually satisfy.”
Whether you're catching the big game or avoiding cooking, Sidelines Sports Grill, locally family owned since 2006, serves crowd-pleasing…
4060 13th St (St Cloud)
“Whether you're catching the big game or avoiding cooking, Sidelines Sports Grill, locally family owned since 2006, serves crowd-pleasing grub, much-loved chicken wings, and a full bar with beer, wine, and liquor.”
Whether you're wine-curious or just need a midweek reset, Open Container Wine Bar pours adventurous Armenian varietals in an out-of-the-box…
8200 Vineland Ave Unit 281 (Orlando)
“Whether you're wine-curious or just need a midweek reset, Open Container Wine Bar pours adventurous Armenian varietals in an out-of-the-box tasting led by professionally trained sommeliers, with options by the glass or bottle after. Book a private tasting or jump into their interactive events.”
From the Four Corners newsletter, September 22, 2026
SAK Comedy Lab has been turning audience suggestions into characters, scenes and songs since 1991, with shows like Duel of Fools and King…
55 W Church St #211 (Orlando)
“SAK Comedy Lab has been turning audience suggestions into characters, scenes and songs since 1991, with shows like Duel of Fools and King of the Hill. Think Whose Line vibes, and yep, Wayne Brady got his start here, plus classes if you’ve been secretly rehearsing in the shower.”
Set in a former Florida hardware landmark, 1881 Restaurant & Bar pairs a globally inspired menu with Kissimmee soul. Swing by this week for…
308 Broadway
“Set in a former Florida hardware landmark, 1881 Restaurant & Bar pairs a globally inspired menu with Kissimmee soul. Swing by this week for steaks, fresh seafood, and unexpected Eastern Uzbek dishes, then linger over thoughtful wine selections and handcrafted cocktails.”
Quantum Leap Winery, Florida's only sustainable winery, partners with sustainable and organic growers worldwide to pour quality wines with…
3201 Corrine Dr #106a (Orlando)
“Quantum Leap Winery, Florida's only sustainable winery, partners with sustainable and organic growers worldwide to pour quality wines with a lighter footprint.”
From the Titusville newsletter, September 13, 2026
Cozy and Tuscan-styled, Vintage Vino pours well-chosen wines, offers tasty cheeses, and keeps a few craft beers on deck, plus a retail wall…
310 Broadway
“Cozy and Tuscan-styled, Vintage Vino pours well-chosen wines, offers tasty cheeses, and keeps a few craft beers on deck, plus a retail wall so you can leave with the bottle you just fell for. That’s an easy midweek plan when you’re dodging grocery-aisle roulette.”
Hanson's Shoe Repair hides behind a daily password and rewards the curious with intimate speakeasy vibes, a rooftop perch, and cocktails…
27 E Pine St (Orlando)
“Hanson's Shoe Repair hides behind a daily password and rewards the curious with intimate speakeasy vibes, a rooftop perch, and cocktails that skew classic but never boring. Track the password on Twitter, then treat yourself to a proper nightcap this week.”
Skip the crowded bars and slip into The Vintage Speakeasy Bistro in Hunter's Creek, where a door password leads to handcrafted,…
13526 Village Park Dr Unit 208 (Orlando)
“Skip the crowded bars and slip into The Vintage Speakeasy Bistro in Hunter's Creek, where a door password leads to handcrafted, prohibition-era cocktails, a house jazz band, and relaxed white-glove vibes. Perfect for Poinciana locals craving a low-key, grown-up evening that still feels special.”
Celebration Brewing Company keeps things fresh with 40 rotating taps, from crisp craft lagers to hoppy IPAs, plus pub bites worthy of their…
1601 Future Wy
“Celebration Brewing Company keeps things fresh with 40 rotating taps, from crisp craft lagers to hoppy IPAs, plus pub bites worthy of their 2026 Bronze Favorite Burger nod. Not feeling beer? This week, try wine, classic cocktails, zero proof sips, and catch live music for easy community vibes.”
Skip staring at the grocery shelf and craft something you actually love this week. The HomeBrew Store stocks wine making kits from…
147 E 13th St (St Cloud)
“Skip staring at the grocery shelf and craft something you actually love this week. The HomeBrew Store stocks wine making kits from Winexpert, RJS, and VineCo, including limited editions, plus gear to ferment, bottle, and custom label your batches… mead makers, you’re invited too.”
Massive screens, cold cocktails, and pool tables make Longshot Bar & Billiards the easy pick around Four Corners when you want sports and…
9350 Highway192 #105 (Clermont)
“Massive screens, cold cocktails, and pool tables make Longshot Bar & Billiards the easy pick around Four Corners when you want sports and darts under one lively roof. Order wings or a slice, catch the soundtrack from live DJs, and let the friendly chaos do its thing.”
Johnny's Fillin' Station has been the kind of family-run bar and grill that makes weeknights feel like a win since 1985. This week, think…
2631 S Ferncreek Ave (Orlando)
“Johnny's Fillin' Station has been the kind of family-run bar and grill that makes weeknights feel like a win since 1985. This week, think famous Patty Melt, jumbo wings, and dangerously snackable Mac & Cheese Bites, plus other comforting standbys that taste like home and pair perfectly with catching up.”
