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.”
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.”
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.”
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.”
Lake Sumter Landing keeps evenings simple with FREE nightly live music from local talent, breezy lakefront views, and a boardwalk perfect…
1000 Lake Sumter Landing (The Villages) · ✓ checked Sep 10
“Lake Sumter Landing keeps evenings simple with FREE nightly live music from local talent, breezy lakefront views, and a boardwalk perfect for sunset strolls. Come for the tunes, linger for the shopping and dining, maybe even hop a boat tour if the mood strikes.”
From the The Villages newsletter, September 17, 2026
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.”
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.”
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
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
GarVino's is the rare spot where a smoke-free wine bar pours 24 by-the-glass choices and flights, while a separate Diamond Crown Cigar…
1081 Canal St (The Villages) · ✓ checked Aug 26
“GarVino's is the rare spot where a smoke-free wine bar pours 24 by-the-glass choices and flights, while a separate Diamond Crown Cigar Lounge lets you light up, backed by a walk-in humidor with 350-plus varieties. It’s easy to meet friends, catch live music in the lounge, and grab a bottle for home.”
From the The Villages newsletter, September 1, 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.”
Wildwood Vineyard and Events blends a laid back wine bar vibe with a scenic vineyard and an event lineup that swings from immersive…
1945 E Co Rd 462 · ✓ checked Aug 26
“Wildwood Vineyard and Events blends a laid back wine bar vibe with a scenic vineyard and an event lineup that swings from immersive movie-and-seven-course dinners to live music nights, seasonal bashes, and more, plus specialty beers and ciders for the non-wine folks.”
From the The Villages newsletter, September 3, 2026
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.”
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.”
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.”
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.”
City Fire American Oven & Bar does wood-fired stone flats and hearty American plates like Short Rib Pot Roast and Norwegian Salmon, with a…
2716 Brownwood Blvd (The Villages) · ✓ checked Aug 26
“City Fire American Oven & Bar does wood-fired stone flats and hearty American plates like Short Rib Pot Roast and Norwegian Salmon, with a bar slinging craft cocktails from the City Fire Mule to the GTE (Greatest Thing Ever). Add nightly live music and trivia, and you’ve got an easy go-to in The Villages.”
From the The Villages newsletter, September 6, 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 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.”
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.”
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
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.”
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.”
