The countdown is ON! 🎸🔥 We’re getting closer to welcoming @montgomerygentry featuring Eddie Montgomery to Sugarshack Downtown for one unforgettable night of country music! Join us on Wednesday, November 11th, as this country music legend takes the stage in Bonita Springs, bringing the iconic hits you know and love! Plus, our very own @backcountryboysband will be kicking off the night with a full-band performance! Secure your tickets on our website or at the link in our bio! Don’t miss your chance to experience this one LIVE! 🤘 OUR SHOW IS BROUGHT TO YOU BY: ☀️ @drinksuncruiser 🍹 @drinkcarbliss 🥃 @titosvodka 🔑 @myfloridarealestate 🏠 @myfloridainsurance #bonitasprings #montgomerygentry #country #veteransday #show

A little blues, a little folk, and a whole lot of soul 🎶 @coreyhallmusic brings his 2026 Delta to Swamp Tour to Sugarshack Downtown on Thursday, October 22nd from 6-9PM! Hailing from Florida’s Gulf Coast, Corey blends the traditions of American roots music with his own original sound. Drawing inspiration from Mississippi John Hurt, R.L. Burnside, Woody Guthrie, and Doc Watson, he brings a fresh take on the music he grew to love. Spend your Thursday with us at the Shack for a night you won’t want to miss!

A deeper look at the music, the meaning, and what’s coming to the Shack 🌴 @satsang brings the ELOHIM Tour to Sugarshack Downtown on Friday, November 13th from 7-10PM for a FREE show in Bonita Springs! Hear Satsang’s Drew McManus share the inspiration behind his new music — a chapter rooted in faith, healing, and personal growth. He also recently joined @seankshahkarami on @thenaplescommission podcast to talk about the upcoming show and the stories behind the songs. From Sugarshack Sessions to Red Rocks Amphitheatre and stages around the world, Satsang is bringing an experience that goes beyond the music. Come be part of it!

Dying to get your hands on a new hat? 💀🧢 Find your next favorite in our hat collection, available at Sugarshack Downtown! Stop by the shop next time you’re at the Shack.

Serving up great Sundays at Sugarshack Downtown 🏈🍹 A big thanks to everyone who came out yesterday to enjoy another NFL Sunday with us. If you couldn’t make it, we hope to see ya next week! Don’t forget to try our limited-time game day food and drink specials, available ONLY on Sundays from 1-6PM throughout the NFL season! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater 📷: @brayanramirezpro

This week’s lineup deserves a spot on your calendar 🤘

A little preview of what’s coming to the Shack… and we’re officially ONE MONTH OUT! 🤠🔥 Montgomery Gentry featuring Eddie Montgomery takes over Sugarshack Downtown on Wednesday, November 11th, with special guests Back Country Boys opening! Doors open at 6PM. Spend your Veterans Day with us at the Shack! 🤠🇺🇸 🎟️ Get your tickets by clicking the link in our bio! OUR SHOW IS BROUGHT TO YOU BY: ☀️ @drinksuncruiser 🍹 @drinkcarbliss 🥃 @titosvodka 🔑 @myfloridarealestate 🏠 @myfloridainsurance

From NBC’s The Voice to a local favorite… it’s time for The Ben Allen Band to make their Sugarshack Downtown debut! 🤠🔥 TONIGHT from 6-9PM, we’re making a little Shack history as they take our stage for the FIRST TIME EVER! Get ready for a night of your favorite country and Southern rock hits. 🎶 Bonita Springs, let’s give them a first night to remember. Who’s coming out?! 🌴

Cruisin’ into Week 5... 🏈🤘 Here’s your Sunday football schedule! Catch the action at Sugarshack Downtown today from 1-6PM with food and drink specials, free headphone rentals, and your crew! Swing by the @myfloridarealestate & @myfloridainsurance table for some free goodies and chances to win gift cards, vacations, and more! We’ll see ya at the Shack! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Your next beach getaway could be waiting for you at Sugarshack Downtown! 🌴☀️ @myfloridarealestate and @myfloridainsurance are giving away a FREE two-night stay at either the Mango Street Inn on Fort Myers Beach or the Beach & Tennis Club on Bonita Beach! All you have to do is stop by their table right when you walk into Sugarshack every Sunday during NFL games to enter. One winner will be drawn EACH month! This month’s winner will be announced on My Florida’s Facebook Live on November 1st and will also be contacted by email. Come for the games, enter for the getaway. See ya tomorrow! 🏈🌴 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

You know and love the songs — now’s your chance to hear them live in Bonita Springs, Florida! 🤠🌴 Montgomery Gentry featuring Eddie Montgomery is coming to Sugarshack Downtown for the very first time! With a catalog of country anthems and a signature Southern rock sound, Montgomery Gentry has been part of country fans’ playlists for decades — and now you can experience that music live at the Shack. Spend Veterans Day with us on Wednesday, November 11th, with special guests @backcountryboysband opening with their FULL BAND! Doors open at 6PM. 🇺🇸 🎟️ Get your tickets on our website or at the link in our bio! OUR SHOW IS BROUGHT TO YOU BY: ☀️ @drinksuncruiser 🍹 @drinkcarbliss 🥃 @titosvodka 🔑 @myfloridarealestate 🏠 @myfloridainsurance

We’re just TWO DAYS AWAY from the Ben Allen Band coming to Sugarshack Downtown! 🤠🎶 This Sunday, October 11th, from 6-9PM, get ready for an evening of live music with Southwest Florida’s very own Ben Allen Band! From The Voice to stages across the country, Ben and his band are bringing their mix of country and Southern rock to the Shack! Grab your friends and we’ll see ya there! 🌴

A night of rock ’n’ roll is good for the soul 🤘❤️ Dead Man’s Hand, formerly known as Smokin’ Aces, are local favorites and they’re bringing the energy to Sugarshack Downtown TOMORROW! Friday, October 9th from 7-10PM, get ready for a night packed with ’70s, ’80s, and ’90s hits you know and love. Grab your crew and get ready to rock at the Shack!

An invitation to the show and a possible wake-up call, courtesy of @ripelove 😂🌴 Longtime Sugarshack Sessions alum, Ripe, is coming back to Bonita Springs! Catch their Play The Game Fall Tour at Sugarshack Downtown on Sunday, November 22nd from 6-9PM for a high-energy night of funk, rock, R&B, and ’80s-inspired pop. Make your November plans now… before they come knocking.🚪🍌

Tickets are going fast for Montgomery Gentry featuring Eddie Montgomery! 🤠🔥 Join us at Sugarshack Downtown on Wednesday, November 11th for a huge night of country music, with @backcountryboysband kicking things off before Montgomery Gentry featuring Eddie Montgomery takes the stage. Don’t wait on this one — grab your tickets now at the link in our bio before they’re gone! 🎟️ OUR SHOW IS BROUGHT TO YOU BY: ☀️ @drinksuncruiser 🍹 @drinkcarbliss 🥃 @titosvodka 🔑 @myfloridarealestate 🏠 @myfloridainsurance

A little look back at our Sunday for the dogs 🐾🧡 Thank you to everyone who came out for Do Good for Dogs with Tito’s, brought their pups along for the fun, and supported @floridalittledogrescue. We loved seeing so many four-legged friends around the Shack! 📷: @vics.pics.photography

We’re just 3 days away from The Dave Matthews Tribute Band taking over Sugarshack Downtown 🤘🎸 This Saturday, October 10th from 7-10PM, get ready for a one-of-a-kind night filled with all your Dave Matthews Band favorites, live under the lights at Sugarshack Downtown. This show is completely free to the public and is going to be a rockin’ night! Grab your crew, grab a drink, and come spend your Saturday night with us!

We’re officially under a month away from Nik Parr & The Selfless Lovers making their way to the Shack! 🎷🎹 Known for their high-energy live shows, Nik takes things to another level by playing saxophone and piano at the same time — and this video is just a little preview of what’s coming. Catch them taking over Sugarshack Downtown Thursday, November 5th from 6-9PM for a night full of rock, soul, groove, and nonstop energy. You’re going to want to see this one live!

The spooky announcement you’ve been waiting for… 🎃🌽 Sugarshack Downtown is joining Nightmare on Old 41 with our own Childers of the Corn party! Join us Saturday, October 24th from 8PM-1AM for seven parties, free admission, and free trolley rides between participating locations! Here at the Shack, we’ll have themed drinks and food specials all night long, plus a costume contest at 10:30PM with some scary-good prizes. Start planning your costume — you’ll want to bring your best! Come early for live music from @taylorreed_music from 1-4PM, followed by @bombargo with @cannibalkids from 7-10PM. Grab your crew and get ready for a spooky night at the Shack! 👻

Calling all Cats fans — your game day spot is right here! 🏒🐾 We teamed up with Cats on Tap to bring all the Florida Panthers action downtown. Catch every game live on our big screens and cheer on the Cats from Sugarshack Downtown! And while the Cats are on ice, we’ve got Jameson on ice. 🥃 Come enjoy Jameson drink specials, rep your Panthers pride, and catch all the action with us all season long. 🎥: @brayanramirezpro

A huge shoutout to our September Vurv winners, Lexi and Logan! 👏 This recognition is all about highlighting the hard work, positive attitudes, and dedication our team brings to the Shack every day — and these two are so deserving of it. So much love to you both, and thank you for being such an important part of our Sugarshack Downtown team! ❤️ And a big thank you to @drink.vurv for helping make this possible and giving us the opportunity to recognize and celebrate our team each month. We’re so grateful for everyone who makes the Shack feel like home!

Our 2026 Battle of the Bands winners, the Back Country Boys, are opening for a night of country you’re going to want to be there for 🤠🎶 Then it’s time for Montgomery Gentry featuring Eddie Montgomery to take over the Sugarshack Downtown stage! Get ready for a full night of the songs, sound, and energy that made Montgomery Gentry one of country music’s most recognizable names. Doors open at 6PM. Tickets are going fast and are on sale now at the link in our bio or on our website! OUR SHOW IS BROUGHT TO YOU BY: ☀️ @drinksuncruiser 🍹 @drinkcarbliss 🥃 @titosvodka 🔑 @myfloridarealestate 🏠 @myfloridainsurance 🎥: @brayanramirezpro

Learn how to make a My Florida Rum Runner with us... cheers!🍹🏈 Crafted specially for our NFL Sunday sponsors, @myfloridarealestate and @myfloridainsurance, this cocktail is just one of THREE game day drinks we’re serving up at the Shack! We’ve also teamed up with @chaserwater to bring you two refreshing cocktails of their own: the Chaser End Zone and Chaser Sunday Spritz! Here’s what’s on the game day drink menu: 🍹 My Florida Rum Runner | Papas Pilar Florida blonde rum, banana liqueur, black raspberry liqueur, pineapple juice, orange juice, grenadine, topped with a dark rum floater and an orange slice garnish 🍉 Chaser End Zone | Chaser Water Watermelon + Mint, Tito’s vodka and a fresh watermelon slice garnish 🍊 Chaser Sunday Spritz | Chaser Water Elderberry + Bergamot, St. Germain elderflower liqueur, prosecco and an orange slice garnish 🍻 And don’t forget our pitcher and bucket specials, starting at just $18! All of these specials are available every Sunday from 1-6PM throughout NFL season. Come grab a drink, catch your favorite teams, and spend your Sunday at the Shack! 🌴 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Groovin’ into the week with one legendary lineup you’re not going want to miss 🎶

The Ben Allen Band is taking over the Shack ONE WEEK from today! 🤠🎶 Join us on Sunday, October 11th, from 6-9PM, as we welcome @benallenband for their Sugarshack Downtown debut! You may recognize Ben as a Season 19 finalist on NBC’s The Voice, a guest judge at our 2026 Battle of the Bands, or from his performance at this year’s 4th of July celebration at Riverside Park! Known for performing both locally and across the country, Ben brings a mix of contemporary country and Southern rock to the stage. Mark your calendars for a Sunday evening of live music at the Shack! 🌴

Another Sunday, another full day of football at the Shack! 🏈🍻 We’ve got all your favorite NFL teams on our TVs today all day, plus game day food and drink specials from 1-6PM! Grab your crew, wear your team’s colors, and spend your Sunday with us. See ya at the Shack! 🌴 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Ready for tomorrow’s Yappy Hour! 🐾🧡 A huge thank you to Tito’s for donating this watering station for our four-legged guests! Bring your pup to Sugarshack Downtown tomorrow, October 4th, from 11AM-4PM. Tito’s will donate $1 to @floridalittledogrescue for every Tito’s cocktail purchased! See ya there! 🐶

Bingo night is just a few nights away! 🎀💍 Join us on Thursday, October 8th, from 5-7PM at Sugarshack Downtown for Blingo, a jewelry-themed bingo night with @touchstonecrystal! Play bingo for just $5 per card (10 cards MAX per person) and get the chance to win some beautiful jewelry, with prizes valued between $29 and $89! During intermission, shop the Debbie Collection, featuring gorgeous pieces that give back. Plus, 10% of Debbie sales will be donated to the Breast Cancer Research Foundation! 💗 Grab your friends, wear your pink, and join us for an evening of bling, bingo, and giving back! Purchase tickets today through our Sugarshack Downtown app - look for our “Blingo” event under “Calendar”. Available for download on the App Store or Google Play Store.

Our staff warming up for Week 4 of NFL Sundays at Sugarshack Downtown. 🏈💪 We’ll see you back at the Shack tomorrow with games starting at 1PM and food + drink specials from 1-6PM. Come ready for another Sunday of football! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

The perfect way to spend Veterans Day at the Shack 🇺🇸 Join us Wednesday, November 11th as we honor those who have served with 20% off all food and drinks for veterans with a valid ID ALL DAY LONG. Then, keep the celebration going with Montgomery Gentry featuring Eddie Montgomery taking over Sugarshack Downtown for a huge night of country music. 🤠 Tickets are ON SALE NOW at the link in our bio or on our website!

We’re just over one week out from the Dave Matthews Tribute Band taking over Sugarshack Downtown! 🎶 Here’s a little preview of what’s coming… get ready to hear all your Dave Matthews Band favorites LIVE at the Shack.

The Bronco Tee never misses 🤠 One of our Sugarshack favorites, designed and made in-house right here in Bonita Springs. Swing by the retail shop next time you’re at the Shack and grab yours! 🌴

October is looking a little spooky at the Shack 👻🎃 We’ve got a PACKED month of live music, touring acts, themed nights, Halloween fun, and plenty more happening all month long at Sugarshack Downtown. We’ll catch ya there!

We’re just over one month out from Montgomery Gentry featuring Eddie Montgomery taking over Sugarshack Downtown! Montgomery Gentry has been a staple in country music for decades, known for their Southern rock edge and major hits like “Something to Be Proud Of,” “Lucky Man,” “Gone,” and “Roll with Me.” With more than 20 charting singles and a Grand Ole Opry induction, this is a night country fans won’t want to miss. Catch it LIVE at Sugarshack Downtown on Wednesday, November 11th, with doors opening at 6PM and special guests, and our 2026 Battle of the Bands winners, @backcountryboysband kicking off the night. Tickets are on sale NOW — grab yours before they’re gone from the link in our bio or on our website! 🎟️

A little preview of what’s coming to the Shack this Saturday 👀🍑🎸 We’re just THREE DAYS AWAY from @steeln_peaches taking over Sugarshack Downtown with a full night of The Allman Brothers Band classics, Southern rock and some serious jams. Saturday, October 3rd at 7PM — you’re not gonna want to miss this one! 🔥

Sound Bath is coming back to the Shack! 🧘‍♀️✨ Join us on Sunday, October 18th at 9:30AM for a relaxing morning with @pique_lifestyle. Drift into a calm, mindful space, tune into the soothing sounds, and take some time to relax and recharge. Registration is $44 and includes the Sound Bath + 1 free drink. Reserve your spot here: https://mprxhzn3qip.typeform.com/to/mM0sI8jZ

A rockin’ night with @rockrepublicband last Saturday 🤘 📷: @danielasotooo

BIG SHOW UPDATE! 🤠🎶 The Back Country Boys are officially joining Montgomery Gentry featuring Eddie Montgomery as the full band opener on Wednesday, November 11th at Sugarshack Downtown! Get ready for a full night of country music in downtown Bonita Springs, with Back Country Boys kicking things off before Eddie Montgomery takes the stage. Doors open at 6PM — grab your tickets now before they’re gone by visiting our website or clicking the link in our bio!

Another great Sunday of NFL football at the Shack yesterday 🏈🌴 Thanks to everyone who came out to watch their favorite teams with us. We can’t wait to have you back next Sunday for another full afternoon of football. OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

We’re wrapping up September on a high note with another full week of live music at the Shack 🌴🎶

Come support our local Stallions! 💙🐴 Join us on Thursday, October 22nd from 5-8PM at Sugarshack Downtown for BSMCA Spirit Night benefiting Bonita Springs Middle Center for the Arts. Throughout the event, 10% of proceeds will be donated back to support the Stallion student body. Just be sure to mention that you’re with BSMCA when you order! Come grab dinner, drinks, enjoy the Shack, and help us give back to our local students. 🤍

What a week celebrating and honoring our first responders! 🚨🍂 Yesterday’s Saturday celebration brought Lee County Sheriff’s Office, Lee County Port Authority, Bonita Springs Fire Rescue, NCH, Lee Health, and Hope Healthcare together at the Shack. It was such a special way to wrap up the week. The morning started with a fun walk hosted by @naplesgirlswalkclub that led everyone right to Sugarshack Downtown. We loved seeing so many of you there and spending a beautiful Saturday together. To our first responders: we’re grateful for everything you do for our community, every day ❤️ Can’t wait for the next event!

Week THREE of NFL Sundays is here! 🏈 We’ve got another full Sunday of football coming your way at Sugarshack Downtown with games on the TVs plus all of our NFL Game Day food and drink specials from 1-6PM. Grab your crew, stay for your team, and we’ll see ya this afternoon! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

We’re two weeks out from The Dave Matthews Tribute Band at Sugarshack Downtown! 🎶 Join us on Saturday, October 10th, from 7-10PM for a night of the Dave Matthews songs you know and love, live in Bonita Springs. See ya there! 🌴

We didn’t mean for the ball to hit him… but we did mean to remind you about NFL Sundays at Sugarshack Downtown. 🏈 Tomorrow, catch the games on our TVs and enjoy food and drink specials all afternoon from 1-6PM. Plus, enjoy live music from @jlaudi from 1-4PM and @marco_delgrosso_music from 6-9PM. 🎶 See ya at the Shack! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Your chance to win VIP tickets to see Montgomery Gentry featuring Eddie Montgomery is coming up! 🤠🎟️ Listen to Gator Country 101.9 FM at 8:20AM all week long starting September 28th for your chance to win VIP TICKETS! Then join us at Sugarshack Downtown for the show on November 11th.🌴 This is going to be a Bonita Springs country takeover you’re not going to want to miss! #montgomerygentry #vip #win #tickets #concert

Bonita Springs’ big First Responders Celebration is happening TOMORROW at Sugarshack Downtown! 🚒🚑🚓 From 11AM-5PM, we’ll have fire trucks, robo dogs, cruisers, health screenings, and more on site for a full day celebrating our local first responders. Then, stick around for live music all day long: 🎶 @backcountryboysband | 1-4PM 🎸 @rockrepublicband | 7-10PM It’s going to be a Saturday you won’t want to miss. Come hang with us, show some love to our first responders, and we’ll see ya at the Shack! 🌴

We’re just over a week away from @steeln_peaches taking over Sugarshack Downtown! 🍑🎶 Get ready for a night packed with the legendary sounds of the Allman Brothers Band as Steelin’ Peaches brings their tribute LIVE to downtown Bonita Springs on Saturday, October 3rd at 7PM. Mark your calendars and come spend your Saturday night with us at the Shack!

One of our favorite seasons at the Shack is almost here… and things are about to get spooky. 🎃🌽 We’re so excited to be part of Nightmare on Old 41, hosted by @ceremonybrewing on October 24th! We’ve got a whole lot brewing up for the night, and trust us… you’re not going to want to miss what’s coming. Stay tuned for our theme reveal, plus plenty of spooky surprises, good times, and a few things hiding in the corn. 👀 More coming soon…

FREE headphone rentals every NFL Sunday! 🏈🎧 Want to hear your game while the live music plays? Swing by the My Florida Real Estate & Insurance table when you walk in to grab a pair. You can watch the games on our TVs with or without headphones — these just let you tune in to the one you’re following! See ya Sunday from 1-6PM 🤘 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Did you know Sugarshack Downtown has a retail shop? 🌴 From T-shirts and sweatshirts to tote bags, koozies, beach-day essentials, Gnomeo replicas (of course), and so much more, there’s a little something for everyone. The best part? All of our merch is designed, printed, and embroidered in-house by the Sugarshack team right here in Bonita Springs! And we’re always bringing in new stuff, so the shop is constantly changing! Next time you’re at the Shack, stop in, take a look around, and see what’s new. 🤙

The week we’ve been waiting for is here, and Sirens, Lights, and Fall Nights is just getting started! 🚨🍁 First responders can enjoy 15% off with a valid ID throughout the rest of the week: Tuesday — Firefighters Wednesday — EMS Friday — Police Saturday — ALL First Responders Then on Saturday, September 26th, join us from 11AM-5PM for fire trucks, robo dogs, cruisers, health screenings, and more on site. We’ll also have live music from @backcountryboysband from 1-4PM and @rockrepublicband from 7-10PM. 🎶 Come celebrate with us and help us show some love to our local first responders! ❤️ 🎥: @brayanramirezpro

Tickets are ON SALE NOW! 🤠🎟️ One of country music’s most recognizable names is coming to Sugarshack Downtown! Montgomery Gentry featuring Eddie Montgomery takes the stage on Wednesday, November 11th for a night of live country music right here in downtown Bonita Springs. Grab your tickets now before they’re gone through the link in our bio or on our website! #montgomerygentry #country #veteransday #sugarshackdowntown #bonitasprings

Consider this your sign to roll the windows down and turn it up 🚗🎶 (but not in the car wash) @satsang’s newest release “Drivin” dropped this past August, and it’s only making us more ready for their stop at Sugarshack Downtown. Catch Satsang’s Elohim Tour 2026 live at the Shack on Friday, November 13th from 7-10PM for a FREE show packed with the folk, soul, rock and feel-good energy Satsang does best. Until then… we’ll be drivin’ with this one on repeat. 🌴

Bring your pup and spend the afternoon with us at Sugarshack Downtown! 🐾🧡 Join us on October 4th from 11AM-4PM for Do Good for Dogs with Tito’s — an afternoon made for you and your four-legged best friend. Grab a drink, hang out at the Shack, and help support Florida Little Dog Rescue while you’re here. Tito’s will donate $1 for every Tito’s cocktail purchased, so every sip helps give back. 🐶 We’ll catch ya there!

The U.S. #1 tribute band to Tom Petty & The Heartbreakers is coming to Bonita Springs THIS FRIDAY for a special night at Sugarshack Downtown! 🎸 The Broken Hearts hit the stage Friday, September 25th at 7PM, bringing all the iconic hits, classic sound, and energy of Tom Petty & The Heartbreakers. Grab your crew and rock with us! 🤘

Cheers to a perfect football Sunday at the Shack yesterday! 🍻🏈 Thanks to everyone who came out to watch their favorite teams with us. See ya next Sunday! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater 📷: @brayanramirezpro

Another full week of live music is headed your way at Sugarshack Downtown! 🎶 Just a reminder, we’re celebrating Sirens, Lights & Fall Nights - honoring our first responders ALL WEEK LONG! 🚨🍂 Join us for our big First Responders Celebration this Saturday, September 26th, featuring @backcountryboysband from 1-4PM and @rockrepublicband from 7-10PM!

One of their hits, “Gimme Time” and just a preview of the energy that Nik Parr & The Selfless Lovers are bringing to the Shack. 🎷🎹 Catch them live Thursday, November 5th from 6-9PM at Sugarshack Downtown for a legendary night of music you’ll definitely want to experience in person. See ya there!

Week ✌️ is HERE! Here’s today’s NFL lineup at the Shack — games kick off at 1PM, so grab your crew, pick your matchup, and spend your Sunday with us! 🍻 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

More Game Day specials coming your way to make Sundays at the Shack even better 🏈🍹 Grab a drink, catch the games, and spend your Sunday with us tomorrow from 1-6PM! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

We’re officially TWO WEEKS OUT from @steeln_peaches bringing the sound of the Allman Brothers to Sugarshack Downtown! 🎸🔥 Here’s a little taste of what they’re bringing to Bonita Springs on October 3rd at 7PM. Get ready for a night of Southern rock, blues, jam-band energy, and all the classic Allman Brothers sound you know and love. This is going to be a BIG one — we’ll see you at the Shack!

Extremely accurate football sounds👂🏈 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

We’re officially ONE WEEK OUT from The Broken Hearts taking over Sugarshack Downtown on Friday, September 25th at 7PM! 🎶🔥 Get ready for a night packed with live music, lots of energy, and all the Tom Petty classics you know and love. Mark your calendars and come spend the night with us... you won’t want to miss this one!

What Friday nights look like at Sugarshack Downtown 🎶🍻 Kick off your weekend with a great food, cold drinks, and live music all night long. Tonight, country singer-songwriter @walkertaylorofficial takes the stage from 7-10PM for a show you’re not going to want to miss. 🤠 See ya at the Shack!

Porky Pine Pizza?!… yes PLEASE. 🍕🍍 Pork, onions, pineapple, bacon and so much more — The Porky Pine has a little bit of everything. 😋 We’ve also got plenty of other pizza combinations and toppings to help you build your perfect pizza. Our pizzas are made in-house from scratch using one of our owner’s family recipes, with dough made from just SEVEN ingredients. Try it for yourself at the Shack!

Keeping you refreshed all football season long 🏈🍹 NFL Sundays are back at Sugarshack Downtown, and our drink specials are ready for game day! Sip on the My Florida Rum Runner, Chaser End Zone, or Chaser Sunday Spritz for just $12 each, plus enjoy pitcher and bucket specials all afternoon. Only available on Sundays from 1-6PM! We’ll catch ya there this Sunday! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Ripe is bringing the Play The Game Fall Tour 2026 to Sugarshack Downtown on Sunday, November 22nd! 🍇 Known for blending high-energy funk, rock, R&B, and catchy ’80s-inspired pop, Ripe has built their sound around collaboration, connection, and the kind of live show that brings everyone into the moment. From their early days building songs in a tiny basement to stages across the country, this band knows how to bring the energy. 🎾 After a legendary session night at Sugarshack Sessions a few years back, we’re beyond stoked to have Ripe making their way Downtown for another unforgettable night. 🎶 📍 Location: Sugarshack Downtown 📅 Date: Sunday, November 22 ⏰ Time: 6PM 🎟️ FREE SHOW

Bonita Springs, get ready… one “Lucky” crowd is about to experience this show LIVE. 🤠 If you haven’t heard, Montgomery Gentry featuring Eddie Montgomery is coming to Sugarshack Downtown on Wednesday, November 11th, bringing some of country music’s biggest hits right to downtown Bonita Springs. From “My Town” and “Lucky Man” to “Where I Come From” and “Something to Be Proud Of,” this is your chance to hear the songs you know and love LIVE. 🎶 Grab your tickets now before they’re gone through the link in our bio! #montgomerygentry #country #veteransday #sugarshackdowntown #bonitasprings

Plant lovers, this one’s for you! 🌿🪴 Join us for Plant Bingo at Sugarshack Downtown on Wednesday, September 23rd at 6:30PM, proudly sponsored by @bloomquietly_llc Bloom Quietly will be selling tickets at the door, $30 for 10 rounds of bingo Bring your bestie and enjoy great prizes, good vibes, and a specially curated drink menu created just for the night 🌱🍹 Bloom quietly. Play loudly. Win big!

A BIG thank you to everyone who came out and helped us kick off the first NFL Sunday yesterday — and a huge shoutout to our incredible sponsors who made it all possible! 🏈🌴 We’ll see ya next Sunday! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater 📷: @brayanramirezpro

A full week of live music is coming your way at Sugarshack Downtown 🎶 Plus, just a reminder that our Halfway to St. Patrick’s Day celebration is happening THIS Saturday, September 19th, with live Irish music and Irish dancing on stage from 11AM-4PM. ☘️

WEEK 1 IS HERE. 🏈🔥 NFL Sundays officially kick off TODAY at Sugarshack Downtown! Catch the Week 1 matchups playing throughout the Shack, grab your crew, and settle in for an afternoon full of football, food, drinks, and all the Sunday energy. We’ll have the games on from 1-6PM, plus our NFL Game Day food and drink specials running all afternoon. Sundays are officially for football again. We’ll see you at the Shack! 🍻🏈 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Football Sundays are back at the Shack TOMORROW! 🏈 We’ll have games playing all day starting at 1PM, along with awesome food specials, drink specials, live music, and more! Make sure to stop by the My Florida table when you walk in to grab a pair of FREE headphones. That way, you can enjoy the live music while still tuning in so you don’t miss a moment of the game! We can’t wait to see you at the Shack tomorrow🤘 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater 🎥: @brayanramirezpro

Sirens, Lights, and Fall Nights is coming up soon, and we can’t wait to honor the incredible first responders who serve our community every day! 🚨🍂 From September 22nd through September 26th, firefighters, EMS and police will each receive 15% off on their designated day with ID, leading up to our big First Responders Celebration on Saturday, September 26th! Saturday will feature: Back Country Boys | 1-4PM Rock Republic | 7-10PM Fire trucks, robo dogs, cruisers, health screenings and more | 11AM-5PM One small update: Thursday will now be a break in the week’s festivities, but we will still be open from 11AM-11PM! Mark your calendars and join us as we celebrate the people who do so much for our community. ❤️💙

We are officially TWO WEEKS OUT from a night of Tom Petty classics at Sugarshack Downtown. 🎸🔥 The Broken Hearts are bringing the sound of Tom Petty and the Heartbreakers to Bonita Springs with a full night of classic rock, heartland rock, and the songs that have become staples of American rock & roll. Formed in Gainesville, Florida — the same city where Tom Petty’s story began — The Broken Hearts are a nationally touring tribute band dedicated to recreating the sound, energy, and spirit of one of rock music’s most iconic artists. Get ready to sing along to the songs you know by heart and experience a night made for Tom Petty fans. 📍 Location: Sugarshack Downtown 📅 Date: Friday, September 25 ⏰ Time: 7PM 🎟️ FREE SHOW

Nether Hour is bringing a full-blown Austin, Texas sonic revival to Sugarshack Downtown this November. 🔥🎸 Known for turning dive bars and juke joints into rowdy, high-energy live shows, @netherhour blends swampy Louisiana grooves with Texas blues, funk, soul, and raw rock ’n’ roll. After making waves throughout Austin’s music scene, including a run as the Kill Tony after-party band, Nether Hour has continued pushing their sound beyond Texas. Their latest album, MOONSHINE, captures that same untamed energy with deep grooves, bluesy riffs, smooth vocals, and Southern grit. Now they’re bringing it straight to Downtown Bonita Springs for a FREE show at Sugarshack Downtown. If you’re into live music that’s loud, soulful, funky, and a little unpredictable, you’re going to want to be here for this one. 📍 Sugarshack Downtown 📅 Tuesday, November 24 ⏰ 6PM 🎟️ FREE SHOW

We are standing strong with Isabella. 💜 Join us at Sugarshack Downtown on Saturday, October 10th from 12-4PM as we come together to support Isabella Baker, her baby girl, and her family while she battles Hodgkin’s Lymphoma. The afternoon will include live music, food, drinks, raffle baskets, a 50/50 raffle, and family-friendly fun, with a portion of the day’s proceeds going directly to Isabella. Bonita Springs, let’s fill the Shack and show our support for Isabella and her family. 💜

We’re officially ONE MONTH OUT from The Dave Matthews Tribute Band coming to Sugarshack Downtown! 🎶🔥 A little snippet of their cover of “Crash Into Me,” one of Dave Matthews Band’s biggest hits, to get you hyped for what’s coming. Catch them live on Saturday, October 10th from 7-10PM for a huge night filled with all your favorite DMB songs right here in Bonita Springs!

Sugarshack got Sundrenched this past Sunday. ☀️🪩 &friends took over Sugarshack Downtown for an unforgettable night filled with nonstop music, incredible energy, and a crowd that came ready to party. A huge thank you to &friends, NEALM, AVORA House Music, Lafanga Crew Entertainment, and everyone who joined us and made the night one to remember. Here’s a look back at what went down! 🎶 🎥: @brayanramirezpro

A little message from @satsang himself… get ready for an incredible night of roots-rock, soul, and acoustic music as the Elohim Tour makes its way to Bonita Springs on November 13th! 🎶 Mark your calendars because this is one night at Sugarshack Downtown you’re not going to want to miss🤘🔥

Your Sunday game plan just got a whole lot better. 🏈🍕 Join us every Sunday from 1-6PM for NFL Game Days, with every game playing throughout Sugarshack Downtown and food specials made for sharing: 🍕 Buy one large 16-inch cheese or pepperoni pizza and get your second pizza FREE 🔥 10 boneless or bone-in wings for $7.50 🔥 20 boneless or bone-in wings for $15 Big games, even bigger deals. We’ll see you this Sunday! OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Your favorite weekly tradition is BACK. 🎤🎶 Just a reminder that we are OPEN for Labor Day today! Come spend the holiday with us and enjoy live music, great food, and cold drinks in Downtown Bonita Springs. We’ll see you at the Shack! 🤙

That plane was low… But we know where you should go. 👀🏈 We’re kicking off football season with the first game of the season this Wednesday, September 9th, followed by our BIG Sunday Game Day kickoff ONE WEEK from today — Sunday, September 13th! Football season at the Shack starts NOW. Get ready for Sundays full of football, food and drink specials, and all the game day energy at Sugarshack Downtown! 🔥 OUR NFL GAME DAY SPONSORS: 🔑 @myfloridarealestate 🏠 @myfloridainsurance 💧 @chaserwater

Bonita Springs… this is a BIG one. 🤠🔥 Eli Young Band is coming to Sugarshack Downtown on December 4th, as part of their Keep On Dreamin’ Tour, for a night of country music we’ve been waiting for. With more than 25 years together, Eli Young Band has built a career around songs you know by heart, including #1 hits “Crazy Girl,” “Even If It Breaks Your Heart,” “Drunk Last Night,” and “Love Ain’t.” From their Texas roots to some of country music’s biggest stages, they’ve become one of the genre’s most recognizable bands — and now they’re bringing the Keep On Dreamin’ Tour right here to Downtown Bonita Springs. 📍 Location: Sugarshack Downtown 📅 Date: Friday, December 4 🚪 Doors: 6PM 🎟️ Ticketed show | Tickets available on our website by visiting the link in bio This is one you do NOT want to wait on. Bonita Springs, get ready for Eli Young Band! 🤠🎶

Quick live music update for tomorrow! 🎶 Rusty Wright Duo will now be taking the Sugarshack stage from 12-3PM. Come spend your afternoon with us, grab some food and drinks, and enjoy live music before we wrap up the day. Please note: we’ll be closing at 3PM tomorrow and will be closed the rest of Sunday, September 6th for a private event. We’ll be back to our normal hours on Labor Day! 🌴

From Sugarshack Sessions to the Sugarshack Downtown stage 🎶 The incredibly talented @kristopherjamesmusic joins us for a special show tonight from 7-10PM. Come spend your Saturday night with us!

Sugarshack on film 🎞️ Saturday nights always made better in Bonita Springs. Tonight, we’ve got a special one with @kristopherjamesmusic taking the stage from 7-10PM. See ya Downtown. 🤙 📷: @danielasotooo

Sugarshack Sessions alum, @satsang, is coming to Sugarshack Downtown on November 13th! 🎶🤘 Led by Drew McManus, Satsang is known for blending folk, acoustic rock, soul and hip-hop influences into a sound that feels both powerful and personal. Their music often centers around themes of growth, recovery, spirituality, connection and community, creating the kind of live show that is just as meaningful as it is energetic. With a sound that fans of Trevor Hall, Nahko and Medicine for the People and other conscious roots artists will feel right at home with, this is going to be a really special night at Sugarshack Downtown. Mark your calendars and we’ll catch ya there! 📍 Location: Sugarshack Downtown 📅 Date: Friday, November 13 ⏰ Time: 7-10PM 🎟️ FREE SHOW

Giving back to the community that has given us so much ❤️ Each month, our very own Chef Gus prepares meals from scratch and, alongside members of our Sugarshack Downtown team, serves them at Café of Life. This incredible Bonita Springs organization provides food and other essential support to local individuals and families in need. We’re so proud of Chef Gus and our team, and grateful for every opportunity to give back to the community we call home.

Have you heard?! Montgomery Gentry featuring Eddie Montgomery is coming to Bonita Springs! 🤘🎸 Get ready for Eddie Montgomery of Montgomery Gentry to rock the Sugarshack Downtown stage on November 11th. Doors open at 6PM, and tickets are on sale now for $75 — and they’re going quick! Grab yours on our website through the link in bio before they’re gone. 🔥 #montgomerygentry #country #concert #sugarshackdowntown #florida

Your event, your way — right here at Sugarshack Downtown. 🤘🎶 From weddings and birthdays to corporate dinners, class reunions, holiday hangouts, and everything in between, we’re ready to help bring your vision to life. With customizable options, catering, a full-service bar, live music, and that laid-back Sugarshack atmosphere, let us make your perfect event LEGENDARY! Ready to start planning? Scan the QR code, visit the link in our bio, or email events@sugarshackdowntown.com to book your private event!

What happens in the swamp… ends up in the photo dump 🐊📸 The @gatornateaugustus album release party was one for the books, and these photos capture just a few of our favorite moments from an unforgettable night at Sugarshack Downtown. ‘Til next time!🤘 📷: @kevinbiresphoto

Steelin’ Peaches are bringing the legendary sound of the Allman Brothers Band to Sugarshack Downtown! 🍑🎶 Known for capturing the soulful harmonies, bluesy guitar work, Southern rock energy, and improvisational jams that made the Allman Brothers iconic, Steelin’ Peaches delivers a live show built for longtime fans and new listeners alike. Grab your crew and come spend Saturday night with us for three hours of Southern rock, blues, and live music at the Shack! 🤘 📍 Location: Sugarshack Downtown 📅 Date: Saturday, October 3 ⏰ Time: 7-10PM 🎟️ FREE SHOW