MUSIC AND EVENTS
Live Music is free to the public
7 days a week.
THE STORY
Sugarshack Downtown, located in the heart of Bonita Springs, FL, is a live music venue and restaurant brought to you by the founders of Sugarshack Sessions. Offering delicious food and drinks, it hosts local, regional, and national music acts in an immersive setting creating a vibrant experience for the community.

We’re joining in on the Halloween fun AGAIN this year! 🎃👻🍬
Sugarshack Downtown is excited to be participating in Downtown Bonita’s annual Trick or Treat event! Bring the whole family, dress in your best costumes, and make your way through downtown for an evening full of Halloween fun, sweet treats, and plenty of candy!
We’ll also have live music as normal all day! Come catch the @therockefellers_ from 1-4PM and @moonstone_riders from 7-10PM. 🎶
📍 Sugarshack Downtown
🗓️ Saturday, October 31st
⏰ 5-8PM
🍬 FREE event!
We can’t wait to see all your costumes! Stop by the Shack and say BOO! 👻🧡
Want to meet Eddie Montgomery on November 11th? Here’s your chance!
We’re giving away 6 meet & greet spots: 3 lucky winners will each score two spots — one for themselves and one for a friend! 🤠
HOW TO ENTER:
• Have a ticket to the show
• Like this post and follow us at @sugarshack_downtown
• Tag the friend you’re bringing with (you BOTH must have tickets to the show)
We’ll contact our five winners by DM/PM on Thursday, October 29th, so get your tickets and enter before then!
Grab your tickets from the link in our bio! 🔗
OUR SHOW IS BROUGHT TO YOU BY:
☀️ @drinksuncruiser
🍹 @drinkcarbliss
🥃 @titosvodka
🔑 @myfloridarealestate
🏠 @myfloridainsurance
#montgomerygentry #countrymusic #country #bonitasprings #florida
This is how we do Sundays at the Shack 🏈
Thanks to everyone who came out to watch the games with us and for a groovy day of music by Hat Trick. We’ll see you next Sunday for another beautiful football day!
And another great BIG thank you to our NFL game day sponsors and for making this all possible:
🔑 @myfloridarealestate
🏠 @myfloridainsurance
💧 @chaserwater
Another day, another lineup 🌴🏈
Come out and enjoy another beautiful Sunday with us at the Shack! We’ll have all of the games on the TVs, food and drinks specials from 1-6PM, and My Florida will be here giving away goodies and a chance to win a FREE, 2 night vacation getaway!
Plus, catch live music by Hat Trick from 1-4PM and @lizhunnysings from 6-9PM. 🎶 See ya there!
OUR NFL GAME DAY SPONSORS:
🔑 @myfloridarealestate
🏠 @myfloridainsurance
💧 @chaserwater
Less than three weeks away is a Veterans Day show you won’t want to miss! 🤠🇺🇸 The countdown for Montgomery Gentry featuring Eddie Montgomery at Sugarshack Downtown is ON.
On Wednesday, November 11th, doors open at 6PM and local favorites @backcountryboysband kick off the night with their full band.
With more than 20 chart singles and five No. 1 hits, including “Something to Be Proud Of,” “Lucky Man,” and “My Town”, Montgomery Gentry has made a lasting mark on country music. Come hear the songs you know and love live in Bonita Springs!
This Veterans Day, we’re honoring those who have served with 20% off food and drinks for veterans with a valid ID.
Tickets are going fast... grab yours before they’re gone from the link in our bio! 🔗
OUR SHOW IS BROUGHT TO YOU BY:
☀️ @drinksuncruiser
🍹 @drinkcarbliss
🥃 @titosvodka
🔑 @myfloridarealestate
🏠 @myfloridainsurance
Good times guaranteed when Bombargo brings their funky, feel-good sound to Sugarshack Downtown tonight! 🤘🪩
Coming all the way from Saskatoon, Saskatchewan, this Canadian band is bringing their vintage pop, soul, funk, and rock ’n’ roll vibe for an unforgettable night.
We’re throwing it back to their session at @sugarshacksessions before they hit the stage with special guests @cannibalkids from 7-10PM. See you tonight!
Childers of the Corn, part of Nightmare on Old 41, takes over Sugarshack Downtown TONIGHT! 🌽🧟♂️
The spooky fun starts in just a few hours. Check out the photos and read below for tonight’s event details, food and drink specials, and other info:
🎶 @taylorreed_music from 1-4PM
🎸 @bombargo with special guest @cannibalkids from 7-10PM
🎧 DJ after the live music, keeping the party going until 1AM
👻 Costume contest at 10:30PM you won’t want to miss (we’ve got some hauntingly GOOD prizes). SIGN UP WILL BE AT THE ENTRANCE!
Free trolleys start at 9PM, with two centralized stops connecting both ends of Old 41. Hop on and off as often as you’d like while visiting participating locations.
Come dressed in your best costume and join us for a spooky night at the Shack. We can’t wait to see what you come up with! 🌽🕷️
We’re bringing the game day energy to Bonita 🏈 💪
Catch your favorite team on our big screens, grab some food and drink specials from 1-6PM, and enjoy free headphone rentals. Plus, keep the good vibes going with live music by Hat Trick from 1-4PM and @lizhunnysings from 6-9PM! 🎶
We’ll see ya tomorrow!
OUR NFL GAME DAY SPONSORS:
🔑 @myfloridarealestate
🏠 @myfloridainsurance
💧 @chaserwater
We’re SIX WEEKS OUT from a huge night with Eli Young Band at Sugarshack Downtown! 🌴
The “Keep On Dreaming Tour” is bringing the multi-platinum country band — and hits like “Crazy Girl” and “Even If It Breaks Your Heart” — to Bonita Springs. This is one you won’t want to miss!
Friday, December 4th
Doors 6PM | Show 7PM
Get your tickets at the link in our bio before they’re gone!
The countdown is ON. 👀🎶
@satsang is getting ready to bring the Elohim Tour 2026 to Sugarshack Downtown, and we are getting REAL close.
Known for bringing a powerful blend of folk, soul, rock and hip-hop influences to the stage, Satsang will be at the Shack on Friday, November 13th from 7-10PM for a FREE night of live music.
Mark your calendars — you’re not gonna want to miss this one! 🌴
Only two days until @bombargo takes over Sugarshack Downtown! 🎶🪩
“Let It Grow” is just a preview of what’s in store: feel-good vibes, a whole lot of rock & roll energy, and one seriously good night.
Catch Bombargo with special guest, @cannibalkids, on the Sugarshack stage THIS Saturday from 7-10PM during the Nightmare on Old 41 bar crawl. Get ready for a Saturday night that’ll keep ya moving and grooving! 🕸️
Coming up this November at Sugarshack Downtown! 💙
Join us on Wednesday, November 18th from 5-8PM as we team up with Breakthrough T1D South Gulf Coast for Rock the Shack for Breakthrough T1D.
Throughout the event, Sugarshack Downtown will donate 10% of proceeds to Breakthrough T1D to help support critical research and life-changing treatments for Type 1 Diabetes.
Come grab dinner, drinks, enjoy some live music, and support an amazing cause! Just make sure to mention you’re here for the Breakthrough T1D event when ordering.
Bonita, ARE YOU READY? Because we’re bringing the BEACH to the Shack! 🌴🤘
For the first time ever, there will be REAL SAND right in front of the stage — so you can catch @rockrepublicband with your toes in the sand!
We’re kicking off the SWFL season and celebrating Rock Republic’s 4th birthday with a night packed with live music, drink specials all night long, and a Silent Disco to keep the party going!
Friday, November 6th | Party starts at 6PM
Rock Republic: 7-10PM
Silent Disco: 10PM-12AM
Real sand at the Shack. Rock Republic’s 4th birthday. Silent Disco till midnight. You do not want to miss this one! 🤘
Friday night is almost here, and we’ve got a good one lined up 🤠🎶 @dereklerschmusic is coming to Sugarshack Downtown, and this is one night you won’t want to miss!
Catch them live this Friday, October 23rd, from 7-10PM at Sugarshack Downtown. They’re also playing the St. Pete Country Fest this November, sharing the lineup with Parker McCollum, Treaty Oak Revival, The Red Clay Strays and many more!
See ya there! 🌴
Country favorites, live at the Sugarshack Downtown — Montgomery Gentry featuring Eddie Montgomery is coming to Bonita Springs! 🤠
Spend Veterans Day with us at Sugarshack Downtown on Wednesday, November 11th for a night of country hits made to sing along to. The @backcountryboysband kick things off with their FULL BAND, and doors open at 6PM! 🇺🇸
Hear the songs you know and love, only at the Shack. Get your tickets at the link in our bio!
OUR SHOW IS BROUGHT TO YOU BY:
☀️ @drinksuncruiser
🍹 @drinkcarbliss
🥃 @titosvodka
🔑 @myfloridarealestate
🏠 @myfloridainsurance
👻 Looks like we’ve got a new performer at the Shack…
Things are getting SPOOKY at Sugarshack Downtown, and we’re gearing up for a special night this Saturday, October 24th! 🌽🎃
Join us for “Childers of the Corn” as part of the Nightmare on Old 41 Bar Crawl! We’re bringing you a full day of live music, food and drink specials all night long, and plenty of Halloween fun!
🎶 LIVE MUSIC LINEUP:
🎻 1-4PM | @taylorreed_music
🌊 7-10PM | @bombargo with special guest @cannibalkids
Come dressed in your BEST Halloween costume for a chance to win some amazing prizes in our costume contest!
Grab your crew, get those costumes ready, and we’ll see you at the Shack for a hauntingly good time! 🕸️🌽🍂
This one’s gonna be a good one 🌊🤙
@bombargo blends funk, soul, rock & roll, and the best vibes… and it’s all coming right to the Shack!
They’re known for unforgettable live shows wherever they go… And who knows? Maybe they’ll even bring the board out 🏄♂️
Catch Bombargo with @cannibalkids opening this Saturday, October 24th, from 7–10PM at Sugarshack Downtown as part of the Nightmare on Old 41 bar crawl. Admission is free, and complimentary trolley rides connect the participating spots!
We’ll catch ya there!
Something fun is taking root at the Shack! 🌳🍻
Join us and @bonsaibar_fl for a hands-on bonsai workshop where you’ll learn how to create and care for your very own tiny tree, and take it home with you!
On Monday, November 16th at 6PM, Bonsai Bar is kicking things off at Sugarshack Downtown with a Dwarf Jade workshop! 🌱
These workshops sell out fast, so make sure to grab your spot before it’s gone!
🎟️ Reserve your spot at bonsaibar.com
Bonita Springs, get ready… Montgomery Gentry featuring Eddie Montgomery is coming to OUR TOWN! 🤠🔥
We’re just a few weeks away from one of our biggest country shows yet at Sugarshack Downtown! Get ready to hear the hits you know and love, from “My Town” and “Lucky Man” to “Something to Be Proud Of,” LIVE right here in Bonita Springs!
Join us Wednesday, November 11th, with special guests @backcountryboysband kicking off the night with their FULL BAND before Montgomery Gentry takes the stage!
🚪 Doors open at 6PM | Show starts at 7PM
🎟️ Tickets are ON SALE NOW! Don’t wait until it’s too late — grab yours from link in our bio!
OUR SHOW IS BROUGHT TO YOU BY:
☀️ @drinksuncruiser
🍹 @drinkcarbliss
🥃 @titosvodka
🔑 @myfloridarealestate
🏠 @myfloridainsurance
A cheers to cozy football Sundays at the Shack… or should we say koozie? 🏈🍻
Did you know we’re giving away limited-edition Football Sundays koozies for only on Sundays at Sugarshack Downtown? Stop by next Sunday to grab yours and pick up more free goodies (and the chance to win a two night vacation getaway!) at the My Florida table.
We’ll have all the games on, food and drink specials from 1-6PM, and live music to keep your Sunday going!
OUR NFL GAME DAY SPONSORS:
🔑 @myfloridarealestate
🏠 @myfloridainsurance
💧 @chaserwater
The week before Halloween calls for live music and a little mischief 🎃🤘
Our Childers of the Corn event is THIS Saturday as part of Nightmare on Old 41 — a Bonita Springs bar crawl Halloween tradition! Come out for a special night of live music, show off your costume, and get into the spooky spirit with themed drinks, food specials, and a costume contest. 👻
We’ll see ya this week!
We’re just FOUR DAYS away from @coreyhallmusic bringing his Delta to Swamp Tour to Sugarshack Downtown! 🎸🌴
Get ready for a night of blues, folk, and American roots music as Corey brings his signature Gulf Coast sound to Bonita Springs! From soulful blues to old-school acoustic sounds, this is one you’ll want to experience live.
Join us Thursday, October 22nd from 6-9PM for a FREE show! Grab your crew and spend your Thursday night at the Shack!
Gator Country is taking over the Shack TOMORROW! 🐊🎙️
Join us on Monday, October 19th from 11AM-1PM for Gator Country Day at Sugarshack Downtown with Mel & Scott from @gatorcountry1019!
We’re bringing you a special lineup of food and drink specials for just $10.19 EACH, including brunch favorites and refreshing cocktails made for the occasion! 🍳🍹
Come hang out, grab some good food, and spend your Monday with us at the Shack!
Another NFL Sunday lineup coming your way! 🏈🌴
Check out today’s matchups and catch all the action on our big screens at Sugarshack Downtown!
Join us every Sunday for game day food and drink specials from 1–6PM, FREE headphone rentals, goodies & giveaways by the My Florida team, and much more.
Plus, live music ALL. DAY. LONG! 🎶
@moonstone_riders from 1-4PM
@joeyeomanmusic from 6-9PM
OUR NFL GAME DAY SPONSORS:
🔑 @myfloridarealestate
🏠 @myfloridainsurance
💧 @chaserwater
We’ve got another rockin’ show coming up, and you’ll want to be here for this one! 🤘🎶
Souljam is bringing six-piece energy to the Shack with classic rock, funk, soulful originals, and jams that take on a life of their own. With inspiration from The Allman Brothers, Widespread Panic, and Umphrey’s McGee, these guys put their own spin on every set.
Get your crew together and spend your Saturday night with us! 🌴
📍 Sugarshack Downtown
🗓 Saturday, November 14th
⏰ 7-10PM
Getting hyped for Honey Hounds TONIGHT at Sugarshack Downtown! 🍯🐕
Catch them from 7-10PM for a night of blues-rock, funk, and nonstop energy.
Here’s a look back at one of their two @sugarshacksessions appearances — a little taste of what’s coming to the stage tonight!
This is a one-of-a-kind night you’re not gonna wanna to miss. We’ll see ya there! 🤙
When you officially lose him to football Sundays, you’ll know where to find him... at Sugarshack Downtown 🏈🌴
Catch NFL Sundays at Sugarshack Downtown with all the action on our big screens, food and drink specials from 1-6PM, and free headphone rentals. Might as well join him at the Shack!
OUR NFL GAME DAY SPONSORS:
🔑 @myfloridarealestate
🏠 @myfloridainsurance
💧 @chaserwater
This Veterans Day, make your plans for a night of country hits at the Shack 🇺🇸🤘
Montgomery Gentry featuring Eddie Montgomery is taking the stage on Wednesday, November 11th, bringing the hits you know by heart right here to Bonita Springs!
From “My Town” to “Something to Be Proud Of,” get ready to sing along LIVE, with Back Country Boys kicking things off with their full band. Doors open at 6PM, with music from 7-10PM.
Round up your crew and make it a Veterans Day to remember! Grab your tickets from our website at the link in our bio 🎟️
OUR SHOW IS BROUGHT TO YOU BY:
☀️ @drinksuncruiser
🍹 @drinkcarbliss
🥃 @titosvodka
🔑 @myfloridarealestate
🏠 @myfloridainsurance
Bombargo is officially landing in Bonita Springs 🌴🎶
Their Love, In Spite of Everything Tour is coming to Sugarshack Downtown with special guest @cannibalkids on Saturday, October 24th from 7-10PM!
Blending vintage pop, soul, funk, and indie rock, @bombargo brings catchy sing alongs and a high energy live show you’ll want to experience for yourself.
And it’s all going down during Nightmare on Old 41! Come in costume, enjoy spooky food and drink specials all night long, and stick around for our 10:30PM costume contest with some goulishly good prizes. 👻🎃
Calling all DJs! 🎧
We’re looking to bring more DJs into the mix this season at Sugarshack Downtown! If you’re interested in playing at the Shack, we’d love to hear from you!
We also have an immediate opening for Saturday, October 24th for our spooky night of Halloween fun! 🎃
Interested? Reach out to our team at events@sugarshackdowntown.com for more information!
Last year’s costumes set the bar… let’s see what you’ve got this year 👻🕷️
A little throwback to last year’s bar crawl at Sugarshack Downtown as we get ready for Nightmare on Old 41 next Saturday, October 24th from 8PM-1AM! This year’s theme at the Shack? Childers of the Corn. 🌽
Bring your best costume (no masks!) for a chance to win some scary-good prizes at our 10:30PM costume contest! Come hungry, come thirsty — we’ve got spooky drink and food specials all night long.
Catch @taylorreed_music from 1-4PM, followed by @bombargo with @cannibalkids from 7-10PM. Round up your crew for one of our biggest nights of the year — Halloween starts early at the Shack! 🎃
Your Monday plans just got better 🐊🌴
Join us for Gator Country Day at Sugarshack Downtown on Monday, October 19th from 11AM-1PM for brunch with Mel & Scott from @gatorcountry1019!
Enjoy $10.19 food and drink specials created just for the day, and register to win nearly $1,000 in prizes, including Live Fest tickets, Busch Gardens tickets, Disney World tickets, and MORE! 🎟️
Grab your crew and spend it with us at the Shack!
We are just a few days away from a Sound Bath experience at the Shack! 🤍✨
THIS Sunday, October 18th at 9:30AM we will be hosting a peaceful morning with @pique_lifestyle. Settle in, slow things down, and enjoy a relaxing sound bath designed to help you reset and recharge.
Registration is $44 and includes the Sound Bath + 1 free drink.
Reserve your spot through the link in their bio or by visiting the link here:
https://mprxhzn3qip.typeform.com/to/mM0sI8jZ
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!
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
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
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
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 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
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
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 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! 🤘
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!
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!
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