STOP A – SGI VFD – Center Island
CHILI CHEF #1 – Captain Mikey Williams – Firehouse Chili
When we are ‘fun-rasing’ money for our VFD that’s where we start the crawl! Head to center island, pick up your map (suggested $5 donation) and some swag (LOTS of new merch this year!) and then head to Stop A, your SGI VFD with firehouse foods, for you first taste of chili, check out their menu and make some lunch plans, chili and sausage dogs, pulled pork (smoked overnight at the firehouse) and don’t forget a funnel cake!
STOP B Bruce Street Hookers –331 Bruce St
CHILI CHEF #2 – Chase Mote
MUSIC: John sutton band 11-3
You don’t want to miss these hookers!!! They roll
with a mechanical bull and a dunking booth. After you
work up your appetite on that bull, get some low country boil, a tasty beverage, check out THEIR t-shirts, and of course try their Chili!
STOP C – Skinny Dipping – 259 West Gorie Dr
Chili CHEF #3 – Terry West –
Plumb Crazy Chili
Plumb crazy chili from a plumber himself!
Flows smooth. Hits hard.”
No clogs here — just bold flavor. Slow-cooked beef,
smoky peppers, and a spice blend that builds steady heat from start to finish. It’s hearty, rich, and guaranteed to move the competition out of the way. Top off your chili at the chili bar,
try a grilled cheese, and WE’ll see you at the boiled peanuts!
STOP D – Anchor Closing Crew & Chili Company – 135 Franklin Ave
CHILI CHEF #4 – Alan Byrd – WINNER Favorite Chili 2025!
Need to ease in to the crawl? stop D, at the St. George Inn, has Bloody Marys and “the byrd man” AKA Alan Byrd. Alan won the whole competition last year so be sure to try his chili! While you are there you can play some cornhole, get your face painted and enter Their raffle.
STOP E – Wing Ding – 312 Wing St
CHILI CHEF #5 – Paper plate chef…Wesley Benoit – Blue crab chili
Music: Kelly Hundley and the Healers
I have a feeling this is one of those stops you don’t want to miss. The paper plate chef is cooking up some blue crab chili. The band will be playing for the crawl (and i hear maybe longer) so roll on over have a listen and try the crab chili (Don’t tell crawly!) and the gumbo! I’ve been told they are definitely gonna show!
STOP F – The Naumann Stop –139 W Gulf Beach
CHILI CHEF # 6 – Barbara Sanders – My Mother’s recipe!
CHILI CHEF #30 – Corey Ingram – Corey’s Smoking Hot Coastal Chili
Texas style chili with smoked beef, beans, home grown tomato’s and peppers, and a couple secret ingredients.
MUSIC: The Waterbirds
Between the chili, the music and the Salty Shenanigans Desserts you might NOT leave this stop! I hear some of this chili is – THE 2025 Winner OF THE Saint Mark’s Chili Cook-off! BUT HE’S SHARING THIS STOP WITH BARBARA WHO’S COOKING HER MOM’S RECIPE… GO TRY THEM BOTH AND SEE WHOSE IS BEST!
STOP G – Red Hot Chili Dogs – 472 West Gorrie Dr
CHILI CHEF #7 –
Laurence Cook – Hatch me if you can, mother cluckers!
CHILI CHEF #8 – Scott Baraw – Pork Around and Find Out
CHILI CHEF #9 – Lola – THE GOOD, THE RED, AND THE MEATY!
CHILI CHEF #10 – Danielle Leclerc – DoggyStyle
MUSIC: Six Guns Down
The Chili names alone should send you directly to thE RED HOT CHILI DOGS. Once you get there you will FIND our only beachfront STOP, enjoy the southern rock music, get a drink from the bar while you taste all 4 chilis, enjoy some Nathan’s Mini Hot Dog Sliders, have a jello shot for dessert and then top it all off with a visit to the Selfie station! DOn’t miss it mother cluckers!
STOP H – Wilson Electric – 781 West Gulf Beach Drive
CHILI CHEF #11 – Jimmy Stewart
CHILI CHEF #12 – Clint Taylor – Bigfish Cafe
CHILI CHEF #13 – BARRY GLASCO – Texas no bean chipotle
MUSIC: FAR TOO FRESH
NIPPERS THE mechanical shark! yep, you read that right, a mechanical shark on SGI! we think Bruce would approve (if you get that reference track down a crawl crew member and we’ll give you a CCC sticker!) Can you eat a chili dog while riding the shark? let us know and we’ll live stream you on facebook! Did I forget something… oh yeah, the Chili! Come try clint bigfish taylor’s (OG CHILI CRAWL!!!) chili, Barry is bringing the correct version of chili, nO BEANS! and Jimmy says he’s not really competing but you should still give his a try!
STOP I – Tallahassee Parrothead Club – 709 W Gulf Beach Dr
CHILI CHEF #14 – Gayle Brett
It’s the parrotheads what else do you need to know… It will be a party! there will be Tropical music, There will be yummy margs, there will be jello shots, But will there be parrots… I mean Pirates!
STOP J – Spicy Tuna – 315 Cook St
CHILI CHEF #15 – Dr. Rob Callahan, – “Dr.Robs award winning Chili” – Triple Crown Chili A hearty blend of choice cut meats, a variety of beans, locally sourced vegetables and some of the world’s hottest peppers on the planet are expertly blended into an explosion of sweet, smokey, savory, and definitely spicy! The batch is split into “medium” 3/5 heat level and “you might need a waiver” 6/5 hot pots. But either choice you make will have you begging for more. (and reaching for milk/water)
CHILI CHEF #16 – Buddy Reid –
“Buddy’s famous Venison Chili” – Venison meat, special herbs and spices, chili beans, savory seasoning , mildly hot peppers, great consistency ! You will love it!
Music: THe Allie Cats 11-3
Its all about the fun at Spicy tuna! Wait, it’s all about the Band, No, wait, it’s all about the Chili… yeah, that’s it! DOn’t miss out on the Chili, or the games, and surprises THAT have been promised!
STOP K – Red Hots – 316 W Gorrie Dr
CHILI CHEF #17 – L.J. Furst
MUSIC: David Martin Music 11 – 2
This Stop is Red HOt! Don’t get burned! They have chili, they have walking tacos, they have Music, they have a photo booth, They have a dog watering station and treats, and best of all (besides the chili of course!) There will be an afternoon appearance by Elvis!
STOP L – Easy Does It… Said No One Ever! – 317 Marks St
Favorite Stop Winner 2024 & 2025!
CHILI CHEF #18 – Brian Jackson
CHILI CHEF #19 – Bonnie Peetz – Hot Bon’s Fiesta Chili
CHILI CHEF #20 – Marti Hoffman – SPICY CHORIZO POBLANO
CHILI CHEF #21 – Marti Hoffman – BEEF BARBACOA
CHILI CHEF #22 – M.T. Minacci
MUSIC: HOT MESS 12-3pm
Crawl till you fall… Visit our two time winners for best crawl stop and last year they were also our top earners. So if any stop is gonna make you crawl till you fall, it’s this one! With their band, local favorite hot mess, they might make you dance till you fall, and their sangria will help you do both! But before you do all that try all five chilis! We hear they might have a contender for best chili! After all that , if you are still hungry, then get up off the floor and have some pork sliders or nachos and a cold beer!
STOP M – The market is hot, but our chili is hotter! – 45 E. 1st St
CHILI CHEF #23 – Maggie Baysinger and Doug Dedrick
CHILI CHEF #24 – Lisa Thorpe and Maggie Baysinger
MUSIC: Ronnie Gooch
This might be the first time they are hosting a chili stop on the crawl, but it’s not their first time at the chili cookoff. We won’t tell you when the last time was… Going from old school cookoff to new school crawl they are bringing it with two chilis, and some excellent tunes! Oh and I heard there will be cookies!
STOP N – Seaside Cotton – 112 Franklin Blvd – Suite 103
CHILI CHEF #25 – Seasidwe
CHILI CHEF #26 – Cowboy Joel
MUSIC: ASHLEY MORGAN
What can we say, seaside cotton always has a party going at the crawl. Don’t miss the lovely music of the ashley morgan band, while you hang out on the lawn enjoying whatever delicious concoctions they are serving up and sampling their two chili options.
STOP O – Paddy’s Raw Bar – 240 3rd St E
CHILI CHEF #26 – PADDY’S RAW BAR
Music: Kevin Johnson 12-4
What can we say it’s paddy’s! Our home away from home where the live music is always playing and the beer is always cold. Of course it’s going to be the same for the crawl, welcoming you with cold beer and chili.
After party!!! When the crawl ends head back over to paddy’s for the cookoff and crawl after party! We will have swag for sale and our fire chief will be announcing the winners live on stage. You know you won’t be ready to go home!
STOP P – Vacasa by Casago – 135 E Pine Avenue
CHILI CHEF# 27 – Lisa Robinson
CHILI CHEF# 28 – Rachel Arroyo
This Might Be The Last Stop On The Map, But That Doesn’t Mean You Need To Wait Until The End To Head Over And Experience The Party! These Island Locals Know How To Throw A Party And They Know How To Make Chili. Throw In Some Games And Some Groovy Island Music And You’ve Got A Crawl Spot You Don’t Want To Miss!