Cadillac Jack’s HonkyTonk Saloon

09/20/2026

Tonight’s the night 🎤 Our Karaoke Finals start at 8 PM at Cadillac Jack’s! Come cheer on our finalists as they take the stage and sing for the grand prizes. We’ll have drink specials, pizza, and plenty of reasons to stick around and support some local talent.

📍 5247 S. Tamiami Trail, Sarasota
⏰ Tonight at 8 PM

***yTonk

09/20/2026

Such a great night at Cadillac Jack’s 🤍

We loved having Sertoma here for an evening all about community, connection, and supporting local children through speech and language services.

Great people, light bites, raffles, giveaways, and an amazing turnout made for such a fun night — all while supporting a great cause.

A huge thank you to Sertoma for spending the evening with us and to everyone who came out to show their support. We love seeing our community come together like this. 🤠 Sertoma Kids, Inc.

09/20/2026

Pick your night 👢🍻

Line dancing, happy hour, karaoke finals, ladies night, Jesse Daniel’s Band live Friday, and DJs keeping things going into the weekend.

Whether you’re coming to dance, catch some live music, or just grab a drink with friends, there’s plenty happening at Cadillac Jack’s.

***yTonk ***yTonk

09/18/2026

TONIGHT at Cadillac Jack’s! 🤠🔥

We’re excited to welcome The Highway 41 Band for their Cadillac Jack’s debut tonight! Come out for a night of live country + southern rock, dancing, cold drinks, and a packed dance floor. 🎸🍻

And we’re celebrating DJ Sam the Bull’s birthday too! 🎉🎂

📍 Cadillac Jack’s H***y Tonk Saloon
5247 S. Tamiami Trail, Sarasota
⏰ 9 PM–12 AM

Grab your crew, throw on your boots, and come spend your Friday night with us! 🤠
The Highway 41 Band
Sam TheBull

***yTonk SarasotaNightlife SarasotaEvents LiveMusicSarasota LiveMusic CountryMusic SouthernRock CountryBar H***yTonk LineDancing FloridaNightlife ThingsToDoInSarasota SRQ SRQEvents FridayNight WeekendInSarasota SupportLocalMusic SamTheBull

09/18/2026

TONIGHT at Cadillac Jack’s! 🤠🔥

We’re excited to welcome The Highway 41 Band for their Cadillac Jack’s debut tonight! Come out for a night of live country + southern rock, dancing, cold drinks, and a packed dance floor. 🎸🍻

And we’re celebrating DJ Sam the Bull’s birthday too! 🎉🎂

📍 Cadillac Jack’s H***y Tonk Saloon
5247 S. Tamiami Trail, Sarasota
⏰ 9 PM–12 AM

Grab your crew, throw on your boots, and come spend your Friday night with us! 🤠

***yTonk ***yTonk

🤠🔥 TONIGHT’S THE NIGHT! 🔥🤠

The Highway 41 Band is making our DEBUT at Cadillac Jack’s H***y Tonk Saloon in Sarasota! 🎸🎶

Come kick off the weekend with us for an EPIC night of country, southern rock, dancing, singing, cold drinks, and good times! 🍻💃

And we’ve got an extra reason to celebrate… 🎉
🎂 Come help us celebrate DJ Sam the Bull’s BIRTHDAY! 🎂

📍 Cadillac Jack’s H***y Tonk Saloon – Sarasota-5247 S. Tamiami Trail.
⏰ 9 PM–12 AM

Grab your friends, put on your boots, and come show us some love for our Sarasota debut! 🤠🔥

Let’s make our first night at Cadillac Jack’s one to remember! ❤️🎶

09/15/2026

Line Dance Tuesday is back tonight! 👢🤠

Join Tatum Line Dance with Tatum, Beginner to Intermediate at 7 PM for our Beginner to Improver Line Dance class — perfect whether you’re brand new to line dancing or ready to add a few more dances to your lineup.

✨ Tonight’s dances:
• The Don CeSar
• More beginner + improver favorites throughout the night

⌚️7pm
📍Cadillac Jacks, Sarasota
👢 Beginner to Improver Line dance
🤠 Instructor: Tatum

Grab your boots, bring your friends, and come dance with us at Cadillac Jack’s! No partner needed. 🍻

***yTonk

09/15/2026

This Thursday, September 17th — come dance, have some fun, and support a great local cause! 🤠

Sertoma Kids will be at Cadillac Jack’s from 5–7 PM for an evening supporting the speech, language, and literacy services they provide to children and families in our community. Enjoy live music, raffles, giveaways, light bites, networking, and Western + Tiki best-dressed contests!

Then at 7 PM, stick around for line dancing with special guest instructor Michael Scott () teaching several fun dances for all skill levels. 👢

Come out, support local, and make a night of it!

09/15/2026

Tuesday night = line dance night! 👢

Join Tatum at 7 PM for a Beginner to Improver line dance class. Whether you’re still learning the basics or ready to step it up a little, come dance with us!

📍 Cadillac Jack’s H***y Tonk Saloon

09/14/2026

We’ve got a special guest in the house this Thursday! 🤠🔥

Join us Thursday, September 17 at 7 PM for Line Dance Night with special guest instructor Michael Scott — sarasota_cowboy!

Before line dancing, stop by from 5–7 PM for the Sertoma charity event and help support a local organization that gives back to children and families in our community. Come support local, stay for line dancing, and make a night of it!

All skill levels are welcome — grab your boots, bring your friends, and come dance with us.

📍 Cadillac Jack’s H***y Tonk Saloon
❤️ Sertoma Event: 5–7 PM
🤠 Line Dancing: 7 PM

***yTonk