Trade Winds Tropical Lounge

09/07/2026

🇺🇸 HAPPY LABOR DAY FROM TRADE WINDS TROPICAL LOUNGE! 🇺🇸

Today is for the workers. ❤️

To our incredible Trade Winds staff — THANK YOU for everything you do, every single day.

And to everyone out there who works hard, shows up, puts in the hours and keeps this crazy world rolling, today we celebrate YOU!

Whatever your job, whatever your hustle… we hope you get a chance today to kick back, raise a glass and enjoy the day.

You work hard. Today, play a little harder. 🎶🌴

Happy Labor Day from all of us at Trade Winds Tropical Lounge!

09/06/2026

There are special times when everything just comes together! The music, the crowd, the energy, and the people and this was definitely one of them!

🔥 BLISTUR — THANK YOU for bringing the music, the energy, and one heck of a party! You guys absolutely rocked Trade Winds!

💙 OUR STAFF — you are the heartbeat behind these crazy, busy nights. From behind the bar to the floor to the door and everywhere in between, THANK YOU for working your tails off, keeping the drinks flowing, the smiles coming, and making it all happen!

❤️ AND OUR CUSTOMERS… THIS ONE IS REALLY FOR YOU.
That line outside. That packed house. The singing, dancing, laughing, and cheering. You continue to show up for LIVE MUSIC, for the bands, for our staff, and for Trade Winds and we cannot thank you enough.

We can book the bands.
We can pour the drinks.
We can turn up the music.
But YOU bring the party. 🤘🎸

Thank you for another incredible night at Trade Winds Tropical Lounge!

🎶 Always Better Live. 🎶

09/06/2026

🇺🇸 🔨 WORK HARD. PLAY HARDER. 🔨 🇺🇸

It’s LABOR DAY WEEKEND and Sunday Funday at Trade Winds Tropical Lounge is putting in some serious overtime!

🍺 Cold drinks
🎶 Live music
🌴 Downtown St. Augustine
🇺🇸 Long weekend energy
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Because around here, we WORK HARD & PLAY HARDER!

📍 Trade Winds Tropical Lounge
🎶 ALWAYS BETTER LIVE.

09/05/2026

🇺🇸 HAPPY LABOR DAY WEEKEND! 🇺🇸

It’s Saturday, and Trade Winds has LIVE MUSIC ALL DAY LONG! 🎶🍹 Come on down, grab a cold drink, and feed your soul some music—you’ve earned it! 🤘

📍 Trade Winds Tropical Lounge
🎸 Always Better Live!

09/04/2026

HAPPY NATIONAL JIMMY BUFFETT DAY!!

Before Margaritaville… there was Trade Winds!

There’s a longtime Trade Winds legend that Jimmy Buffett was once “fired” from our stage but the real story may be even better. Early in his career, Buffett auditioned right here at Trade Winds and was turned down because his music wasn’t considered the right fit at the time.

Jimmy would later return to Trade Winds both as a performer and a customer long after those early days.

So on Jimmy Buffett Day, we’re raising a glass to a Florida music legend who shares a little piece of history with this legendary little bar in St. Augustine.

Fins up, Jimmy!🦈🍹

And as we like to say around here… Always Better Live.

09/04/2026

🇺🇸 YOU WORK HARD. THIS WEEKEND, LET US CELEBRATE YOU! 🎶🍻

To the early risers, the night shift crews, the hands that build, the hearts that care, and everyone who keeps our communities going! This Labor Day weekend is for YOU! ❤️🤍💙

We’ve got LIVE MUSIC ALL WEEKEND LONG at Trade Winds Tropical Lounge! Come unwind, hit the dance floor, and enjoy time with great friends while supporting the musicians and hardworking staff who keep the good times rolling. 🎸🌴

Here’s to YOU, the laborers! Thank you for everything you do. Let’s make your weekend one to remember! 🙌

Always Better Live. 🎶

09/04/2026

Work hard, ROCK HARDER!

is bringing the party to Trade Winds this Friday & Saturday! You’ve earned a weekend of cold drinks, great friends, and LIVE music.

Come celebrate Labor Day weekend with us! 🍻

Always Better Live!

09/03/2026

🇺🇸🎶 The countdown to Labor Day weekend is ON at Trade Winds!

Why wait until Friday to have a little fun? We’re rolling into the holiday weekend with cold drinks, familiar faces, and a Thursday full of LIVE MUSIC! 🍻

You work hard—make a little time to enjoy yourself! Grab your friends, come on down, and show some love to the musicians who keep St. Augustine singing. ❤️🤍💙

📍 124 Charlotte St. | Downtown St. Augustine
Always Better Live!

09/02/2026