Tradewinds Lounge on Charlotte Street in historic downtown Saint Augustine, Florida.

Tradewinds Lounge

A 1940s island themed bar in the heart of downtown.

On Charlotte Street, facing Anderson Circle.
124 Charlotte Street, St. Augustine, 32084
  • (904) 829-9336

Hours of Operation

Come In, We're Open!
Sun - Sat:
11:00 am - 2:00 am

Daily: 11 am - 2 am

  • Tradewinds Lounge provides live music and drinks to visitors and locals of St. Augustine. Located on Charlotte Street, this historic bar was established by two sailors in the 1940s. Tradewinds Lounge has changed hands several times since then, and has now been in the Leonard family since 1961. Throughout the 5 decades of ownership, they remain committed to providing good music, drinks and a fun time to patrons.

    Located at 124 Charlotte St., Tradewinds Lounge still contains the original décor from the original sailor owners. The island infused atmosphere blends with vintage charm to create a relaxed bar in the heart of downtown St. Augustine.

    Live Entertainment

    In the 1960s, Tradewinds Lounge became known as a spot for folk music. They continue to feature local bands every night. Some of the bands they feature include Spanky the Band, Elizabeth Roth, Mark Hart, Matanzas, and others. For the full music performance calendar, please visit here

    Upcoming Events

    Musician / Event Title Date Time
    Johnson/Burns Mon, Oct. 18th 9:00 pm
    Smokin' Joe Schauer Wed, Oct. 20th 1:00 pm to 4:30 pm
    Heather Craig Fri, Oct. 22nd 1:00 pm to 4:00 pm
    Styles Haury Fri, Oct. 22nd 9:15 pm
    Danny Myrick Fri, Oct. 22nd 10:30 pm
    Bobby Pinson Fri, Oct. 22nd 10:30 pm
    Cliff Cody Sat, Oct. 23rd 9:30 pm
    Halfway to Hazard Sat, Oct. 23rd 10:45 pm
    Johnson/Burns Sun, Oct. 24th 9:00 pm
    Johnson/Burns Mon, Oct. 25th 9:00 pm
  • Comments or Questions?

    We needed to find a restroom for someone in our small group in the middle of the day. Very nice guy outside from NY, so we went in just to use the restroom, stayed for the best rum punch in town and the price was fantastic as well.

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    My first time at Tradewinds and I had a blast. What a great atmosphere . I'll deferentially be going back..

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    This is an awesome dive bar. GREAT music. We happened to go there to get out of the rain. I will go back every time I'm in St Augustine.

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Things to Do Near Tradewinds Lounge

Shutterguide Tours
within 1 block
The Tasting Tours
within 1 block
The Tolomato Cemetery, part of the Afterlife Tours in St. Augustine.
Afterlife Tours
within 1 block