John Winters playing his guitar

Two Days of Music Celebrating Gamble Rogers.

Listen to local and regional musicians performing over two days.

Saturday and Sunday, Sept. 13 and 14, 2025 | Times Vary

Two Days of Music Celebrating Gamble Rogers.

Enter from the Main Library lot off of Ponce de Leon Blvd.
184 San Marco Ave.
St. Augustine, FL 32084

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Local and Regional Showcase

The Gamble Rogers Folk Festival has partnered with the Sing Out Loud Festival to present a weekend of music at the Waterworks. On Saturday and Sunday, several groups and solo artists play in successive sets, and you may choose to stop in to listen to a few of them, or settle into your seat and enjoy the entire show. 

The collaboration celebrates St. Augustine's Gamble Rogers — songwriter, storyteller, guitarist, and recording artist. The weekend opens on Friday with a ticketed concert by one of the region's favorite bluegrass bands, Remedy Tree.

Saturday's concerts feature some of the favorite local and regional performers heard at the yearly Gamble Rogers Festival.

On Sunday, the performers are lesser-known, talented young people—the next generation of singers, songwriters, and performers in several genres, from bluegrass to jazz. Sunday starts with a workshop by Del Suggs, an award-winning songwriter, educator, author, and musical artist. His workshop is titled: "Making a Career in the Arts."

Saturday's Line-up

  • 3:00 to 3:45 p.m.:  The Dunehopperrs
  • 4:00 to 4:45 p.m.:  John Winters
  • 5:00 to 5:45 p.m.:  Skin & Bonz
  • 6:00 to 6:45 p.m.:  Del Suggs
  • 7:00 to 7:45 p.m.:  The Gatorbone Trio
  • 8:00 to 8:45 p.m.:  Taildraggers Ultralight

Sunday's Schedule

  • 1:00 to 1:45 p.m.:  Workshop—Making a Career in the Arts with Del Suggs
  • 2:00 p.m.:  Nora Bear—Singer, guitarist, and songwriter, who is 12 years old.
  • 2:35 p.m.:  Eowyn Sage Rubino—Singer and songwriter, Eowyn is a sophomore at St. Augustine High School, and has appeared in multiple musicals.
  • 3:10 p.m.:  Lane Hendrix—A St. Augustine singer, songwriter, and guitarist, Lane performs around Northeast Florida and released his debut single, "Forever and Always," in March.
  • 3:45 p.m.:  Callum Toner—From Maryland, 18-year-old Callum writes and performs songs that blend alternative rock with jazz.
  • 4:20 p.m.:  Varella String Band—This band started when they were in high school and students of Trey Brewer (who leads the bands Taildraggers and Taildraggers Ultralight). They perform folk and Americana music.

The Details

Admission: Free.

When:  The doors will open 30 minutes before the first event each day. 

  • Saturday, September 13, from 3:00 to 9:00 p.m.
  • Sunday, September 14, from 1:00 to 5:00 p.m.

Where: The St. Augustine Waterworks is located at 184 San Marco Avenue in St. Augustine's Uptown neighborhood.

While the address is 184 San Marco Avenue, St. Augustine, Florida 32084, the only driveway on San Marco is Exit Only. Access to the Waterworks is through the St. Augustine Main Library parking lot. (Use 1960 North Ponce de Leon Blvd. in your GPS.) 

The St. Augustine Waterworks is listed on the National Register of Historic Places and was built in 1898 to be a city waterworks. When a growing population necessitated the move to a new location, the building served time as a community center and theater and was later left unused. Now fully renovated again, this facility is accessible and has free parking, yet retains its historic architectural properties and charm.

Two Days of Music Celebrating Gamble Rogers.

Enter from the Main Library lot off of Ponce de Leon Blvd.
184 San Marco Ave.
St. Augustine, FL 32084

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Admission | Ticket Prices

$ 25.00

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Editor's Note: We encourage you to verify event times and details with the organizers, as they may change.