STA Weekend Calendar Highlights - Second Weekend in September

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Check-out our calendar highlights to plan your weekend! For a full list of upcoming St. Augustine festivals, classes, entertainment and happenings check-out our STA Calendar page.

Sing Out Loud Festival

August 6 to August 29, 2019

St. Augustine Amphitheatre

1340 A1A South, St. Augustine, FL 32080

The Sing Out Loud Festival is an annual celebration of music featuring FREE concerts by local, regional and national acts!

The 2019 event will run from September 6th through September 29th and feature more than 330 acts and venues throughout town including The Amp and Colonial Oak Music Park. Follow them to keep up to date on this year's lineup, participating venues and more.

Proudly presented by the St. Augustine Distillery.


Lucky 13 Extra Friday Artwalk

September 13, 2019 at 5 to 9 p.m.

St. Augustine

Many of our Galleries and other Businesses were not ready for First Friday Artwalk due to Dorian. We have decided to Make this Friday Your Lucky Day with a Special Artwalk. Come out and support local businesses and art galleries in St. Augustine to help make up for some of the loss of business they have suffered due to Dorian.

St. Augustine’s art galleries welcome visitors to browse the latest art exhibits and enjoy refreshments and live entertainment at more than 25 participating galleries.

Many of the Galleries introduce their featured artist for the month and they are often on hand to answer questions about their work. Artwalk takes place throughout St. Augustine's historic downtown area, uptown and - even over the Bridge of Lions onto Anastasia Island and the beach.

Be sure to stop by and visit STA Marketplace favorites including, P.a.St.A Gallery featuring Martin Story Designs, High Tide Gallery Art and Gifts as well as W.B. Tatter Studio Gallery.

Call (832) 779-2781 for more information. The First Friday Artwalk is sponsored by The Art Galleries of Saint Augustine, a non-profit artistic association of the diverse and eclectic art galleries in the area.

St. Augustine Farmers Market

September 14, 2019 at 8:30 a.m. to 12:30 p.m.

St. Augustine Amphitheatre

1340 A1A South, St. Augustine, FL 32080

Shop local produce, find locally made and handcrafted products and gifts, and sample St. Augustine’s cuisine at the Saturday Farmers Market. Be sure to visit STA Marketplace’s favorites including Arepa Life, Funky Seedz, Me-o-Mya, Mya and Crash, Art by RJ Higgins, The Honey Truck Company and CBD Supply House.




Bumblebee Painting Class

September 14, 2019 at 10 a.m. to 3:30 p.m.

Hobby Lobby

200 Florida 312, St. Augustine, FL, 32086

Join Paint with Darla for a bumblebee and flower oil painting class. Beginners are welcome. All supplies are provided for this class at St. Augustine’s Hobby Lobby. Cost is $65.

Meet the Makers

September 15, 2019 at 12 to 4 p.m.

Coconut Barrel

3175 U.S. 1, St. Augustine, FL 32086

Come meet the artist, crafters and designers who make up Coconut Barrel. Enjoy a fun day filled with demonstrations, sales, give-a-ways, and other surprises!

Be sure to stop by and meet STA Marketplace favorites including Billy Bob Creations, For the Love of Wood, Me-o-Mya, Mya and Crash, The Big Green Initiative and Darla Donley Art.

Space Heaters Live

September 15, 2019, 3 to 7 p.m.

White Lion Bar and Grill

3604, 20 Cuna St, St. Augustine, FL 32084

The Space Heaters are serving up tasty jams in the form of blues, funk, rock and soul at White Lion from 3 to 7 p.m. every Sunday.