Uptown Shopping and a Show

             Uptown St. Augustine is not just home to some of the best attractions and dining spots in town: it is also full of unique boutiques and galleries featuring the work of local creatives. In this blog, we highlight some spots you’ll definitely want to check out when you need some retail therapy and a sweet treat to cap off your shopping spree, as well as a unique site to visit while you’re in the neighborhood.  End your day with a show featuring talented local performers at The Limelight, St. Johns County’s original year-round community theatre.


    Since 1978, The Way We Were Vintage has remained the best boutique in town for true vintage from the 1800s all the way to the 1990s. You may have seen a glimpse of their inventory on the runway at this year’s St. Augustine Fashion Week: Season Six, but that’s only a fraction of the collection! Schedule an appointment for a personal shopping experience or make memories in period costumes with an in-store photoshoot.


            Jewelry is the best souvenir, especially when it’s made from Florida’s official state stone — the rare and beautiful Agatized Coral! Anchor Boutique is owned and operated by Laurel Baker, a local jewelry designer known for creating custom rings and wedding pieces, but there are lots of ready-to-wear items to bring home. Find hand-cut stones, shark teeth, ancient coins, and more set in yellow gold and sterling silver. If you have time, schedule an appointment to make a completely custom piece of jewelry that will always remind you of St. Augustine!


   A Step Back in Time is the premier place for art collectors and antique enthusiasts alike. Browse their high quality, hand-selected inventory of jewelry, decor, furniture, vinyl records, and fine art. Take a piece of St. Augustine history home with an original painting from the city’s  Lost Colony and Florida Highwaymen artists like Frank Shapleigh, Emmett Fritz, Elizabeth Borden Warren, and more!


   Meet St. Augustine’s oldest resident! Tucked away in the outskirts of the Historic District, the Old Senator is a stately live oak located at Villa 1565. Reported to be over 600 years old, he is considered the oldest living thing in the Nation’s Oldest City and a silent witness to every event since his germination. Boasting grand, sweeping branches draped in Spanish moss, the Old Senator is truly a sight to see. Pay the Senator a visit and take advantage of the seating available in the shade to escape the Florida sun.


   Well-loved by locals and travelers alike, DOS Coffee & Wine is the place to start your day with a nitro cold brew, espresso, or a glass of wine. Split a pressed sandwich with your bestie or pick a pastry from the case. Check their website for any upcoming wine dinners hosted in the Parlor Room, a mechanics garage turned gorgeous event space next door!

            Once you’ve got your caffeine fix and wrapped up the shopping excursion, make your way across the street to build a box of gourmet treats for dessert! Creme de la Cocoa is owned and operated by Bailey and Nils Rowland who took St. Augustine’s food scene by storm with hand-painted chocolate truffles, homemade marshmallows, and gorgeous cakes that are almost too good to eat.

Performing Arts

The fun doesn’t stop with shopping; go see a show! Since 1992, the Limelight Theatre has served the St. Augustine community as a non-profit offering year-round performances and theatre education for kids and adults. With eight shows per season, you’re sure to find a play or musical everyone will enjoy. Be sure to visit their website for the latest updates on performances.


The Way We Were Vintage: 74 San Marco Avenue

Anchor Boutique: 77 San Marco Avenue

A Step Back in Time: 60 San Marco Avenue

The Old Senator: 137 San Marco Avenue

DOS Coffee & Wine and Parlor Room Events: 300 San Marco Avenue

Crème de la Cocoa: 299 San Marco Avenue

Limelight Theatre: 11 Old Mission Avenue

Post Date

July 1, 2020