Extraordinary Holiday Shopping Opportunities on Florida’s Historic Coast

Got your holiday shopping list? Bring it! Florida’s Historic Coast knows how to put the fun in shopping for the holidays.

Holiday shopping in flip flops? Check. Caroling on a trolley ride? Yep. Treasures around every corner? Absolutely. That’s how we roll on Florida’s Historic Coast. With Nights of Lights taking place November 19 through January 31 we’re making it easy–and an absolute joy–to get through your holiday list. Here’s a list of our favorite out-of-the-ordinary holiday shopping opportunities in St. Augustine. 

1. Holly Jolly Shopping Spree: November 18, 2023

12th Annual Holly Jolly Shopping Spree – Gifts, holiday decorations and all kinds of treasures are available for the picking. Hop on board the Old Town Trolley at the Old Jail for a tour of the town and drop off at Uptown St. Augustine for a day of shopping, eating and celebrating your lucky finds. Tickets are $50 per person and include lunch at the Raintree Restaurant, sightseeing tour, champagne sipping and discounts at many of the Uptown shops and boutiques along San Marco. From 8:30 a.m. – 4 p.m.

2. Vilano Beach Artisans Market: November 18 & December 16, 2023

Vilano Beach Artisans Market – This “Pop-Up” artisan market draws crowds on the third Saturday of every month. Explore a diverse selection of locally crafted artisan goods, lush plants, tasteful home décor, flavorful datil pepper sauces, and so much more. From 4-8 p.m.

3. Holiday Market in the South: November 19, 2023

The 10th Annual Holiday Market in the South features more than 150+ creatives and retailers will be on hand with crafts and goods at the Renaissance Resort in World Golf Village from 10 a.m.-3 p.m. In addition to the great deals and a charity raffle, the first 30 guests will receive a FREE swag bag.

4. Hastings Main Street Fall Festival of Art: November 25, 2023

Kick your holiday shopping off on Small Business Saturday at the Fall Festival of Art. This annual event features an indoor juried art show presented by St. Augustine Art Association as well as live music, an outdoor cottage industry vendor area, food trucks, and a kids’ zone and distinguished guest speakers, Dr. Seth H. Bramson and Dr. Keri Watson. Additionally, experience the magic of live art demonstrations and appearances by original Highwaymen artists R.L Lewis and Curtis Arnett. This family-friendly event runs from 10 a.m.-5 p.m.

5. Art Walk Shop & Dine at St. Augustine Beach: November 25, 2023

Come take a stroll down A1A Beach Boulevard from 2-7 p.m. to visit local artists in various locations including the parkettes as well as outside local businesses. In association with the Art Studio of St. Augustine Beach, this event will feature artists and artisans with many diverse items from paintings, photography, prints, pottery, sculpture, jewelry and stained glass.

6. Artisans' Holiday Night Market at Ximenez-Fatio House Museum: December 1, 2023

Join the fun at the First Friday Art Walk Christmas Market at the Ximenez-Fatio House Museum. The market runs from 4-8 p.m. and features local artisans, a children’s corner with crafts and secret Santa items, cider and s’mores bar and more.

7. Holiday Market at Lightner Museum: December 7, 2023

Local artisans with offerings for everyone on your holiday gift list will be on display at the Lightner Museum Holiday Market. The market takes place from 5-8 p.m.

8. Hastings Main Street Pop-Up Holiday Market: December 9, 2023

Find your special holiday gifts at the Hastings Main Street Pop Up Holiday Market. Shop local art, handmade goods, crafts, plants and more! The market takes place from 9 a.m.-3 p.m. in the Historic Stanton Ford Building in Hastings.

9. Holiday Night Market on St. Augustine Beach: December 9, 2023

Bring the whole family to the annual Holiday Market at the Pier where vendors have something for everyone on your holiday gift list, plus gift. Capture the family fun in the Grinchy-themed photo booth, bring home delicious treats, and enjoy the vibrant light displays at St. Johns Ocean Pier Park.

10. Holiday Night Market at The AMP: December 19, 2023

The Holiday Night Market is BACK! Featuring food trucks, desserts, quality arts and crafts, a full bar, and live music, this event takes place from 5-9 p.m., Admission is is free and the market is open to the public. 1340 A1A South, St. Augustine.

11. Homegrown Holiday Pop Up Market and Winter Party! at Café Eleven: TBD

This holiday season the classic Café Homegrown Holiday Pop-up event combined with the Winter Appreciation Party returns. There will be live music from and a fun celebration from 6-10 p.m. and more than 20 local and regional artisans offering unique gifts and decorations from 6-9 p.m. at The Original Café Eleven, 501 A1A Beach Blvd., St. Augustine Beach.

12. Joyfully Thankful presents at Joyful Christmas at Alpine Groves Park: TBD

Don’t miss this fun-filled classic Christmas event. Get your last-minute Christmas shopping done at their Maker’s Market and Artisans’ Alley where you’ll find handmade items made by local artists. Activities include guided tours of the Historic Bennett Home, a cocoa & confections bar, Christmas caroling, scavenger hunts, photo op stations.

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