Top 10 Unique Things to Do in St. Augustine This December

St. Augustine, the nation’s oldest city, truly shines during December. From dazzling holiday lights to rich history and unique local flavors, the city is brimming with unforgettable experiences for all ages. If you’re planning a visit this season, here’s a curated list of the top 10 unique things to do in St. Augustine that will make your December truly magical.


1. Pinkmas Nights of Lights Tour

Transform your holiday season with a splash of pink! The Pinkmas Nights of Lights Tour combines St. Augustine’s world-famous Nights of Lights with a whimsical, Barbie-inspired twist. Hop aboard a festive pink golf cart, led by the charming “Just Ken,” as you glide through iconic landmarks glowing under millions of holiday lights.


📍 Link: Pinkmas Nights of Lights Tour
🎟️ Pro Tip: Tours sell out fast, so book early to snag your spot!


2. Holiday Wine Bar

After your Pinkmas adventure, continue the festive spirit at the Holiday Wine Bar by The Tasting Tours. This seasonal pop-up offers a curated selection of festive wines and light bites that evoke the warmth and cheer of the holidays. Toast to a magical night in St. Augustine in this charming, holiday-themed setting.
📍 Link: Holiday Wine Bar
🍷 Pro Tip: Conveniently located in the same building where the Pinkmas golf carts park, making it the perfect stop after your tour!


3. St. Augustine Lighthouse Illuminations

Step into a winter wonderland at the St. Augustine Lighthouse & Maritime Museum. Their Lighthouse Illuminations event features over 20 themed Christmas trees, festive displays, and breathtaking views from the top of the lighthouse.
📍 Link: Lighthouse Illuminations
🎟️ Pro Tip: Wear comfy shoes for the climb, and enjoy the twinkling cityscape below.


4. Castillo de San Marcos After Dark

The Castillo de San Marcos becomes even more enchanting under December’s starry skies. Take a nighttime tour and learn about the fort’s storied history, illuminated by lantern light.
📍 Link: Castillo de San Marcos
🌙 Pro Tip: Bundle up—it can get chilly by the water at night.


5. Nights of Pints

Craft beer enthusiasts, rejoice! The Nights of Pints event invites you to enjoy holiday-themed craft beers at participating breweries in St. Augustine. Grab your commemorative mug and explore local brews with a festive twist.
📍 Link: Nights of Pints
🍺 Pro Tip: Plan a safe ride home or stay at a nearby hotel to enjoy responsibly.


6. Aviles Street Holiday Market

Stroll through the historic Aviles Street Holiday Market, where you’ll find unique local crafts, art, and holiday treats. Perfect for picking up one-of-a-kind gifts for loved ones.


📍 Link: Aviles Street Events
🎁 Pro Tip: Arrive early to snag the best finds and enjoy live holiday music.


7. St. Augustine Distillery Tour

Warm up with a visit to the St. Augustine Distillery. Their free tours show you how award-winning spirits are made, complete with tastings of their delicious seasonal cocktails.
📍 Link: St. Augustine Distillery
🥃 Pro Tip: Don’t miss their seasonal eggnog—perfect for a holiday toast.


8. The Holiday Regatta of Lights

Head to the bayfront for the Holiday Regatta of Lights, a festive parade of boats decked out in Christmas lights and decorations. This annual tradition is a local favorite!


📍 Link: Regatta of Lights
🚤 Pro Tip: Arrive early for the best viewing spots along the waterfront.


9. Sunset Sail with Schooner Freedom Charters

Experience the magic of St. Augustine from the water with a 2-hour sunset cruise aboard the Schooner Freedom. This charming sail takes you along the Matanzas River, offering stunning views of the city skyline as the sun sets. Keep an eye out for dolphins while enjoying complimentary refreshments, and take in the peaceful ambiance of this unforgettable experience.
📍Link: Schooner Freedom Charters Sunset Sail
🚤 Pro Tip: Evenings on the water can get chilly, so bring a cozy blanket and a warm drink to make the most of your adventure.


10. Dinner at The Drunken Horse Wine Bar

Wrap up your St. Augustine adventure at The Drunken Horse Wine Bar, where the vibe is chic, fun, and unforgettable. Famous for their incredible wine selection, this spot is also a foodie’s paradise, offering dishes that are truly out of this world. Whether you’re sipping a perfectly paired glass or diving into their delicious menu, The Drunken Horse Wine Bar is the ultimate place to relax, celebrate, and soak up the city’s holiday spirit.
📍 Link: The Drunken Horse Wine Bar
🍷 Pro Tip: Check out their seasonal specials and enjoy the warm, welcoming atmosphere—they’ve mastered the perfect mix of fancy and fun!


St. Augustine in December is a feast for the senses, and there’s no shortage of ways to enjoy the season. Whether you’re sipping wine, marveling at millions of holiday lights, or exploring history with a pink twist, there’s something for everyone to love.

Plan your holiday adventure now, and don’t forget to book your Pinkmas Nights of Lights Tour for the ultimate holiday glow!

🎟️ Book your Pinkmas Tour here: Pinkmas Nights of Lights Tour

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