Where Holiday Magic Meets the Coast: The Old Florida Winter Market on 30A

A Magical Start to the Holidays on Scenic 30A

Nothing says holiday magic like crisp air, glowing lights, and the friendly hum of a seaside community coming alive with festivity. This season, join us for the annual Old Florida Holiday & Winter Market, set in the heart of the charming WaterColor town center and Cerulean Park on beloved 30A.  

Event Details

• When: Saturday, November 29 from 3:00 PM – 9:00 PM.
• Where: Cerulean Park & Town Center, 45 WaterColor Blvd W, Santa Rosa Beach, FL 32459. 
• What to expect:
  • Snow (yes, snow!) and a winter-wonderland feel.
  • A horse-drawn carriage ride around the park — perfect for families and holiday photo ops.
  • A bonfire with s’mores, tree lighting, and pictures with Santa.
  • Live music, luminary lighting throughout the community, and a festive market full of handmade gifts, holiday treats and artisan goodies.
• Cost: Free and open to the public.

Featured WaterColor Exclusive 30A Vacation Homes

Here are a few of our favorite homes nearby, ideal for making the most of this holiday market weekend:

Honeysuckle | 2 bedrooms | 2.5 baths | Sleeps 4 

A charming townhome just a minute’s walk to the Beach Club, featuring Gulf-view balconies and elegant coastal interiors.

The Ivey League | 3 bedrooms | 3 baths | Sleeps 10 

A stylish WaterColor getaway offering complimentary golf-cart access, plus inviting front and screened back porches perfect for relaxed entertaining.

Wake Up Slow | 5 bedrooms | 4.5 baths | Sleeps 12 

This spacious WaterColor retreat features a private courtyard with a summer kitchen, complimentary LSV and bikes, and is just a short ride to the beach.

Why This Event Belongs on Your Holiday Itinerary

If you’re planning a getaway or already staying in one of our homes, this event is a perfect reason to schedule some down-time outside the beach. Here’s what makes it special:

• Community vibe meets beachy charm. WaterColor is known for its lush landscaping, charming walkways, and relaxed elegance—and when it’s lit up for the holidays, it adds a refined yet cozy ambiance.
• Family-friendly and stress-free. Whether you’re traveling with little ones or a group of friends, the carriage rides, s’mores and tree lighting make for memorable moments without the hassle.
• Unique shopping + local flavor. The market vendors bring everything from candles and blankets to jewelry, pottery and special-treat foods. A great way to support local artisans and pick up something beyond the usual.
• Perfect timing for a rental stay. November is a wonderful time to visit the area—less crowded than peak summer, mild weather, and now an extra reason to book a stay.

Planning Tips & Local Highlights

• Arrive early. The event kicks off at 3 PM, and earlier arrival gives you time to settle in your rental and stroll the grounds before it gets more crowded and as the lights begin to glow. While early check-in at our homes is offered when possible, it isn’t guaranteed, so be sure to confirm availability in advance.
• Parking & walking. Many WaterColor guests park once and stroll—so bring a comfy coat or wrap (it does get chillier as evening deepens).
• Capture the moment. The tree lighting, carriage ride, and snow are excellent photo opportunities—great for that holiday card or Instagram post.
• Extend your stay. Consider adding an extra night at your rental so you don’t feel rushed, and you can enjoy a relaxed morning or brunch the next day.
• Explore the surrounding area. After the market, consider meandering through WaterColor Town Center’s shops and dining spots—many stay open later during this season and the mood is festive.
• Weather-check. While snow is more of the “event effect” variety than a true snowstorm, it’s good to check the forecast and dress appropriately for an evening outdoors.
  

Let’s Make It a Holiday to Remember

If you’re ready to embrace the spirit of the season, this market offers a beautifully simple way to kick off your holiday escape. Whether you cozy up in one of our thoughtfully designed homes, stroll through the luminaries, enjoy s’mores by the fire or discover a unique artisan gift, the moment is here.

Reserve your home now and secure your stay before this special weekend fills up.

Trust us, being near the heart of the holiday sparkle makes all the difference.