Whether you’re one of our cherished “snowbirds” returning to the familiarity of your beloved winter haven or a family eager to lay down the foundation for years of holiday traditions, St. Augustine Ocean & Racquet is here for you. Our St. Augustine resort isn’t just a place to stay—it’s home, steeped in the nostalgia of experiences past and the excitement of those to come.
Illuminate your holiday season with exceptional events that celebrate community, history, and the simple joy of being together. Continue reading to learn more about some of the best St. Augustine holiday events for a season full of warmth and unforgettable memories.
St. Augustine Night of Lights
It all started over two decades ago with a simple idea to honor St. Augustine’s deep-rooted Spanish heritage—illuminating the city’s historic heart. From this notion, the “Night of Lights” was born and has since blossomed into a tradition like no other. Inspired by the Spanish custom of displaying a single white candle in the window during the holiday season, this event has grown to include over three million lights adorning the city. From mid-November to late January, our historic downtown is transformed into an enchanting illuminated masterpiece. Walking along the cobblestone streets, whether you’re a guest at one of the many comforting resorts in St. Augustine or a local resident, you’ll feel an instant sense of warmth and belonging. Each corner of the city radiates a welcoming glow, a sign that the holidays are here and the spirit of togetherness is alive and well.
Light Up Night!
The grand kickoff to St. Augustine’s holiday celebrations arrives in a burst of radiance during Light-Up Night! Inevitably, excitement bubbles over as locals and visitors converge in the Plaza de la Constitución. Just as the anticipation reaches its peak, millions of lights flicker to life in a breathtaking transformation that captivates hearts and minds. It’s a magical moment that underscores our community’s close-knit unity and triumphant spirit. You’ll find yourself reminiscing about past holidays while eagerly anticipating the memories yet to be made.
Night of Lights Tours
To fully soak in the splendor of the Night of Lights, consider joining one of the many immersive tours available. Whether you prefer a leisurely foot tour or a charming trolley ride, these guided excursions offer a unique perspective on our city’s shimmering display. As you navigate through the decorated streets, you’ll not only witness the dazzling lights but also experience the rich stories and traditions that make St. Augustine a cherished destination.
St. Augustine Christmas Parade
The annual Christmas Parade signifies the beginning of the holiday season with floats, festive decorations, and an exuberant procession that delights all ages. Local organizations and neighborhoods come together with cars, dogs, floats, and costumed marchers, making it one of the largest parades in Northeast Florida. Stretching from the historic Shrine of Our Lady of La Leche to the Visitor Information Center, the parade is a reflection of our community’s spirit.
Floats and Marching Bands
Among the highlights of the Christmas Parade are the spectacular floats and vibrant marching bands. Each float, meticulously crafted with holiday themes and decorations, showcases the creativity and enthusiasm of our local communities. The marching bands infuse the air with festive tunes, compelling onlookers to tap their feet and join the celebration.
Santa’s Arrival

No holiday parade is complete without the joyous arrival of Santa Claus. As the parade winds its way through downtown, children’s faces light up in anticipation. When Santa finally makes his appearance, the crowd erupts into cheers and laughter. After the parade, Santa takes his place in the Plaza de la Constitución, where young and old alike can pose for photos and share their holiday wishes. It’s a timeless experience that adds a touch of wonder and magic to your stay at our vacation rentals in St. Augustine.
Colonial Night Watch
Step back in time with the Colonial Night Watch, where the Historic Florida Militia depicts the 18th-century colonial militia art, culture, and lifestyle. This event captures the essence of St. Augustine’s storied past, from morning reenactments at the Colonial Quarter Museum to the evocative Torchlight Parade in the evening. The ceremonial Spanish Governor’s address and massive musket volley create an unforgettable spectacle. Gather with fellow attendees to sing Christmas carols and celebrate the season, forging bonds that last beyond the holidays.
Historical Reenactments
The historical reenactments at Colonial Night Watch allow visitors to vividly experience life in the 18th century. Actors portraying soldiers, townsfolk, and artisans bring history to life before your eyes. These performances offer a fascinating glimpse into the daily lives, struggles, and festivities of the era.
Grand Illumination
A standout feature of the Colonial Night Watch, the Grand Illumination, is a ceremonious event where the historic buildings and streets are magnificently lit up. As the sky darkens, the Governor’s House and surrounding areas transform into an incandescent display, echoing the spirit of the “Night of Lights.” This event is a poignant reminder of our shared heritage and the timeless beauty of St. Augustine.
Holiday Regatta of Lights
Taking the enchantment of the Night of Lights onto the water, the Holiday Regatta of Lights is a nautical celebration like no other. Organized by the St. Augustine Yacht Club, this event features vessels of all sizes adorned with colorful lights. From sailboats and yachts to trawlers and shrimp boats, participants compete in categories such as best theme and most colorful. Spectators can enjoy the mesmerizing sight from the bayfront, creating a picturesque holiday scene.
Villa Zorayda Candlelight Tour
The Villa Zorayda Candlelight Tour offers an intimate and historic experience set against the backdrop of the remarkable Villa Zorayda Museum. Built in 1883 and inspired by the Alhambra Palace, the museum invites guests to explore its storied halls adorned with art and antiques. During select evenings, the museum goes dark for the dramatic lighting of the Christmas Tree, illuminating each floor in a warm, festive glow. The tour concludes with complimentary beverages and cookies, perfect for indulging in the holiday spirit.
Plan Your Visit
No matter your needs, you’re assured to find the perfect St. Augustine condo for your holiday getaway with St. Augustine Ocean & Racquet. Browse our full inventory today!
St. Augustine Winter Spectacular
Inspired by the grandeur of New York City’s Broadway, the St. Augustine Winter Spectacular delivers high-caliber entertainment that’s become a seasonal favorite. Hosted at Lewis Auditorium, this production combines ballet, tap, acrobatics, musical theater, and more into a dazzling holiday show. The familiar tunes and vibrant choreography evoke joy and wonder, making it a must-see for families at one of our St. Augustine condo rentals. Each year brings new twists and surprises, ensuring a fresh experience that resonates with audiences of all ages.
St. Augustine Festival of Trees
Brightening the holiday atmosphere across St. Augustine, the Festival of Trees showcases beautifully decorated Christmas trees and holiday wreaths crafted by local groups. Held at various locations, including a silent auction at Limelight Theatre, this event offers visitors the chance to view and bid on their favorite decorations. Best of all, the proceeds benefit local charities.
Holiday Market at the St. Augustine Amphitheatre
The Holiday Market at the St. Augustine Amphitheatre is a delightful evening of festive shopping, live music, and holiday cheer. Local vendors and artists offer an array of handcrafted gifts, perfect for finding that special something for loved ones. Live performances set a joyful ambiance, enhancing the overall shopping experience and making it an enjoyable part of your seasonal stay.
St. Augustine’s Christmas on the Farm
For a charmingly rustic holiday experience, visit Christmas on the Farm. Hosted at the historic Wesley Wells Farm, this event blends nostalgia with lively activities such as ornament crafting, the Christmas Story Walk, and visits with Santa. From sledding in the North Pole to exploring u-pick fields, the farm invites families to celebrate the season in a uniquely vintage setting. With local vendors and food trucks on-site, you can enjoy a wholesome day filled with joy and community spirit.
Find Your Perfect St. Augustine Condo Rental with St Augustine Ocean and Racquet Resort!
As the holidays approach, let the magic of the Ancient City enfold you at St. Augustine Ocean & Racquet Resort. With a blend of historic charm and contemporary comfort, our St. Augustine condo rentals offer the perfect home away from home. Enjoy cozy, well-equipped accommodations paired with fabulous resort amenities including pools, hot tubs, tennis courts, convenient beach access, and more. You’ll also be perfectly situated to explore all the best St. Augustine attractions and attend these holiday festivities. Celebrate the season with a myriad of festive events, knowing that at St. Augustine Ocean & Racquet, you’re not just a guest—you’re family.

