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During the holiday season, Sarasota transforms into a wonderland of festive joy and twinkling lights, offering an array of events that capture the spirit of the season. For our Gracewater at Sarasota community, these celebrations are just moments away, promising unforgettable experiences filled with holiday cheer. Here’s your guide to the must-attend events this holiday season in Sarasota.

Join circus star Nik Wallenda and the Circus Arts Conservatory for “A Brave New Wonderland.”

A Brave New Wonderland: Circus Arts Extravaganza (Nov. 18-Dec. 31)

Join circus star Nik Wallenda and the Circus Arts Conservatory for “A Brave New Wonderland.” This holiday spectacular at the Big Top combines daring circus acts, aerial performances, and heartwarming holiday storytelling, ensuring an evening of thrill and delight for all ages. Don’t miss this mesmerizing blend of high-flying acrobatics and festive charm, perfect for a memorable holiday outing.

Deck the Halls: A Sarasota Holiday Musical (Nov. 24-Dec. 24)

Florida Studio Theatre’s “Deck the Halls” is a family-friendly musical performance that celebrates holiday traditions in Sarasota. This show promises laughter, joy, and a festive spirit with its holiday-themed songs. Gather your loved ones for an evening of delightful entertainment that captures the essence of the season in every note and dance step.

Canadian Brass Holiday Concert: A Musical Treat (Dec. 4)

The renowned Canadian Brass quintet brings their festive melodies to the Sarasota Opera House. Enjoy an evening filled with classic holiday tunes, brilliantly performed by these world-class musicians. This concert is a must-attend for anyone looking to immerse themselves in the spirit of the season through the timeless beauty of brass music. The Sarasota Opera House brings many different Christmas events all season!

Annual Sandy Claws Beach Run (Dec. 9)

Get ready for a sun-soaked morning at the famous Siesta Beach with the annual Sandy Claws Beach Run. Whether you’re up for a competitive sprint in the 5K run, sanctioned by the Manasota Track Club, or prefer a relaxed 1-mile stroll along the shore, this event is perfect for everyone. Plus, you’ll be supporting a great cause – the “Summer in the Parks” Adopt-A-Camper scholarship fund.

Breakfast With Santa: A Festive Feast (Dec. 9-10)

Grove welcomes families for a magical Breakfast with Santa. Indulge in a sumptuous breakfast buffet, capture precious moments with Santa against a festive backdrop, and create memories that will last a lifetime. It’s the perfect way to kick off the holiday season, with delicious food and the joyous spirit of Christmas in the air.

A Christmas Carol: Theatrical Tradition (Dec. 1-20)

Venice Theatre brings the classic tale of “A Christmas Carol” to life. Watch as Scrooge learns the true meaning of Christmas in this heartwarming production, perfect for the entire family. Experience the magic of this timeless story, brought to the stage with captivating performances and stunning visuals, making it an enchanting holiday event for all. 

Christmas Carol Trolley: Sarasota in Song (Dec. 4-29)

Hop on the Discover Sarasota Tours trolley for a festive city tour. This holiday-themed journey is filled with caroling and explores the city’s festive lights and decorations, offering a cheerful and unique way to experience the holiday spirit of Sarasota. The Christmas Carol Trolley offers an enchanting ride through the city’s twinkling streets and is an unforgettable way to celebrate the season with friends and family.

Ring in the New Year with Downtown Sarasota's Pineapple Drop

Downtown Sarasota New Year’s Eve Pineapple Drop (Dec. 31)

Ring in the New Year with Downtown Sarasota’s Pineapple Drop! Join the vibrant block party at Lemon Ave and Main Street, where family-friendly fun meets thrilling amusement rides at 5 Points Park. Groove to live music, indulge in a plethora of food and drinks, and don’t miss the iconic Pineapple Drop at midnight, followed by a dazzling fireworks display over the bayfront.

New Year’s Eve Beach Bash at Sharky’s on the Pier (Dec. 31)

Welcome 2024 at Sharky’s Beach Bash! Dance into the New Year on the shores of the Gulf. Enjoy live music from Scarlet Drive, feasting on delicious food and drinks. Don’t miss the midnight fireworks spectacular by the Venice Fishing Pier. Sharky’s on the Pier is the perfect start to 2024!

Celebrate Sarasota’s Festive Season Near Gracewater at Sarasota

These events, just moments from Gracewater at Sarasota, offer the perfect blend of Sarasota’s vibrant culture and festive holiday magic. Whether it’s shopping, music, theater, or community gatherings, Sarasota’s holiday season is an enchanting experience that residents of our resort-inspired lifestyle community cherish every year. Join us at Gracewater at Sarasota and make these festive traditions part of your holiday celebrations!

Embrace the Gracewater at Sarasota Lifestyle

For more information on living in the heart of these festivities at Gracewater at Sarasota, a modern resort-inspired lifestyle community, visit our website or contact us today. Experience the luxury, comfort, and vibrant culture of Sarasota living at Gracewater. Make your next move a step into a life of endless enjoyment and luxury.

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