4 Christmas and New Year’s Events in Siesta Key

As the end of the year draws near, people start to make their holiday travel plans and decide where they want to go. The fact is that there is no better place than Siesta Key! Holidays in Siesta Key are unlike any other. From the events to the weather, everything is perfect. Check out just a few of the reasons to stay at one of our conveniently located Siesta Key vacation homes this holiday season.

people swimming along the ocean

Showfolks Holiday Circus Festival

This holiday season in Siesta Key, be prepared to witness a show like no other! The Showfolks Holiday Circus Festival is sure to titillate the senses and send you on an amazing experience. For two days, enjoy a wide range of circus performances from both local and international acts. Even after the show is over, there is still plenty to do!

hot dog up close

Walk the grounds after the show and enjoy a plethora of exhibits, a wide range of tasty food, and tons of family-friendly activities. Even better, take the little ones to meet Santa Clause after the show! There is truly something for everyone and you do not want to miss out.

Holiday Runs

The 9th Annual Jingle Run is set to go virtual this year! The now virtual 5K run/walk is set to support the Lakewood Ranch Medical Center Auxiliary Nursing Scholarship Program. Sign up today to receive a custom 2020 finisher medal and bib number. All participants who log in and submit their finishing times will be eligible for raffle prizes! Remember that because it is virtual, it can be done from anywhere.

If you’re looking for an in-person run, look no further than the Sarasota Christmas Glow Run 5K! This professionally chip-timed event is sure to be an experience like no other. This Christmas themed, the nighttime course is accented with complimentary glow products for all participants to make the atmosphere even more magical. To top it off, there is a 100% chance of snowfall when you cross the finish line.

Holiday Lights

The Holiday Tour of Light has truly become a must do when visiting the Siesta Key area during the holidays! This annual tour utilizes four trolleys, sanitized in-between use, to take you around to see all the amazing light displays! Simply bring your favorite drink, sit back, and listen to some festive music while enjoying the light displays that the citizens of Sarasota have created.

If you’re looking for something with a bit more of a beach vibe, be sure to head on down to the water for the Venice Christmas Boat Parade. Yes, it is exactly what it sounds like! Boats of all shapes and sizes, decked out with some of the best Christmas lighting, will sail through the bay as they dazzle onlookers. Don’t forget that, just like any traditional parade, Santa Clause will be at the end to wave to all the good boys and girls in the crowd.

lights in votives

If you’re hoping to view the Christmas lights, but want to have a bit more social distancing involved, there are plenty of opportunities for that as well! Hop in your vehicle and head on down to either the Cedar Hollow or Colonial Gables neighborhoods. Both of these neighborhoods have become well known for their elaborate lighting displays and will certainly not disappoint. There is also downtown Venice to drive through. The city is transformed during the holiday season to look as if it has been taking right out of the page of a book.

On Mission Valley Boulevard, you’ll find Enander’s Winter Wonderland. This family-run holiday light display has become one of the biggest and best in the area. The display features over 400,000 lights and features classic holiday characters such as Santa and his elves. It’s completely free to wander the property and take in the holiday spirit.

Plan Your Next Visit

Remember that even during the holidays, it’s always summer in Siesta Key! If you’re not partaking in the wonderful holiday events, head down to the beach. Once you’re done, be sure to head back to one of our nearby Siesta Key condos! Us here at Peppertree Bay are here to help you with all of your arrangements this holiday season. Give us a call today or visit us online to book your holiday plans!

Contact Us

Peppertree Bay Association
6056 Midnight Pass Road
Sarasota, Florida USA 34242

T 941.349.7777
F 941.346.0371


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