Siesta Key Holiday Season

by User One

The most wonderful time of the year is getting closer in Siesta Key! Escape the cold up north and put on your flip flops to enjoy Florida's warm and comfortable weather. Celebrate the holiday season in our charming beach town, with annual events to attend, shopping along Main Street, and relaxing away from the hustle and bustle.


International Sand Sculpting Festival

Nov 10-13, 2023

Truly one of a kind experience on Siesta Key! Visit our Events page for more information.





Various Light Festivals and Showcases Along Siesta Key

November through January

Siesta Key sure knows how to decorate for the holiday season! Check out these spectacular events and exhibits during the Christmas season. From strolling the gardens at Marie Selby Botanical Gardens, to shopping at the University Town Center, or even take a trolley tour to see dazzing lights throughout the area. Get more information here!


Pineapple Drop New Year's Eve Party

December 31st through January 1st

Celebrate the New Year, Siesta Key style! Starting at 1:00pm, enjoy music, rides, food & drinks before the Pineapple drops. Kick off the new year with a dazzling fireworks display at night! Get more information here.