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Top Winter Events in Siesta Key

HomeTop 5s in Siesta KeyTop Winter Events in Siesta Key

When winter rolls in and you’re dreading the cold and snow, having a vacation destination in mind that pairs wonderful weather with sensational scenery and options for fun can make all the difference. That’s where Siesta Key come into the picture. This inviting locale is loved by travelers from near and far with good reason. Whether you’re one for the sand, sun, time on the water or in-town entertainment, there’s something waiting for you here. The following are a few of the top winter Siesta Keys events hosted in the area that those who make their way here in the winter are going to want to be sure to enjoy!

Siesta Key Crystal Classic

There’s something to be said for a vacation destination like Siesta Key that provides year-round amazing weather for guests. Especially if you’re the type of traveler that loves to make the most of summer fun even in the middle of November! That’s exactly what you’ll get if you head to Siesta Key between November 12th and November 15th when the Siesta Key Crystal Classic is in full swing. This one-of-a-kind event invites master sand sculptors to come and put their skills to the test on the shoreline. The Siesta Key Crystal Classic is an exciting competition that comes with some incredible results for observers to admire. Throughout the classic, visitors will also enjoy live entertainment, access to more than 50 on-site vendors and a chance to sign up for the amateur sand sculpting contest if you think you have what it takes. This is a family-fun event you won’t want to miss when your winter plans bring you to Siesta Key this year.

Enjoy the Music of Nate Najar

For winter travelers to Siesta Key who have a passion for music, and Jazz in particular, you’ll want to be sure to be sure to check out a performance by Nate Najar on November 19th at noon who will be in town performing for the annual Suncoast Jazz Festival which runs from the 19th through the 21st. Nate Najar brings his distinct style and energy to the stage using a classical acoustic guitar to enthrall audiences from near and far. This is a musical performance that promises to inspire.

Be a Part of Light Up the Village and Holiday Parade With These Events in Siesta Key

Half the fun of a winter getaway anywhere is the opportunity to experience the atmosphere as everyone gets ready for the holiday season. On Saturday November 27th at Beach Bazaar in Sarasota, visitors can enjoy participating in the Light Up the Village and Holiday Parade event while they’re in town. This event starts at noon and runs through 4:00 pm. The holiday parade starts at Avenida del Mare before traveling north toward Ocean Boulevard in the Village. Decorations, flavorful options, and a festival atmosphere are yours for the enjoying as this Pre-December event puts everyone in the spirit for fun to come in December! Beach Bazaar is located at 5211 Ocean Boulevard.

Experience Countryfest Florida

When you’re looking for a high-energy event filled with options for fun during your winter getaway this year, make sure to head this way between November 12th and November 14th when Countryfest Florida is here! Hosted at J.D. Hamel Park at 199 Bayfront Drive in Sarasota, this event is one not to be missed. Participants at these Siesta Keys events will enjoy the vibrant downtown scene complete with live musical performances, arts and crafts booths, as well as delicious food options and a long lineup of special attractions too!

Siesta Key Farmer’s Market

Shopping local is easy to do during the winter months on Siesta Key. Simply head over to the Siesta Key Farmers Market at 5104 Ocean Boulevard between 8:00 am and noon every Sunday when you’re in the mood to browse. This year-round farmer’s market is a must and a great place to check out local produce, handcrafted goods, art, apparel and more! Locals and visitors alike make the most of this weekly event and it’s likely that you’ll find yourself lingering longer than you planned!

Zumba on the Key

When you’re looking to add some endurance, strength, and balance to your winter events in Siesta Key, head over to 948 Beach Road on November 3rd at 10:30 am to take part in Zumba on the Key. This 45-minute dance party workout promises to have you working up a sweat right on the shoreline! This is a Siesta Key must for those that are looking to prioritize health and fun even while traveling far from home this winter.

Book Your Siesta Key Stay Today

There’s no reason to wait when you’re ready to experience the very best of Siesta Key for yourself and there’s never been a better time to head this way! When you can’t wait to turn those travel dreams into plans, the team at Rent Siesta Key has you covered. Let us handle your accommodation details while you’re here so you can simply sit back, relax, and focus on the fun. Reach out today to learn more about our many property options in the area. We can’t wait to see you in Siesta Key soon!