Halloween Events in Sarasota and Siesta Key

Siesta Key is a welcoming little escape from the urban sprawl of other areas, and it may be just the place you want to be this fall. A number of Halloween events and activities are scattered throughout the area, many of them family friendly affairs.

Some of these events are happening right in downtown Sarasota, so you might have to take a quick taxi ride or drive to the surrounding city sprawl to enjoy these lovely examples of the Florida fall at its peak.

fall events on siesta key

Some of the below events are also entirely free, making for that nice budget-friendly evening you deserve while staying at any of our highly-acclaimed key Siesta Key vacation rentals.

Downtown Sarasota Craft Festival 2017

Arts and crafts, entertainment and some nice local culture, the Downtown Sarasota Craft Festival 2017 has a thorough sprinkling of it all. What does the craft festival not include? You will not find any boring art.

You absolutely will find fascinating paintings, local clothing, artists from all walks of the world, handmade soaps, organic food, gourmet spices and herbs, lovely local flowers, and the ever-famous kettle corn right from Sarasota. It’s a pure delight at every corner.

Join the creativity Sat, October 28, 2017, 10:00 AM – 5:00 PM at 1 Central Avenue, Sarasota, FL 34236.

St. Armand’s Boat Show

Located on the famous Lido Key, this yearly event attracts visitors with the promise of ultra-luxury boats on display along with the convenience of great food and shopping located close to the marina. The St. Armand’s Boat Show is great for kids of all ages, and is just minutes from Siesta Key. This event provides a fun day trip and is an ideal way to enjoy the cool October weather.

Selby’s Spooktacular

Selby’s Spooktacular may not necessarily be the scariest venture in Sarasota this year. It is a family friendly visit, filled predominantly with tons of candy and trick-or-treating opportunities along the iconic Marie Selby Botanical Gardens. What better place to find treats than in a Florida flower garden?

Stop by Oct 29th at 10am for a little pre-Halloween trick-or-treating at 900 S Palm Avenue, Sarasota, FL 34236.

Sarasota Pumpkin Festival

Your family will have plenty to keep them busy at the Sarasota Pumpkin Festival located downtown just minutes from Siesta Key. Enjoy live music, carnival rides and games, and so much more. Pick your pumpkins and take home a very special beach souvenier with you this year.

Halloween & DIY Night Market

2018 marks the 1st annual Handcrafter’s Halloween and DIY Night Market is a unique event in Sarasota that promises local vendors, food, music, crafts, and Halloween inspired events.

Date: Oct. 20
Time: 5 – 10 p.m.
Location: 5636 Swift Rd., Sarasota, FL

lido key vacation rentals

Where To Stay

Siesta Key in the fall is such a special family friendly vacation spot! We also offer luxury rental properties on Lido Key, so you can be just down the street from some of the events listed above! Find ideal vacation rental homes suited for small or extended families. Don’t forget to pack your kids’ Halloween costumes!


Siesta Key Luxury Rental Properties
5111 Ocean Blvd. Suite B, C & D
Siesta Key, Florida USA 34242
#SiestaKeyLuxury #iHeartSiestaKey
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