The autumn season brings a crisp breeze, falling leaves, and the anticipation of Halloween. With this welcome break from Florida heat and still-warm ocean waters, October is a perfect time to visit Anna Maria Island and Longboat Key. While this picturesque coastal region is known for its serene beaches and lush landscapes, it also offers an array of exciting Halloween events and activities for locals and visitors alike. Here’s what’s happening this Halloween 2023 in Anna Maria Island and Longboat Key.

1. Anna Maria Island Chamber of Commerce Trick or Treat

The Anna Maria Island Chamber of Commerce hosts an annual Trail of Treats event that transforms Pine Avenue into a Halloween wonderland. Local businesses decorate their storefronts and give out sweet treats to costumed children and adults alike. It’s a fun and family-friendly way to celebrate Halloween in a charming setting.

2. Bradenton Ghost Tours

For those who enjoy a bit of spookiness, the Bradenton Ghost Tours are a must-do activity. These guided tours explore the haunted history of downtown Bradenton. Your guide will regale you with tales of local legends and historical hauntings, creating a unique and chilling experience for Halloween enthusiasts. Follow and contact Bradenton Ghost Tours here.

3. Pumpkin Patch and Fall Festival at Hunsader Farms

Hunsader Farms, located in nearby Bradenton, hosts a delightful Pumpkin Patch and Fall Festival throughout October. This event is perfect for families and includes pumpkin picking, hayrides, a petting zoo, and a corn maze. Don’t forget to try the delicious fall-inspired treats, such as apple cider and freshly baked pies.

4. Trunk or Treat Events

Many local churches and organizations host Trunk or Treat events, which are a safe and fun alternative to traditional door-to-door trick-or-treating. Kids can go from car to car, collecting candy and enjoying themed decorations. Be sure to check local event listings for specific times and locations.

5. Anna Maria Island Private Halloween Parties

Many local restaurants and bars host private Halloween parties throughout October. These events often include live music, costume contests, and drink specials. It’s a great way to celebrate with friends and fellow visitors while enjoying the island’s nightlife. Need insider information? Ask Broker Amy Jones! She’s got you covered when it comes to having a good time in the Coastal Keys.

6. Halloween at St. Armands Circle

Take a short trip to St. Armands Circle, just a stone’s throw from Longboat Key, for an unforgettable Halloween experience. The Circle comes alive with spooky decorations, live music, and a vibrant Halloween atmosphere. Explore the boutique shops, dine at exquisite restaurants, and enjoy the spirited vibe of the area.

7. Take a Trip Sarasota

Something is always happening in the Coastal Keys. Check out these sites for more ideas to make the most of this Halloween and Fall Season.

Anna Maria Island and Bradenton offer a wide range of October Halloween events in 2023. Whether you’re into family-friendly activities, haunted adventures, or beachfront costume contests, there’s something for everyone to enjoy. So, if you’re looking for a unique and memorable way to celebrate Halloween this year, plan your visit to this beautiful coastal region, and get ready for some spooktacular fun! Don’t forget to check event details and times to ensure you don’t miss out on any of the fantastic Halloween events this year.

This content is not the product of the National Association of REALTORS®, and may not reflect NAR's viewpoint or position on these topics and NAR does not verify the accuracy of the content.