Halloween is just around the corner, and our real estate agents in Sarasota County are as excited as ever for one of our favorite seasons. If you're looking for ways to get into the spooky spirit this October, be sure to mark your calendar for these upcoming Halloween events and festivals in Sarasota and Bradenton.

Bradenton and Sarasota Halloween Events

Boo! At The Bay - Sarasota, FL

Address: 1055 Boulevard of the Arts, Sarasota, FL 34236

Sarasota's family Halloween celebration, known as Boo! At The Bay, returns on October 18, 2025, promising a wide variety of spooky and not-so-scary activities. From 6 pm to 8:45 pm, the event will include:

• Trick-or-treating
• Free pumpkin picking
• Food trucks
• Yard games
• "Haunted" decorated trail
• Showing of A Minecraft Movie

Costumes are encouraged, but not required, and free pumpkins are available while supplies last to the first 1,800 kids in attendance. Boo! At The Bay is held at The Bay Park along the Sarasota Bay waterfront, just minutes from many Sarasota homes for sale.

BooFest on Main Street - Bradenton, FL

Address: 8102 Lakewood Main St, Bradenton, FL 34202

Taking place on Friday, October 24, from 6 to 9 pm, this year's BooFest on Main Street promises to be one of the best Halloween festivals of the season in Bradenton. The event is held annually at Lakewood Ranch, convenient to many beautiful Bradenton homes for sale, and it includes entertainment that kids and grown-ups alike will enjoy. Highlights include a Kids' Zone with activities like face painting and balloon animals, plus live music and plenty of food and drinks. Don't forget to stop by our office during this event to add to your candy collection! 

Discover Sarasota Tours: The BooMobile - Sarasota, FL

Address: 1826 4th St, Sarasota, FL 34236

Available on Multiple Dates from October 11 to 30, Discover Sarasota Tours offers unique, spooky tours of the Sarasota area aboard the BooMobile! It's a mobile Halloween party aboard a trolley car that takes guests on a whimsical pumpkin hunt and includes a look at many of Sarasota's most noteworthy landmarks. Dress up in a Halloween costume for a chance at winning the 'best costume' prize!

34th Annual Pumpkin Festival - Bradenton, FL

Address: 5500 Co Rd 675, Bradenton, FL 34211

Every year, Bradenton's Hunsader Farms celebrates Halloween with its annual Pumpkin Festival, now in its 34th year. It's one of the biggest fall celebrations of the year in our neck of the woods, offering a dizzying array of activities and attractions spread over multiple weekends throughout October. Some of the most exciting features include:

• Kids' pumpkin games
• Live music and entertainment
• Arts and craft vendors
• Pony rides and hay wagon rides
• Corn maze
• Fall foods, including roasted sweet corn and homemade ice cream
• Train rides

The Pumpkin Festival at Hunsader Farms takes place on October 11-12, 18-19, and 25-26. Many attractions are included with the price of admission, and kids under the age of 5 can get in for free!

Sarasota Fall Carnival - Sarasota, FL

Address: 140 University Town Center Dr, Sarasota, FL 34243

Extending through Halloween weekend, the 2025 Sarasota Fall Carnival takes place on October 31 through November 2 at the Mall at University Town Center. Now in its 4th year, the carnival will include a wide range of family-friendly rides, games, and attractions. Food trucks will be on-site offering fairground favorites like funnel cakes and fried Oreos, and unlimited ride wristbands are just $37.

Autumn is a great time to explore things to see and do on the Florida Gulf Coast. Contact us today to learn more about life in Sarasota, Bradenton, and the surrounding areas.