Fall Events on Anna Maria Island: Festivals, Markets & Family Fun
Fall is one of the best times to visit Anna Maria Island. The weather cools, the crowds thin, and the island comes alive with festivals, markets, and Halloween fun. From the beloved Bayfest on Pine Avenue to the family-favorite Trail of Treats, autumn is packed with activities for visitors and locals alike.
Anna Maria Island Bayfest 2025
The largest annual festival on the island, Bayfest Anna Maria Island 2025 is a must-attend October tradition.
Where: Pine Avenue, Anna Maria
What to Expect: Live music, food trucks, artisan crafts, kids’ activities, and a popular antique car show.
Why Go: This free street festival captures the heart of the island, blending small-town charm with big community energy.
Tip: Take the free Anna Maria Island Trolley to avoid parking hassles and enjoy the day stress-free.
Halloween on Anna Maria Island
October wouldn’t be complete without spooky fun. The island offers plenty of family-friendly Halloween events along with nightlife options for adults.
Trail of Treats: Starting at the Anna Maria Island Chamber of Commerce in Holmes Beach, kids can trick-or-treat at participating businesses and enter a costume contest. This event begins at 4 p.m. on October 31st.
Bridge Street Trick-or-Treating: Bradenton Beach transforms into a festive hub with candy stops and decorated storefronts.
Holmes Beach Neighborhoods: For a more traditional experience, residents decorate their homes and welcome trick-or-treaters.
Searching for where kids trick-or-treat on Anna Maria Island? These events are the go-to options.
Hunsader Farms Pumpkin Festival
Just a short drive from Anna Maria Island in Bradenton, the Hunsader Farms Pumpkin Festival is one of the most popular fall events near the island.
When: Weekends in October
Activities: Pumpkin picking, hayrides, corn maze, petting zoo, craft vendors, and live entertainment.
Why Visit: It’s the perfect add-on to your AMI vacation if you want a classic fall festival experience.
If you’re searching for a pumpkin patch near Anna Maria Island, this is your spot.
Other Fall Activities & Markets
Palma Sola Botanical Park Fall Plants & More Sale: A unique event offering native plants, pottery, jewelry, and food.
Coquina Beach Market: Held on Wednesdays and Sundays in October, this open-air market features handmade goods, local treats, and island apparel.
Outdoor Adventures: Fall’s cooler weather is perfect for kayaking, biking, or joining a fishing charter on Anna Maria Island.
Why Visit Anna Maria Island in Fall?
Great Weather: Mild temperatures and lower humidity make exploring beaches and nature parks ideal.
Less Crowded: Fall is part of the island’s “shoulder season,” giving you more space to enjoy AMI’s charm.
Festive Spirit: From Bayfest to Halloween, October offers a lineup of family-friendly and community events you won’t want to miss.
FAQs About Fall on Anna Maria Island
Is October a good month to go to Anna Maria Island?
Yes! October brings cooler weather, fun festivals like Bayfest, and fewer crowds compared to winter and spring.
What is the biggest fall event on Anna Maria Island?
Bayfest is the island’s largest annual festival, drawing visitors from across the region.
Where can kids trick-or-treat on Anna Maria Island?
Families flock to the Trail of Treats in Holmes Beach, Bridge Street Trick-or-Treating in Bradenton Beach, and decorated Holmes Beach neighborhoods.
Are there pumpkin patches near Anna Maria Island?
Not on the island itself, but Hunsader Farms Pumpkin Festival in Bradenton offers everything from pumpkin picking to hayrides.
What markets are open in October on Anna Maria Island?
The Coquina Beach Market runs on Wednesdays and Sundays with crafts, food, and gifts.
