Fall Fun on Anna Maria Island

The 19th annual BayFest on Anna Maria Island

It’s always a great time to visit Anna Maria Island. We have wonderful temperatures, beautiful beaches, and gorgeous sunsets. With 7 miles of white sand beaches, there’s plenty to do all year round. But when fall rolls around, festivals, farmers’ markets, and art walk come back to town for some fall fun on Anna Maria Island.

If you’re here in October, you’ll be here to take part in one of the island’s biggest events of the year. It’s the 19th annual BayFest, the event is free, and attracts both locals and visitors alike. Pine Avenue transforms into an amazing showcase of food, art, and music! BayFest takes place on Saturday, October 19th from 10 am – 9 pm.

Pine Avenue will be filled with food vendors of all types including hard drinks and ice cream, there will be music from various local artists on the main stage each day playing everything from soul, to country, to pop music.

This is a fun family event too. There is a whole area just for the kids complete with inflatables, a bounce house, and a pirate ship. One of the biggest attractions is an antique car show. The car show features over 100 classic, antique, custom muscle cars, and street rods. There will be block after block of shopping and vendors to shop and enjoy. There is plenty for everyone to enjoy!

Don’t worry about parking, Anna Maria Trolley is free, and runs the length of the island. There is also parking at the Crosspointe Fellowship Church, and the church is also running a free and dedicated trolley service to Pine Avenue. There is some limited neighborhood parking, but be sure to read signs as to where you can and can’t park.

Please be advised that there are no coolers or alcoholic beverages allowed. For more information, see their website here.

Our Resorts

Silver Resorts offers two locations on Anna Maria Island. Bridgewalk, a Landmark Resort, and Silver Surf Gulf Beach Resort.

Bridgewalk Resort

Bridgewalk is located on the quaint, centrally located, Historic Bridge Street and it offers spacious accommodations, most with Jacuzzi tubs and large screened verandas.


Silver Surf Resort

Silver Surf is an affordable Anna Maria Island resort with a private beach and a friendly, social atmosphere.