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  • Writer's pictureNancy McAleer

Discover ~ Bayfest on Anna Maria Island, Florida

Discover Bayfest on Anna Maria Island - Festval

As the summer tourist season wanes it's time to look forward to the upcoming festivals on the island. Including one of Anna Maria Island's largest events... Bayfest on Pine Avenue, Anna Maria!


Saturday, October 21, 2017

Pine Avenue, Anna Maria

(north end of the island)

10:00 am - 9:00 pm

Family and friends come together to enjoy a fun filled day on Pine Avenue in the City of Anna Maria, located on the north end of the island within walking distance from our vacation rentals. We're celebrating the 17th year running of Bayfest, known for drawing crowds from near and far for the music, car show, kids zone and of course the food and drinks too. Enjoy music from the main stage area or local bands dotted along Pine Avenue. Peruse and purchase one-of-a-kind arts and crafts on every block. The kids will be happy with the fun kids zone replete with bouncy houses and the Privateer's Huge Pirate Ship.


This event is free to the public but is wise to bring your wallet and enjoy the food and drink offerings along the street, as well as the craft booths set up and of course the fab and totally original local boutiques featured on Pine Avenue.

Insider Tip Icon

Insider Tip! There is limited parking available due to Pine Avenue being closed off so keep the car at home and take the free Island Trolley. Crosspointe Fellowship Church at 8605 Gulf Drive, Holmes Beach has a large parking lot. Park there and ride the free trolley that will be shuttling people directly from the church to the City Pier at the end of Pine Avenue. Need the schedule? Here it is.. FREE TROLLEY SCHEDULE



Pine Avenue

10:00 - 3:00 pm


Bayfest Classic Car Show Anna Maria Island

If you're a classic car nut or simply want to reminisce over gorgeous cars including antique, custom muscle cars, street rods and more then don't miss the Classic Car Show during Bayfest.

There should be over 100 cars to enjoy this year!


Music Line Up

Mike Sales – Emcee – 10AM – 9PM Renegade 10:30AM – 12:30PM

SoulRcoaster 1PM – 3PM Yesterdayze 3:30PM – 5PM

Dr. Dave Band 5:30PM – 7PM Karen & Jimmy Band 7:30PM – 9PM​

Guitar - Bayfest - Anna Maria Island


If the music and car show don't get you the food definitely will entice you to join in the fun. Hurricane Hanks has recovered from the Hurricane Party, see photo below... you just gotta love islanders! Hanks is offering mouth watering poutine and seafood favorite clam chowder.

Poppo’s Taqueria is one of our favorite Cuban-Mexican style restaurants on the island so don't miss their epic tacos.

Rocky Top Concessions will have festival bites like hot dogs, corn dogs, Italian sausage & peppers, nachos, french fries. Sure to please everyone in your group.

Subz n Grubz has grub balls on the menu. I've never tried them but these little balls of potato heaven call to my Irish heritage. Their fried shrimp basket, lobster mac & cheese, crab cake bites look yummy too.

The Feast is serving up crowd pleasers like coconut shrimp and conch fritters... I better go on a diet so I can indulge!

Village Idiot Pizzeria is aptly serving their delicious pizza and T & L BBQ are offering their BBQ fare.

Don't miss out on The Waterfront Restaurant grouper tacos and pork carnitas. Their fish tacos made it into the Anna Maria Island Beach Life TOP 5 Fish Tacos Smackdown. We've got the recipe here!

The Schnitzel Trailer will be trucking on in with their special German brats, curry wurst, Vienna style pork schnitzel, homemade goulash soup. Prost!

The Paella Kitchen showcases Greek cuisine, The Rolling Smoke – gourmet grilled cheese sandwiches, The Privateers will be offering hamburgers & corn on the cob

And to top it all off don't forget to hit up Tyler’s Ice Cream or our top choice Two Scoops Ice Cream on the corner of Pine Ave and South Bay Blvd.

The Waterfront Restaurant - Anna Maria Island, Florida


There will be an abundance of refreshments to try out too, don't forget it's HOT on Anna Maria Island In October. Don't believe us? Have a look at our Insider Weather Guide here. Enjoy shaved ice, fresh coconut water, coconut smoothies, virgin piña coladas, fresh squeezed lemonade, and more! Ever had a Joey’s Italian ice beer? We got em and wine, rum runners, and margaritas too.




At Anna Maria Island Home Rental, we have luxurious waterfront accommodations. Enjoy a last minute getaway with one of our Fall Mini Vacation Deals. Contact us for information and a detailed quote!

Anna Maria Island Vacation Rental Fall Sale

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