The Fall season is one of the best times to visit Anna Maria Island. There is so many benefits to carving out some much needed vacation time here, the accommodation rates are at their lowest, the tourist traffic is down, the temperatures are still hot (86° average in October) and the festivals!!!! There are a ton of them, so let me list our favorites in this Ultimate Fall Festival List. If you are interested in the Fall Flea Markets scroll straight down to the bottom for a fu

Everything You Need to Know about the Trail of Treats! Anna Maria Island is such a special community. The area of Anna Maria Island and Bradenton welcomes over 2.9 million visitors each year. Within that time each visitor, whether they come from near or far, feels like they are stepping back in time to a small town community. It's no easy feat. The Anna Maria Island Chamber of Commerce spearheads this spooky time of year by hosting the annual Trail of Treats! Here's what you

Everything You Need to Know about Bayfest! Bayfest is celebrating it's 16th year so its gotta be good right? It's the largest and longest running festival on the island. We've nailed the entire event into bite size pieces for you filled with Insider's Tips as always. What you need to know, how to get there and what to expect. Bayfest 2016 October 15, 2016 Saturday 10:00 am to 10:00 pm Pine Ave, Anna Maria What the heck is Bayfest? Bayfest is a music and food festival that enc

Photo Credit: Food and Wine on Pine The Food and Wine on Pine is our absolute favourite Anna Maria Island Festival! What could be better than strolling down "The Greenest Main Street in America" on one of the "Top Islands in the USA" with a glass of wine in hand, the sun shining and a chance to sample some of the best food the island restaurants have to offer? This year, Food and Wine on Pine will be held on May 2nd 2015. The entire street will be closed off and lined with a