Closeup of Christmas tree with lights behind it

Embrace the Holiday Spirit During These Festive Annual Anna Maria Island Events

December 8, 2022
There are plenty of fun things to do on Anna Maria Island. It is located on the gulf coast of Florida and is the perfect spot to visit during the holidays. Because of where it is located, Anna Maria is... Read more

anna maria island family

Don’t Miss Out on These Top Spring Events in Anna Maria Island

February 17, 2020
Booking one of the lovely AMI vacation rentals this spring? Then you should consider going to these three events! They are some of the most exciting things that happen on AMI during the spring, drawing in both visitors and locals... Read more

orange sunset

5 Fun Fall & Holiday Events in Anna Maria

October 11, 2019
While you are busy browsing Anna Maria Island vacation rentals, consider booking your visit during the fall or winter. You might think this is the ‘off-season’ for AMI, but there are plenty of events on Anna Maria Island. Just check... Read more

aerial view of anna maria island

November Events in Anna Maria Island

September 30, 2019
While you’re busy searching for Anna Maria Island vacation rentals for families in Anna Maria Island, be sure to look up some of the November events happening on the island. You might think that November wouldn’t be a very busy... Read more

classic cars lined up

Best Street Festival in Southwest Florida: Bayfest in Anna Maria Island

September 15, 2019
Every October, hundreds of people flock to Bayfest for delicious food, live music, kids’ activities, and live music. This event takes place along Pine Avenue and is an all-day, one-day festival. When you are looking for Anna Maria Island vacation... Read more

farmers market in anna maria uisland

You’ll Want to Shop at These 3 Farmers Markets While Staying on Anna Maria Island

January 30, 2019
Farmer’s markets aren’t a new thing, but the 100-mile food boom over the last half-decade has seen them cropping up left, right, and center. Anna Maria Island has three major farmers’ markets, each with something different to offer. From fresh... Read more

wooden tree in anna maria island sand

Holiday Events Coming Soon in Anna Maria

November 15, 2018
It is the holiday season once again on Anna Maria Island. The holiday events in Anna Maria are only getting bigger and the excitement is growing each year. Below is a quick overview of some of the top upcoming fall... Read more

kids trick or treating in anna maria island

Historical Look at Trick-or-Treating on Anna Maria Island

September 15, 2018
Trick-or-treating is a staple of American culture that can be spooky, scary, and just plain fun!  Not many kids are keen on missing out and even some adults want to be sure to get in on the fun around October... Read more

american flag flipflops on anna maria island

How to Appreciate the 4th of July in a Deeper Way

July 1, 2018
When you visit Anna Maria Island on the 4th of July, or even during the 4th of July weekend, you’re sure to be reminded of what Independence Day in the USA is all about. There’s no better way to remember... Read more


Short-Term Living Options for Athletes on Anna Maria Island

June 5, 2018
The east coast of the United States has a pretty long history of baseball, and southwest Florida is no exception. In fact, many major league teams practice near Anna Maria Island during the spring training season. The Pittsburgh Pirates have... Read more


  • 6000 Marina Drive
    Holmes Beach, FL 34217 USA