FALL in Love with Anna Maria Island


Fall in Love with Anna Maria Island. It is not hard to do when you vacation during the months of Fall on Anna Maria Island.

Have you ever wondered what it would be like to vacation on Anna Maria Island during the fall months of September, October, and November? Here is a little secret: This is our favorite time of year on the island! Even though it may not feel like colder weather and there are no landscapes of color-changing leaves to look at…the spirit of Fall takes over Anna Maria.

Less Crowds

Generally, by this time of year, the crowds have dwindled. You can get a feel for what it is like to live like a local on Anna Maria Island during the Fall months. By now, most of the kids have all returned to school, and the beaches are quiet. So, head out to the beach for a secluded and relaxing day. Grab a book and read. Or, close your eyes and soak up plenty of warm rays from the sun.  There is nothing like getting a tan in the Fall on Anna Maria Island. During the Fall on Anna Maria Island, the lack of crowds is evident everywhere. After relaxing at the beach, explore the uncrowded restaurants, shops, and bars. Just jump on the free Anna Maria Island trolley and explore the island from end to end. Maybe find a new favorite spot to grab a bite to eat. During the Fall on Anna Maria Island, you will find much shorter wait times for a table at most of our popular dining options!

Visit the Sandbar Restaurant for Gulf Side dining at it’s finest

Festivals Galore

As October and November roll in, so do all the area festivals! In my opinion, the Fall on Anna Maria Island – October to December – are the best months of the year to explore all the great happenings in and around Anna Maria Island. Maybe you keep it super local and head down to the Coquina Beach Market at the island’s South end to search for treasures from local artists and vendors, all while taking in the beautiful gulf views.

Also, look for Halloween-style island events. From costume contests to the Anna Maria Elementary Fall Festival, there is fun to be had for all ages! Take advantage of the Trail of Treats if you find yourself here with your little ones on Halloween. This is where area businesses hand out goodies to all the dressed-up kiddos!  If you get adventurous and head off the island, you will find some exciting events! Maybe head East and go to a good old-fashioned pumpkin festival. There are plenty to choose from! Or, take a ride on the Pumpkin Patch Express at the Florida Railroad Museum, where you can journey on an open-air train through the picturesque countryside of Manatee County. The train ride ends at a remote pumpkin patch. There, everyone selects a pumpkin and gets to bring back the perfect gourd for an island-style pumpkin carving party. With so many things going on, how will you choose? Check out our area events calendar when planning your next Anna Maria Island getaway

Halloween on Anna Maria is a Scary Fun Time!

Beautiful Weather

While the island is beautiful and sunny almost all year, the Fall months on Anna Maria Island are very refreshing. They can bring a nice break from the high humidity and hot, sticky days that rule the Summer. While the days are warm and pleasant, with temperatures hovering in the 80’s, the evenings can often bring a nice breeze and cool down into the low to mid 70’s. This makes those evening strolls on the beach even more enjoyable. You may still even be able to catch a glimpse of the spectacular sea turtle nests. Some of the eggs will still be waiting to hatch. Sea turtle season runs until the end of October every year. Each nest is marked and secured with “caution tape.” Witnessing the hatching of a nest and watching all those tiny sea turtles take off toward the water is one of the most fascinating and memorable sights you will ever see!

Watch the Baby Turtles hatch on Anna Maria Island

Get Out On The Water

The Fall on Anna Maria Island is also an excellent time of year to fish. Being a barrier island, you can enjoy offshore and inshore fishing the best. This time of year, trout, flounder, redfish, cobia, snapper, and permit take center stage for near-shore fishing. Perhaps one of our spectacular Waterfront Homes would give you the best opportunity to do a little fishing right in your backyard! Or, allow you to bring your boat and secure it behind your vacation home. You can always book a local fishing charter to show you all the best spots to drop a line. Or, just head out to one of the island’s piers. Whichever you choose, we can help point you in the right direction. If fishing is not your forte, then perhaps a leisurely cruise around the coastline of our little island is more your speed. We have some excellent suggestions for dolphin cruises, sunset cruises, and snorkeling excursions on our website. With clear, sparkling aqua

Boating, Fishing, and Diving are great in the Fall.

What Are You Waiting For?

So, whether you want to get away for a romantic week for two or you are traveling with a group, we have a unique and luxurious vacation home waiting just for you. Visit our AMI Locals Rental Page to pick your next vacation home from our list of exceptional properties. Or, contact one of our property managers to make your vacation dreams a reality this Fall on Anna Maria Island. Let us show you how to vacation like a local!

2 Fun Festivals to Enjoy this Fall with the Family on Anna Maria Island

Collection of autumn pumpkins on a blue background

Fall is an excellent time of the year to visit Anna Maria Island for many different reasons. You and your family can do plenty of fun things, and we are here to tell you about them. Staying with us in one of our AMI Locals vacation rentals will keep you and your family to the fun. Let’s look below at two fun to enjoy with the family on Anna Maria Island this fall.

21st Annual BayFest

Classic cars in a row parked on asphalt parking lot

We are so excited that Bayfest is returning to Anna Maria Island this year for the 21st year. Happening on Pine Avenue on Saturday, October 15th, 2022, from 10:00 am to 9:00 pm is where your family can join in the fun. There will be live music during the day, arts & crafts, a car show, fantastic food and more. Admission to this fun event hosted by the Anna Maria Island Chamber of Commerce is free. There will also be plenty of vendors that you can purchase things from to bring home with you. Think of the fun that the whole family can enjoy while you enjoy this fun event together!

31st Annual Pumpkin Festival

boy picks pumpkin at the farmers market. The person in motion, defocused.

Another fun thing that your family can take advantage of this fall is the 31st Annual Pumpkin Festival. This festival will be at Hunsader Farms in Bradenton, Florida, for several weekends in October. While this festival is not free to attend, the cost is $15 per person, and parking is $5. They are only accepting cash right now, but some of the vendors at the festival may accept cards. The dates you can attend are October 15-16th, 22-23rd & 29-30th from 9 am to 5 pm. Some things you can do at the farm are pony rides, corn maze, hayrides, arm painting, pumpkins, and more. How cool would it be to bring a pumpkin back to your vacation rental for the remainder of your stay?

While there are other fun things that you can enjoy this fall, including our white sandy beaches and vacation rentals with pools, we wanted to share these. If you still are looking for a quick getaway to beautiful Anna Maria Island this fall with the family, give us a call today. We hope to see you soon so you can enjoy these fall festivals too!