Local Halloween Events

Children participating in Trail of Treats pose for a group photo outside our office

Welcome to Halloween on Anna Maria Island! If you’ve never been on or near AMI during the spookiest time of year, you’re in for a treat. There’s a great selection of local family friendly events that everyone is sure to enjoy.


Trail of Treats, Anna Maria Island FL:
Between 4pm and 8pm on October 31st, many island businesses on all three island cities participate in the Trail of Treats. This is an event that gives kids ages 0-12 the opportunity to trick or treat safely, and take part in a fun costume contest. Check in for the Trail of Treats costume contest by 3:30pm, at the Anna Maria Island Chamber of Commerce. This is a super exciting event for the kids and an island favorite every year!
Where: Costume Contest will be held at the AMI Chamber of Commerce (5313 Gulf Drive, Holmes Beach, FL, 34217)
When: October 31st
Time:  Costume Contest check in ends at 3:30pm, Trail of Treats will immediately follow until 8pm


Hunsader Farm Pumpkin Festival, Bradenton FL:
Probably the most popular event with the locals this time of year is the famous Hunsader Pumpkin Festival on Hunsader Farms in Bradenton. The event has taken place every October for over 25 years and continues to draw in large crowds every time. Usually taking place from 9am – 5pm the last three weekends of October, the pumpkin festival includes activities such as: Craft shows, live music, hayrides, a petting zoo, tons of food, and so much more! Admission is $10, parking is $5, and kids 12 and under are free.
This event is definitely worth the drive from the Island to town!
Where: 5500 Co Rd 675, Bradenton, FL 34211
When: Last three weekends of October (Saturday and Sunday)
Time: 9am – 5pm
Tickets: $10 admission (children 12 and under are free), $5 parking fee

Sertoma Pumpkin Patch, Bradenton FL:

If you want to test out your pumpkin carving skills, check out the Sertoma Pumpkin Patch in Bradenton. They have every size of pumpkin and tons of them to pick from. The pumpkin patch proceeds go to local charities and scholarships, and is open Every day of the week!
Where:  Jesse P. Miller School, 4201 Manatee Ave. West, Bradenton, FL, 34209
When: Typically begins first Saturday of October until Halloween day
Time: Monday to Friday 2pm – 9pm,  Saturday to Sunday  10am – 9pm

Join in on the fun on Anna Maria Island This Halloween!!


Tip: If carving pumpkins is too much of a mess and you don’t enjoy pumpkin guts all over your table, a fun alternative is getting some seashells from Raders Reef on AMI (5508 Marina Dr # B, Holmes Beach, FL 34217) to decorate!


2013 Anna Maria Elementary School Fall Festival for Halloween

Kids in costume for Fall Fest

Come out and enjoy a good old fashioned festival of fun at the Anna Maria Elementary school.  Open to everyone, this event features live music, fun and games, raffles, carnival prizes, a bake sale, and an island cookout. And don’t miss the Haunted House- set up for dark display, as well as some lighter tours for the littler folk!  Festivities begin with a childrens’ parade at 10am from the Anna Maria Island Chamber of Commerce, and move to the school for fun until 3pm.

Get into the Halloween Spirit, Island style, with the Fall Festival!

10am Start at:
Anna Maria Island Chamber of Commerce
5313 Gulf Drive
Holmes Beach, FL  34217

11am Festival located at:
Anna Maria Elementary School
4700 Gulf Drive
Holmes Beach, FL  34217

2013 Halloween Trail of Treats on Anna Maria Island

Halloween TreatThe Anna Maria Island Chamber of Commerce will, once again, host the Trail of Treats for children of all ages.

It begins at the Anna Maria Island Chamber of Commerce at 3:30pm on Thursday, October 31st, with the Kiddie Costume contest for ages 0-12, and continue until 7+pm.  There will be a free photobooth and a map of the 50+ participating businesses island-wide, that will have goodies available for trick or treating.

There is even a Crazy, Creepy Crawly Critter Costume Contest hosted by the Islander newspaper at the Feast restaurant at 5pm.  Don’t miss the Halloween fun!

Halloween's Top 5 Beach Costumes

Halloween is a fun time of year where we get to play pretend and live out our imaginations.  If you’re imagination is full of thoughts of the beach, here are our five favorite beach-inspired Halloween costumes:


5.  THE HULA GIRLhula girl


Luaus and hulas might be a Hawaiian tradition, but we have to respect the beautiful tradition and overall appeal of the hula girl.






No humanistic character has a closer relationship to the sea than the mermaid.  We can’t help but be jealous of life spent in the ocean and love to see the little mermaids who stop by the Island Real Estate office to trick or treat.






lifeguard costuem3. LIFEGUARD

These are some of our heroes.  Lifeguards and other first responders who protect our beaches and keep our loved ones safe are near and dear to our hearts, so grab shorts and tank tops and  represent for the lifeguards this Halloween.






Shark-costume-baby-on-the-beach  2. SHARK BABY

Not everyone can pull this one off.  But if you have the chubby cheeks for it, you can’t go wrong with a shark baby disguise.  It’s both ferocious and irresistible at the same time.







TAMI baby costume No. 1 TAMI SEA TURTLE

Tami the sea turtle is our Island Real Estate mascot and our favorite Halloween costume concept.  Just imagine all of the extra candy you can store in that shell!!



Anna Maria Island Halloween School Fall Festival

Anna Maria Island Halloween School Fall Festival

Enjoy bounce houses and old fashioned carnival games and a kid friendly haunted house at the Anna Maria Island Halloween School Fall Festival.


At 10am the costumed children will parade from the Anna Maria Island Chamber of Commerce to Anna Maria Elementary school to open the festivities.

From 11am-3pm there will be games, goodies and lots of fun throughout the school grounds.

Enjoy a bouncy house, a rock wall, a bake sale, an auction and games for all ages!

The Sandbar restaurant will provide delicious food in the school cafeteria, and Tyler’s ice cream is offering a chance to win the “Make Your Own Ice Cream Flavor” contest.

Come enjoy the fun and festivities of the Fall Festival on Anna Maria Island.  For more Halloween information visit our Trail of treats, Hunsader Farm Festival, top 5 costumes and Bradenton Halloween mansion on our information pages.


Trail of Haunted Legends at De Soto Memorial Park

trail of haunted legends
Trail of Haunted Legends

Take a spooky hike along the Trail of Haunted Legends at the De Soto Memorial Park and maybe you will find De Soto’s ship and bounty of gold that sunk all those years ago in Tampa Bay. Join in the fun on this family friendly hike at Desoto Memorial Park on October 27th from 6:30pm to 8:30pm. Costumes encouraged for goblins and ghouls of all ages…

We have more information for visitors of Anna Maria Island searching for things to do during Halloween.  Sarasota has many activities as well as fall festivals in Bradenton as well as Anna Maria Island.  So much to do and so little time.  Check our local Anna Maria Island newspapers for more information.

De Soto Memorial Park
8300 De Soto Memorial Highway
Bradenton Florida
For more information call: 941-792-0458

Halloween Haunted House – Carnival of Carnage in Bradenton

Bradenton-Halloween-Haunted-HouseIt’s time for a Haunted House and this year you don’t want to miss the 2nd annual Dance Theatre of Bradenton’s Haunted House “Carnival of Carnage”. The Dance Theatre of Bradenton will be hosting the Carnival of Carnage Haunted House at the Sweetbay Shopping Plaza on Manatee Avenue in Bradenton. Tickets are $7.00 for adults and $5.00 for the kids. Have a Safe & Happy Halloween!

Friday October 26th – 7pm – Midnight
Saturday October 27th – 7pm – Midnight
Sunday October 28th – 7pm – 10pm

Sweetbay Shopping Plaza
5505 Manatee Avenue West
Bradenton Florida
for more information call:941-840-0863

Island Time Bar and Grill Halloween Party

Island Time Bar and Grill Halloween Party 2012Be a part of the Halloween Party and Costume Contest at Island Time Bar and Grill Halloween party on Bridge Street in Bradenton Beach on Saturday October 27th starting at 7pm.

• Enjoy spooktacular drink specials
• Live music with Jack Tamburine Band from 7pm – 10pm
• 1st, 2nd, and 3rd place prices.

Island Time Bar & Grill
111 Gulf Drive
Bradenton Beach
For more information call 941-782-1122

There are lots of activities on Anna Maria Island for Halloween and the Fall.  Visit our trail of treats information page as well as other Fall Festival events off Anna Maria Island.

Anna Maria Island Annual Canine Costume Contest

Im ready for the Canine Costume Contest. Are you?

Alight dog lovers it’s time to dress up your 4 legged friends and get them signed up for the 10th Annual Canine Costume Contest on Anna Maria Island hosted by the Anna Maria Island Sun Newspaper. The contest is only allowing 50 dogs to enter, so if you want to enter your pooch please make sure to sign up at the AMI Sun right away. All participants must be registered at the SUN by October 24th. Contest starts at 1pm on October 27th in the AMI Sun Plaza located at 202 Palm Avenue Anna Maria.

Continue reading Anna Maria Island Annual Canine Costume Contest

Anna Maria Island Halloween 2012 – Trail of Treats

Halloween 2012

Trail of Treats – October 31st

Join in on the fun on Anna Maria Island Halloween.  Stop into Island Real Estate at 6101 Marina Drive in Holmes Beach or 419 Pine Avenue in Anna Maria to get some treats and get your picture taken in costume.

We will post all of the kids in costume on this page the day after the trail of treats so make sure you check back with us to see all of the fun Halloween costumes.