Upcoming Island Events

Ladies and Gentlemen!

Get ready for my favorite time of year! October – December 2018 is alwayTs a good time on the Island.

We have Halloween Events (coming up fast!!!), Plenty of  stuffing at our Thanksgiving Events, a winter wonderland complete with a visit from Santa during our Christmas Events! (Some events are TBA so please check back here!)


October 2018

Bradenton Beach Ghost Tours – (Schedule Tour)

The Paranormal Society of Bradenton is hosting family-friendly walking tours which are held Tuesday through Saturday at 8p.m.

Follow the island’s interesting and eerie history, as your guide tells you chilling Anna Maria Island ghost stories. Visit by night the Pier, Drift Inn, and Island time Bar & Grill, among others. You’ll also take a visit to Bradenton Beach in search of the mysterious woman seen walking along the water. This is a great way to learn about the island’s rich history, including a number of shipwrecks that plagues its shores.

Remember: this isn’t theater, but rather based on fact. All stories are rooted in extensive research, eyewitness accounts, and historical books written about the area.

Bradenton Beach paranormal tours begin next to Island Time Inn, and last about an hour and a half. Buy tickets – $15 for adults and $10 for children over 5 – online in advance via PayPal on the Paranormal Society of Bradenton’s website.


City of Anna Maria Farmer’s Market – Starts 10/16/2018

Every Tuesday (excluding December 25, 2018 and January 1,  2019) through May 14th the City of Anna Maria is hosting a farmer’s market at City Pier Park at the corner of Pine Avenue and South Bay Blvd. Southwest Florida produce will be available along with herbs, plants, flowers, baked goods & much more! Market hours are 8:30am – 2pm.


When: Wed, October 17th 2018

What: Comedy Show, Music and Silent Auction

Time: Live Music and Silent Auction 5:30 – 6:30pm. Comedy Show At 7:00pm

Fundraiser: To raise funds and gift 150 local families in need for Thanksgiving a turkey and all the fixings!

Benefits: Big Brothers & Big Sisters, Mothers Helping Mothers, Out sister’s House and More!

Where: McCurdy’s Comedy Club at 1923 Ringling Blvd. Sarasota Florida 34236

Tickets can be purchased on facebook events or by calling 941-925-3869 (say for Tanner’s Turkeys Fundraiser or they won’t get credit)

BAYFEST 2018! – Saturday 10/20/2018

Bring your family and friends and enjoy a fun filled day on Pine Avenue. Begins at 10am and ends at 9pm. Free Admission. There will be a classic car show from 10-3pm. Live bands! Food Vendors! Arts and Crafts! Kidzone with the Privateers Pirate Ship. A Raffle! Click Here for More Information!


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.

Symphony on the Sand – November 11 2018

The 6th annual Symphony on the Sand presents a musical and gourmet event featuring the Anna Maria Island Concert Chorus & Orchestra (AMICCO) on Saturday, Nov. 10, 2018 from 4:30 p.m. to 7:30 p.m. Come to beautiful Anna Maria Island and experience this exceptional Gulf of Mexico beachfront concert at Coquina Gulfside Park.

BLUES WEEKEND – Begins on November Ends on December 2 2018

November 30th: The “Blues Appetizer” Concert from 6-9pm -Free mini concert will showcase BRIDGET KELLY BAND and MEMPHIS RUB BAND. Bring a blanket and chair. Beverage and Food will be available for purchase. Located at the Riverwalk Pavilion, 452 3rd Ave W in downtown Bradenton

Also November 30th: Deja Blues in the Blues Lounge from 7-11 will feature Shakua S’aida. Tickets are $175 per person which includes premium open bar, fabulous food, and entertainment. $125 of the ticket is tax deductible. For more information or to purchase tickets call 941-747-6797 or visit: www.mywrc.org  (Located at The Brickyard behind O’Bricks Irish Pub and Martini Bar – 427 12th street West)

December 1st 2018: Bradenton Bluesfest from 10am to 8pm. Annual Festival featuring a stellar team of top blues artists on the Riverwalk. Located at the Riverwalk Pavilion, 452 3rd Ave W in downtown Bradenton

December 2 2018: Blues Brunch at Mattison’s City Grille Bradenton Riverwalk

11am – 1pm – 3 course meal, seated and served brunch created by award winning Chef Paul Mattison. Tickets are $50.00 each and limited. Purchase Tickets at: www.bradentonbluesfestival.org 101 Riverfront Blvd # 120


There are a lot of things happening in our area for the next couple months!

Be sure to book a room and enjoy all the events! (941) 778-2833