Upcoming Local & Regional Events

Planning your next beach vacation starts here with AMI Locals. Anna Maria Island hosts a full calendar of events through the year. From local farmer's markets, music & foodie festivals, and art installations, Anna Maria Island can entertain all of her visitors. Located a short distance away from top area sporting venues, theme parks, aquariums, and museums attending regional events is easy to do on your next Anna Maria Island beach vacation. Please check our event page for seasonal updates or contact us with any questions.

Apr 25 - Apr 25

Downtown Walking Food Tour in Sarasota

1538 State St, Sarasota, FL 34236, USA | Starts: 3:30pm | Ends: 7:00pm
Looking to add a unique culinary experience to your vacation itinerary? Be sure to check out the Tasting and Dinner Food Tour in Sarasota! Discover the delectable highlights of Sarasota's thriving dining scene on this small-group, dinnertime tasting...
Nov 02 - Dec 01

Sarasota Medieval Fair

Woods of Mallaranny - 29847 FL-70 E. Myakka City, FL 34251 | Starts: 10:00 AM | Ends: 5:30 PM
Add Medieval Merriment to Your Anna Maria Island Vacation! Looking for a unique activity to enhance your stay on Anna Maria Island? Join us for four weekends of medieval merriment at the 20th Annual Sarasota Medieval Fair! Conveniently located just ...
Nov 14 - Nov 24

The Island Players - Doublewide Texas Christmas

10009 Gulf Drive Anna Maria, Florida 34216 - The Island Players, Inc
Experience the Joy of Local Theatre During Your Fall Stay on Anna Maria Island! Looking to immerse yourself in the vibrant culture of Anna Maria Island during your upcoming vacation this fall? Look no further than The Island Players! Our organ...
Nov 28

28th Annual Turkey Trot - 3-Mile Fun Run

Robinson Preserve North Entrance - 1704 99th Street NW Bradenton, FL US 34209 | Starts: 8:00AM | Ends: 11:00AM
Are you looking to maintain your annual Turkey Trot while on vacation? Join us for the 28th Annual Turkey Trot, a 3-mile fun run hosted by the Bradenton Runners Club! This exciting race takes place on Thanksgiving Day at Robinson Preserve. The run s...
Nov 28

Thanksgiving at Salt Bar and Table

SALT Bar & Table - 2519 Gulf Dr N Bradenton Beach, FL 34217
As you prepare for a memorable Thanksgiving getaway on Anna Maria Island, we want to make your holiday stress-free and enjoyable. We highly recommend making a reservation at SALT Bar & Table, a local gem known for its exceptional culinary offerin...
Dec 14

Winter Wonderland 2024

OLD MAIN ST. BRADENTON, 34205 | Starts: 5:00pm | Ends: 8:30pm
Join Us for the 2024 Winter Wonderland! Experience the magic of the season at the 2024 Winter Wonderland on Saturday, December 14th, from 5:00 to 8:30 p.m. on Old Main Street, Bradenton! This festive event, less than 30 minutes from Anna Maria Islan...
Jan 09 - Jan 26

The Island Players - BIRTHDAY SUITE

10009 Gulf Drive Anna Maria, Florida 34216 - The Island Players, Inc
Kick Off the New Year with Laughter at The Island Players! Looking to add some excitement to your January getaway on Anna Maria Island? Join us for "The Birthday Suite," a delightful comedy that will keep you entertained all evening long...
Mar 13 - Mar 30

The Island Players - Death by Design

10009 Gulf Drive Anna Maria, Florida 34216 - The Island Players, Inc
Add Excitement to Your March Vacation on Anna Maria Island with "Death by Design"! Are you planning a getaway to beautiful Anna Maria Island this Spring? Look no further for an unforgettable evening of entertainment! Join us for "Death by Design," a...
May 08 - May 18

Island Players - GRACE and GLORIE

10009 Gulf Drive Anna Maria, Florida 34216 - The Island Players, Inc
Experience a Moving Drama During Your Spring Vacation on Anna Maria Island! Enhance your vacation with an unforgettable evening of theater! Join us for “Grace & Gloria,” a poignant drama that explores the complexities of friend...

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Anna Maria Island Vacation Specials & Discounts

Special and Discounts

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Anna Maria Island Nightly Vacation Rentals

Nightly Beachfront Rentals

Looking for a shorter stay? Check out our sister property, The Bali Hai Beachfront Resort and Spa. Featuring a private beach, pool, spa, and lounge!

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Property Management

We want to partner with you to turn your beautiful Anna Maria Island Property into an even greater asset for you. Contact us about our Rental Management today!

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