If you’re contemplating a tropical escape this holiday season, you’re in for a delightful treat because, in addition to the pristine beaches and swaying palm trees, Anna Maria Island boasts a plethora of activities and events that will make this winter holiday truly exceptional!
In today’s blog post, we’re embarking on a delightful exploration of the best things to do on Anna Maria Island during the holiday season. From festive gatherings to charming local traditions, there is a diverse range of Anna Maria Island activities that everyone in your group is sure to love.
Let’s unwrap the magic and uncover the hidden gems near our Anna Maria Island hotels that make the perfect winter holiday destination!
Florida Holiday Distance Classic
Step into the enchanting world of Anna Maria Island, where sun, sand, and sea come together to set the stage for unforgettable holiday memories at The Florida Holiday Distance Classic!
In its impressive 20th year, this event has evolved into a holiday tradition that stands out from the rest. As you navigate this spirited point-to-point race, you won’t just be racing toward the finish line; you’ll also be competing for a magnificent Holiday-themed medal!
Santa himself will be waiting at the finish line, ready to reward participants’ hard-earned efforts with refreshing craft beer, delectable hot food, and music that will fill you with holiday cheer. The Florida Holiday Distance Classic proudly collaborates with Tampa Bay Watch, a nonprofit organization dedicated to preserving and restoring the marine and wetland ecosystems of the Tampa Bay estuary, and a portion of the event’s net proceeds will be directed toward the preservation of Tampa Bay’s natural beauty.
Lace-up those running shoes, and make this season a bit merrier, one step at a time!
Chamber of Commerce Tree Lighting
Get ready to jingle all the way, island-style, at the Anna Maria Island Chamber of Commerce Christmas tree lighting in 2023! Year after year, folks converge at the Chamber parking lot to revel in live music, traditional holiday carols, delectable treats, wine, and ample opportunities for mingling. This is an event catering to both locals and visitors alike.
Extended store hours in Holmes Beach ensure that everyone has the chance to indulge in some holiday shopping, all under the radiant glow of the illuminated tree. And, if you’re looking for Anna Maria Island’s best shops to find something special for your loved ones this season, check out our Anna Maria Island shopping guide!
2023 holds a special surprise in store! While previous years featured a ‘tree’ formed from strings of lights, this year marks a significant change as an actual tree takes center stage in the annual tree lighting tradition, a holiday twist that promises to make this year’s event even more memorable!
Bradenton Beach Holiday Boat Parade
Get ready to embark on a voyage of holiday joy at the Bradenton Beach Holiday Boat Parade!
If you’re a boat owner, this event is your time to shine as you deck your deck with boughs of holly and light up the waterways with festive splendor!But what if you don’t have a boat? No worries! You can still be part of the merriment by joining the fun aboard the Anna Maria Princess Paddle Wheel Boat, adding a touch of style to your cruise.
And for those who prefer to keep their feet on solid ground, you’re in for a treat as well. You can enjoy the parade from prime viewing spots at two fantastic locations: the Longboat Pass Bridge and the Bradenton Beach City Pier.So, mark your calendars and get ready to infuse the waterways with a magical dose of holiday spirit that will make this season truly unforgettable!
Christmas on Bridge Street
In that magical week before Christmas, all along Bridge Street, the holiday spirit shines brighter than a string of twinkling lights. This beloved annual tradition promises an abundance of hot cocoa and toddies to warm your heart and share some festive cheer.
Kicking off the festivities, the Crosley Theater Dickens Carolers set the night aglow with their harmonious melodies. And don’t miss out on the fun at the Bradenton Beach Post Office, where you’ll find face painting and a children’s activity area that will keep the little ones entertained. The excitement is palpable as everyone eagerly awaits the arrival of the one and only Jolly Old Saint Nick.
After all the excitement, snuggle up under the vast Christmas tree, surrounded by the starry night sky, for an outdoor screening of timeless Christmas classics. This is a cherished Bradenton Beach tradition that’s always a crowd-pleaser. The enchantment of Christmas on Bridge Street is a holiday celebration you won’t want to miss!
Plan Your AMI Getaway
Looking for the perfect place to call your home for the holidays? Look no further than Anna Maria Island Inn! Book the ideal holiday vacation rental with Anna Maria Island Inn and make your festive season unforgettable!
Sarasota Christmas Tree Lighting
Get ready to add a sprinkle of holiday magic to your snapshots at the Sarasota Christmas Tree Lighting!
Downtown Sarasota’s magnificent Christmas tree stands tall and proud and will set the scene for your perfect holiday photo.This year, the annual tree lighting event will take place on November 30th from 6 to 8 PM at Selby Five Points Park, just across the street from the Selby Public Library, so mark those calendars and gather your loved ones for a joyful evening of celebration and enchantment.
Venice Christmas Walk
Prepare to step into a winter wonderland at the Venice Christmas Walk on Thursday, December 7th, 2023, from 5:00 PM to 8:00 PM, which promises an enchanting evening filled with holiday magic!
Discover the delight of extended shopping hours at charming local shops, savor delectable treats, and groove to the sounds of live music. As you take a stroll along Miami, Tampa, and West Venice avenues, you’ll find yourself captivated by the mesmerizing twinkle of lights adorning the beautifully decorated trees, a delightful experience that will transport you to a world of holiday wonder.
Where to Stay
Are you on the hunt for the ideal places to stay on Anna Maria Island? Look no further than our Anna Maria Island accommodations at Anna Maria Island Inn!
Our resort is a collection of seven distinct locations, all nestled on the stunning Anna Maria Island in sunny Florida. Whether you’re seeking beachfront luxury, family-friendly suites by the pool, comfortable resort rooms near the beach, or lush tropical outdoor spaces, we’ve got you covered for your next beach getaway.
Captain’s Quarters at Anna Maria Island Inn is perfect for those seeking stylishly upgraded units in a tropical paradise and is located on the southern end of Anna Maria Island near the popular Bridge Street, perfect for shopping and dining options.
For something really special this holiday, check out one of our personal favorites, Anna Maria Island Inn Seaside, offering the beachfront experience you’ve been dreaming of! Book your stay at one of our hotels on Anna Maria Island today and make your holiday getaway truly unforgettable!
