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Celebrate the Christmas Holiday on Anna Maria Island and the Greater Area


December is here, and with it comes a festive sparkle to Anna Maria Island and its surrounding areas. It’s the perfect time to escape to paradise, enjoy unique holiday experiences, and support the local community. From twinkling light displays to cheerful parades, here’s your guide to the best holiday events this season.


Christmas on Bridge Street Anna Maria
Photo by Local Island Photographer Amber Barth

December 6–7: Christmas in the Park

Head to Palmetto Historical Park for an enchanting holiday experience filled with reindeer games, crafts, and magical moments for all ages.


December 7: A Day Full of Festivities


Lester Family Fun Day

Kick off the holidays with family-friendly activities, games, and entertainment at The Center on Anna Maria Island, from 10:30 AM to 2 PM.


A Night Before Christmas

GT Bray Park transforms into a winter wonderland from 4 to 8 PM. Enjoy snow slides, free photos with Santa, and more fun for the whole family.


Christmas on Bridge Street Party

Join the festivities on Bridge Street from 2 to 11 PM, featuring live music, delicious food, and a lively atmosphere to get you into the holiday spirit.


December 13–17: Winter Nights Under the Lights

Experience the magic of 17 acres illuminated with dazzling lights at Palma Sola Botanical Park. This multi-day event includes visits from Santa, hayrides, and festive music—perfect for making holiday memories.


Christmas on Anna Maria Island

December 14: A Day Full of Festivities


Ring in the Recovery, Christmas on Pine Avenue

Celebrate the season while supporting local businesses! Stroll through holiday displays along Gulf Drive, Pine Avenue, and South Bay Boulevard from 11 AM to 5 PM. Stop by the Anna Maria Historical Museum for a special visit from Santa Claus between 1 and 3 PM.


Manatee River Boat Parade

Watch the county’s largest holiday boat parade as decked-out vessels compete for prizes along the Manatee River. Gather with locals and visitors alike to enjoy this beloved annual tradition.


Winter Wonderland on Old Main Street

Wrap up the day with a festive evening on Old Main Street, featuring holiday charm, live entertainment, and local vendors from 5 to 8:30 PM.

Christmas on Anna Maria Island

December 21: Round Two of Holiday Cheer


Ring in the Recovery, Christmas on Pine Avenue

Missed last Saturday’s festivities? Don’t worry—Pine Avenue is hosting holiday displays again from 11 AM to 5 PM, with another opportunity to meet Santa Claus between 1 and 3 PM.


Anna Maria Island and its surrounding communities offer a wide variety of Christmas holiday events to enjoy this December. From sparkling light displays to family-friendly activities, there’s no shortage of festive fun. Book your Anna Maria Island vacation rental now and soak up the holiday magic!

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