Top Winter Events of Anna Maria Island

With the start of the winter season, now is a great time to stay at one of our luxury rentals on Anna Maria Island.

Winter on Anna Maria Island is known for dry weather and comfortable sunshine. While you’ll probably be spending a lot of your vacation relaxing in the sun, you may want to check out some of the island’s many community events.

Below is a list of some of the best winter activities on the island – add a few to your list of things to do for days when you need a break from the beach.

Veteran’s Day Parade and Ceremony

Location: The Parade starts at City Hall and ends at the City Pier Park

Date: November 11 @ 1:00 PM – 3:00 PM

Join The City of Anna Maria for this special and patriotic community ceremony honoring all those who have served in our armed services over the years. City Hall is located at 10005 Gulf Drive. City Pier Park is located at 101 North Bay Boulevard

If you cannot join the parade, please join us for 45-minute patriotic music, veterans/spouse recognition ceremony, and flyover in the City Pier Park following the parade starting at 1:30

Bradenton Beach Lighting of the Tree

Location: 5313 Gulf Drive, Holmes Beach

Date: December 3rd, from 5:00pm – 8:00pm

Enjoy Christmas music from the CrossPointe Fellowship Band and Singers, Santa and his sleigh, and holiday cookies and coffee. The tree lighting will take place at 6 pm. Stroll the surrounding Holmes Beach area to visit the local businesses and get a  jump on your holiday shopping.

AMI Historical Society’s Holiday Walk of Treasures open house

Location: 402 Pine Ave Anna Maria, Fl

Date: December 10th, starting at 10:00 am

A festive community holiday event, the museum will stay open until 8:00 pm and will join in on the Pine Avenue Holiday festivities.

Holmes Beach Art District Art Walk

Location: Holmes Beach Art District, Holmes Beach, FL

Date: The second Friday of each month from January 12 to April 13 from 5:30 to 7:30 p.m

Creativity lines the streets of Holmes Beach once a month this winter with Anna Maria Island’s annual ArtWalks. Participating businesses around the Gulf Drive and Holmes Boulevard area, known as the Holmes Beach Art District, will feature local art from the island and surrounding area on the second Friday of each month from January 12 to April 13 from 5:30 to 7:30 p.m.

Check out everything from acrylic and mixed-media representations of the sea, local pottery and glass, and stunning landscape and wildlife photography from a number of local gulf coast artists.

Enjoy complimentary refreshments and music as you browse the local works of art in downtown Holmes Beach.

Bradenton Area River Regatta

Location: Green Bridge, Palmetto, FL

Date: On February 12, 2022

For a day of sport, water, food, and fun, head to the annual Regatta on the Manatee River. Boats will take to the water and spectators can watch the excitement from the Bradenton and Palmetto riverbeds and the Green Bridge. The event is free of charge and will feature high-speed F-2 watercraft racing, family interactive activities, and musical entertainment.For updated information on this effect, visit: https://bradentonarearegatta.com/

Give us a call at 941-778-4178 to find the perfect place to stay at one of our many standard or luxury vacation rentals on Anna Maria Island while you enjoy these fun winter events!