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May
18

Memorial Day Weekend Fun Around Sarasota and Bradenton | Wagner Realty

Memorial Day Weekend is always an exciting time in our corner of Florida, with tons of fun, family-friendly events for you to enjoy around Sarasota and Bradenton all weekend long. From long-time Memorial Day traditions to outdoor festivals and fun events for families, Memorial Day Weekend features a little bit of everything. Our real estate agents have more on Sarasota and Bradenton events for Memorial Day Weekend 2026.

Your Guide to Events, Activities, and Local Happenings on Florida's Gulf Coast

AquaPalooza – Sarasota, FL

Address: 1601 Ken Thompson Parkway, Sarasota, FL 34236

Looking to kick off your Memorial Day Weekend with a fun, relaxing waterfront event? Then AquaPalooza provides the perfect opportunity to put your boat in the water and head over to the New Pass Sandbar for a day of fun in the sun. There will be live music from 10 a.m. – 4 p.m. on May 24, 2026, along with the chance to see tons of cool boats and connect with other boating enthusiasts.

Sarasota Memorial Day Parade – Sarasota, FL

Address: Downtown Sarasota, FL 34236

The annual Sarasota Memorial Day Parade is always a highlight of Memorial Day Weekend in the community, with many local organizations participating and a route that's close to Sarasota homes for sale. The parade starts at 10 a.m. on May 23, 2026, traveling from Main Street to Bayfront Park. After the parade, you can visit JD Hamel Park for a free community ceremony.

Memorial Day 5K Hike – Sarasota, FL

Address: 199 Bayfront Dr., Sarasota, Florida 34236

Enjoy a beautiful spring day hike and support a local veterans' organization at the Memorial Day 5K Hike, hosted by SRQ Vets. This year marks the eleventh annual Memorial Day 5K Hike, to be held on May 23, 2026, at JD Hamel Park. After the 5K, there's a party in the park with activities for families, a cookout, and live music. Proceeds from the event benefit SRQ Vets, a volunteer organization that provides emergency assistance to local veterans in need.

Memorial Day Weekend Big Wheels & Paint Car Show – Bradenton, FL

Address: 6305 State Rd. 70 E., Bradenton, FL 34203

A celebration of cars, community, and culture, the Memorial Day Weekend Big Wheels & Paint Car Show returns for its fourth annual edition on May 23, 2026. If you love car customization – especially the biggest rims and brightest paints – then this event is sure to have something for you. Check out the coolest custom cars, pick up some new gear for your own car, and listen to live music all day long while you explore. The event features cars, trucks, and motorcycles, all at a convenient location around the corner from Bradenton homes for sale.

Memorial Draft Softball Tournament – Bradenton, FL

Address: 5502 33rd Ave. W., Bradenton, FL 34209

Enjoy some time outdoors and get those competitive juices flowing with the third annual Memorial Draft Softball Tournament at the GT Bray softball fields in Bradenton. This event features men's and women's softball tournaments, with a fun draft format and great prizes for the winners. Your entry fee guarantees you at least four games, as well as a custom jersey with your name/number, opportunities for game MVP awards, and a chance to leave with an excellent prize at the end of the tournament.

Shop for Your Home This Summer in Sarasota and Bradenton

Dreaming of celebrating holidays in Sarasota or Bradenton all year long? Our local team is here to help with all of your real estate needs. Contact us to buy and sell homes throughout the Sarasota and Bradenton, FL area.

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