If you’re looking for things to do in Sarasota this May, this month brings a perfect mix of culture, food, family-friendly events, and meaningful community traditions.
From lively Cinco de Mayo celebrations and outdoor concerts to baseball games, nature experiences, and Memorial Day tributes, May highlights the lifestyle that makes Sarasota such a special place to live.
Whether you’re local or thinking about making a move, here are the top events happening across Sarasota and nearby areas this month.
Celebrate Cinco de Mayo with one of the biggest fiestas in Sarasota and Venice as Mi Pueblo marks 26 years.
Expect a high-energy night featuring live music, festive drinks, and an authentic Mexican celebration atmosphere that runs late into the evening.
This is a local favorite if you’re looking for something lively and social.
📍 Locations:
Sarasota: https://maps.google.com/?q=8405+Tuttle+Avenue+Sarasota+FL
Venice: https://maps.google.com/?q=530+US+41+ByPass+South+Venice+FL
Enjoy an afternoon of live music under the banyan trees at Selby Gardens’ Fifth Annual Gospel Jubilee Showcase.
Featuring the Westcoast Black Theater Group and Shantel Norman, this event blends powerful performances with a beautiful outdoor setting on the Great Lawn.
Food and drinks will be available, making it a perfect relaxed weekend outing.
📍 Details: https://selby.org/dsc/dsc-special-events/gospel-jubilee-showcase/
Celebrate Mother’s Day with a scenic brunch experience surrounded by nature.
Guests can enjoy a full buffet featuring made-to-order omelets, carving stations, desserts, and more, all catered by Michael’s on East.
Your ticket also includes access to the gardens and current exhibition, making this both a dining and experience-driven event.
📍 Details: https://selby.ticketapp.org/portal/product/134
Head to LECOM Park for a themed baseball night as the Bradenton Marauders take on Fort Myers.
This special Star Wars Night features character appearances, themed jerseys, ballpark entertainment, and a post-game fireworks show.
It’s a fun, family-friendly event with something for all ages.
Spend the day outdoors at Myakka River State Park during the Junior Ranger Jamboree.
This hands-on experience is perfect for families, with interactive ranger stations, wildlife education, games, and activities designed to connect kids with nature.
No registration is required—just show up and explore at your own pace.
📍 Details: https://www.floridastateparks.org/events/junior-ranger-jamboree-2026
Take part in a meaningful community tradition by helping place flags at Sarasota National Cemetery.
This annual event honors fallen service members and brings the community together in remembrance.
Volunteers are encouraged to arrive early and participate in this powerful tribute.
📍 Details: https://sarasotawreaths.com/
Attend the Sarasota Memorial Day Parade and Ceremony in downtown Sarasota.
The parade begins on Main Street and concludes with a remembrance ceremony at Chaplain J.D. Hamel Park, featuring local bands, floats, and community groups.
This is one of the most important civic events of the year.
📍 Details: https://www.sarasotafl.gov/News-articles/Memorial-Day-parade-on-May-25
May is a beautiful time to experience Sarasota.
From vibrant celebrations and outdoor concerts to meaningful community traditions and family-friendly events, there’s something happening every week.
If you’re considering moving to Sarasota, this is exactly the kind of lifestyle you can expect year-round.
Be sure to check back next month for June’s Sarasota events list!
