#1 51st Annual Mainsail Art Festival
Celebrate creativity by the waterfront at the 51st Annual Mainsail Art Festival this Saturday and Sunday at Vinoy Park. One of St. Pete’s premier cultural events, this free festival draws over 100,000 visitors to explore 250+ juried artists showcasing everything from paintings and sculpture to jewelry and photography. Enjoy live music, a lively food court, and family-friendly fun like the Kids Create tent and student art exhibits—all set against a stunning waterfront backdrop. Whether you’re browsing, buying, or just soaking it all in, this is a can’t-miss weekend of art and inspiration.
Learn more at https://www.mainsailart.org/festival-info-2-2/.
#2 Pinellas Botanicals & Brunchfest
Brunch, bloom, and browse your way through a vibrant spring weekend at Pinellas Botanicals & BrunchFest, happening Saturday & Sunday, 10am–5pm at England Brothers Park. This colorful outdoor celebration brings together rare plants, botanical artisans, and creative garden décor alongside some of Tampa Bay’s best brunch bites and food trucks. Explore unique vendors, snap photos among stunning floral displays, and even catch competitions for the “Best Brunch Dish.” With free admission and parking, it’s the perfect outing for plant lovers, foodies, and anyone ready to soak up spring vibes.
Learn more at https://www.facebook.com/events/1494783998424127.
#3 Rotary Rocks the Beach
Soak up the sun and sound this Saturday at Rotary Rocks the Beach in Madeira Beach—a free, family-friendly concert right on the shoreline. Hosted by the Gulf Beaches Rotary, this lively community event brings together great live music, local food vendors, and a relaxed, welcoming vibe for all ages. Grab a drink from the Rotary-run beer and wine stations and enjoy a full day of entertainment—all while supporting youth programs and local initiatives across Pinellas County. Good music, great cause & beachside views? Hard to beat.
Learn more at https://www.gulfbeachesrotary.com/rotaryrocksthebeach.
#4 St. Pete Powerboat Grand Prix
Feel the roar of the engines and the rush of the water at the 6th Annual Monster Energy St. Pete Powerboat Grand Prix, racing into St. Petersburg from March 27–29. This high-speed, adrenaline-packed weekend takes over the downtown waterfront and St. Pete Pier District, kicking off the national championship offshore racing season in style. Don’t miss Friday’s free Pit Party from 6–8pm at Albert Whitted Park, where you can meet drivers, check out the powerful boats up close, and enjoy food, music, and family-friendly fun before the racing action hits full throttle!
Learn more at https://www.powerboatp1.com/monster-energy-st-petersburg-grand-prix.
#5 Heritage Village Turns 50!
Step back in time this Saturday, March 28 11am as Heritage Village continues its 50th anniversary celebration. This “From Dedication to Designation” ceremony will honor two historic gems—the Plant–Sumner House (1896) and the House of Seven Gables (1907)—as they’re officially recognized as local landmarks. Stick around for guided tours and explore this 21-acre living history museum, where Pinellas County’s past comes to life through preserved buildings, stories, and hands-on experiences. A perfect outing for history lovers & curious explorers!
Learn more at https://www.heritagevillagefl.org/50thanniversary/.