American Stage in the Park
Experience live theater under the stars as American Stage presents Into the Woods at Demens Landing Park March 25th – April 26th. This beloved Stephen Sondheim musical brings classic fairy tales to life with a twist—where wishes come true, but not always as expected. Pack a blanket or reserve a chair and enjoy an unforgettable evening of storytelling, music, and waterfront ambiance in downtown St. Pete $40+.
Get tickets at https://www.americanstage.org/.
Gulfport Plein Air Fest
Watch art come to life in real time during the 7th Annual Gulfport Plein Air Fest April 13–18th in Gulfport. Hosted by the Gulfport Merchants Chamber, this immersive event invites talented artists to capture the city’s charm and coastal beauty en plein air—right before your eyes. The week wraps with the Exhibition & Collector’s Sale on this Saturday, April 18th 4–6pm at the Gulfport Welcome Center, where you can view and buy the finished works. It’s a colorful celebration of creativity, community and artistic spirit.
Learn more at https://visitgulfportflorida.com/event/gulfport-plein-air-festival/.
Art in Bloom at MFA
Step into a world where art and nature intertwine at Art in Bloom, happening this weekend, April 16–19th, at the Museum of Fine Arts. This beloved annual tradition invites visitors to breathtaking floral interpretations inspired by masterpieces from the museum’s collection, created by a mix of professional designers, talented hobbyists, and members of the Margaret Acheson Stuart Society. Each arrangement offers a fresh perspective on iconic works, transforming the galleries into a vibrant celebration of creativity, color, and springtime beauty.
Learn more and see special events at https://mfastpete.org/programs/art-in-bloom-2026/.
Sponge Docks Craft Fest
Spend your weekend browsing handmade treasures at the Tarpon Springs Sponge Docks Craft Festival, happening Saturday & Sunday, April 18-19th, at the historic Tarpon Springs Sponge Docks. This free, family- and pet-friendly event features a vibrant mix of local and visiting artisans offering pottery, jewelry, home décor, specialty foods, and more—all set against the waterfront charm of one of our most unique towns.
Learn more at https://spongedocks.net/event/sponge-docks-craft-festival-4/.
Tampa Bay Empanada Fest
Get ready to eat, sip, and celebrate at the Tampa Bay Empanada Fest happening this Saturday & Sunday, April 18-19th 12–8pm at Derby Lane. This lively, family-friendly event features 50+ varieties of empanadas from 15+ vendors, plus craft beers, cocktails, live DJs, games, and plenty of local flavor. General admission is free with RSVP (kids 12 & under free), while VIP tickets unlock cocktail tastings and exclusive perks. Whether you’re a foodie or just looking for a fun weekend, this one’s packed with flavor & energy.
Learn more at https://tampaempanadas.com/info.html.