#1 Madeira Beach Captain’s Party
Join the City of Madeira Beach this Saturday, May 3rd 4-9:30pm for the Madeira Beach Captain’s Party and Founders Day Celebration. They will be celebrating 78 Years of Madeira Beach with live music, kids friendly activities, food trucks and fireworks at 9pm to cap off the celebration! This FREE EVENT is fun for all.
Learn more at https://madeirabeachfl.gov/event/the-captains-party-78th-founders-day-celebration-of-madeira-beach/.
#2 Cynthia Erivo with TFO
Experience an unforgettable evening as Grammy, Emmy, and Tony Award-winner Cynthia Erivo joins The Florida Orchestra at the Mahaffey Theater this Friday May 2nd. Conducted by Michael Francis, Erivo will perform iconic songs made famous by legendary female vocalists. Don’t miss this rare opportunity to witness the powerhouse talent of this Oscar-nominated star live in concert.
Get tickets at https://themahaffey.com/show/tfo-cynthia-erivo/.
#3 PAG Party Under the Lights
Head out to St. Pete Beach’s historic Pass-a-Grille for their semi-annual Party Under the Lights this Saturday, May 3 4-10pm. Restaurants and shops along Eighth Avenue in Pass-a-Grille will be open for this free event. You can watch the Derby on the big screen, enjoy food, live music, and sipping a mint julep.
#4 SPO’s Bella Voce Gala
Step back into the Jazz Age at St. Pete Opera’s Bella Voce Gala this Saturday, May 3rd at Coastal Creative. This Roaring ’20s-themed evening features a glamorous sit-down dinner, specialty cocktails and captivating musical performances, all supporting the opera’s artistic and educational mission. Don your finest vintage attire to join fellow opera lovers for an elegant evening.
Get tickets at https://stpeteopera.org/bella-voce-roaring-20s/.
#5 Derby at The Pier
Experience the excitement of the Kentucky Derby at St. Pete Pier’s Spa Beach Park this Saturday, May 3rd 3–9pm. Hosted by The 13 Ugly Men, this charity gala features live music, derby-themed games, and a big-screen viewing of the race. Enjoy mint juleps, craft cocktails, and local food trucks, all while supporting three local nonprofits.
Learn more at https://www.eventliveus.com/event/10082/derby-at-the-pier-2025.