
Photo by Cameron Healy
GeckoFest 2026, Labor Day at Caddy’s, and a Gulfport Micro Film Festival: Here’s your weekly list of things to do Sept. 3-10 in Pinellas.
Throughout September
Florida on My Mind at Bayboro Brewing Step into Kostar Kustom’s “beautifully weird” Florida with a solo exhibition featuring vibrant, Florida-inspired artwork and original illustrations from Where the Florida Things Live. Bayboro Brewing, 2390 Fifth Ave. S., St. Petersburg. Exhibit runs through Sept. 27. facebook.com/artbyjamese, 727-767-9666.
Thursday, Sept. 3
Free Italian Language Classes Ready to finally learn Italian (or brush up beyond “ciao” and “espresso”)? The Italian American Society of St. Petersburg is offering free Italian language classes for all ages, with beginner, intermediate, and advanced levels available. Classes meet weekly and welcome students of all experience levels. Gulfport Senior Center, 5501 27th Ave. S., Gulfport. 6-8 p.m. iasosp.org, info@iasosp.org.
Singles Flamingles Single and ready to flamingle? Head to the St. Petersburg Shuffleboard Club for a casual singles tournament featuring shuffleboard. St. Petersburg Shuffleboard Club, 559 Mirror Lake Dr. N., St. Petersburg. 7-10 p.m. $5. stpeteshuffle.com, 727-822-2083.
Friday, Sept. 4-Sunday, Sept. 6
Vintage Marché Visit one of Tampa Bay’s largest vintage markets this weekend. Vintage Marché opens for one full weekend each month, showcasing curated vintage finds from across the country—from bedazzled cigarette cases to beautifully carved furniture. Want to beat the crowd? Get tickets for First Friday Dibs Night online or pay at the door. Vintage Marché, 2906 34th St. S., St. Petersburg. Fri., 4-8 p.m. $5; Sat., 9 a.m.-6 p.m.; Sun., 9 a.m.-5 p.m. vintagemarche727.com, 727-289-1828.
Friday, Sept. 4
Gulfport Night Market Spend Saturday night shopping locally along Beach Boulevard. Browse art, jewelry, clothing, handmade goods, pet products, artisan foods, and more from local makers and vendors. Beach Boulevard South, Gulfport. 5-9 p.m. visitgulfportflorida.com, 727-222-3252.
First Friday ’90s Movie Meet-Up Throw it back to the ’90s with Tampa Bay Black Lesbians (TBBL) Inc. at Urban Drinkery’s weekly Friday movie night. TBBL meets on the first Friday of each month for a laid-back night of movies and drinks. Urban Drinkery, 2184 9th Ave. S., St. Petersburg. 8:30-10:30 p.m. facebook.com/WeAreTBBL.
Crash Out! A Storytelling Comedy Show Bad decisions make great stories. Crash Out! brings Tampa Bay comedians to the stage to spill their wildest tales of drunken nights, bar fights, arrests, and other questionable life choices, followed by audience Q&As hosted by James Donlon. Sunshine City Comedy Club, 5501 Gulf Blvd., St. Pete Beach. 10:30 p.m. $10. sunshinecitycomedyclub.com, 727-435-0327.
Saturday, Sept. 5
Trash Pirates Monthly Clean-Up Hey mateys — grab yer finest gloves and help the Trash Pirates of Madeira Beach keep the coast clean! Volunteers of all ages can pitch in around Archibald Memorial Beach Park and nearby beach areas. Cleanup supplies are provided, but reusable gloves, grabbers, buckets, and water bottles are encouraged. Archibald Memorial Beach Park, 15100 Gulf Blvd., Madeira Beach. 8-10 a.m. facebook.com/madeirabeachtrashpirates, 727-237-2970.
International Vulture Awareness Day Vultures may not get much love, but they do some seriously important cleanup work. Celebrate these fascinating birds with feedings and special aviary tours at Boyd Hill Nature Preserve. Boyd Hill Nature Preserve, 1101 Country Club Way S., St. Petersburg. 10 a.m.-12 p.m. stpeteparksrec.org, 727-893-7326.
Gulfport’s GeckoFest Gulfport’s biggest end-of-summer bash returns with live music, street performers, local artists, food, costumes, and family-friendly fun. This year’s “Gecko Music Awards” theme encourages festivalgoers to dress as their favorite music icons. Come out for this all-day street festival in the heart of downtown Gulfport! Downtown Gulfport Waterfront District, Beach Boulevard S., Gulfport. 10 a.m.-8 p.m. visitgulfportflorida.com, 727-222-3252.
AMPED: Turn Up for the Arts Turn up the volume on local art at Creative Pinellas’ AMPED fundraiser and exhibition opening. Get the first look at work from more than 40 Tampa Bay artists while enjoying light bites, a cash bar, live performances by cellist Liz Glushko and soprano Jodi Karem, plus a DJ set by Austen van der Bleek. Proceeds support Creative Pinellas. FloridaRAMA, 2606 Fairfield Ave. S., St. Petersburg. 6-10 p.m. $25. creativepinellas.org, info@creativepinellas.org.
Sunday, Sept. 6
Red, White, and Boozy Labor Day Party TradeWinds is going all in for Labor Day weekend with an adults-only poolside party featuring an XL beer pong competition, drink specials at the Cabana Bar, and plenty of poolside fun. TradeWinds Resort, 5500 Gulf Blvd., St. Pete Beach. 12 p.m. tradewindsresort.com. 800-249-1667.
Monday, Sept. 7
Labor Day Heroes at Caddy’s Celebrate Labor Day beachside while cheering on local fire departments as they face off in a series of competitions. The winning department takes home a donation from Caddy’s, while guests can enjoy Labor Day food and drink specials as they watch. Caddy’s Treasure Island, 9000 W. Gulf Blvd., Treasure Island. 12 p.m. facebook.com/caddystreasureisland, 727-360-4993.
Tuesday, Sept. 8
Gulfport Brewery Run Club End summer strong with weekly, soul-cleansing runs at Mastry’s Run Club. All levels are welcome. Mastry’s Brewing Co., 7701 Blind Pass Road, St. Pete Beach. 6:30 p.m. facebook.com/gulfportbrewery, 727-954-4109.
Wednesday, Sept. 9
Beginner Paper Quilling for Adults Try your hand at paper quilling during Gulfport Public Library’s monthly adult craft. Use colorful strips, glue, and simple tools to create your own designs in this beginner-friendly class. Registration required. Gulfport Public Library, 5501 28th Ave. S., Gulfport. 1-3 p.m. mygulfport.us, 727-893-1074.
Thursday, Sept. 10
Vegetable Gardening Florida gardening can be a little chaotic, but the pros can help. Learn how to grow vegetables and get tips on soil prep, seasonal crops, fertilizing, and pest control from a Pinellas County Master Gardener. Weedon Island Preserve, 1800 Weedon Dr. NE, St. Petersburg. 11:30-12:30 p.m. weedonislandpreserve.org, 727-453-6500.
Pilates in the Park Stretch, strengthen, and soak up some fresh air with a full-body Pilates workout in the park once the peak heat has passed. Flora Wylie Park, 1400 N. Shore Dr. NE, St. Petersburg. 6-7 p.m. healthystpetefl.com, 727-892-5994.
Orchid Meeting Learn how to keep orchids thriving at the Florida West Coast Orchid Society’s September meeting. A beginner class on keeping gifted orchids healthy starts at 6 p.m., followed by a talk from Keith Emig of Winter Haven Orchids on Paphiopedilum culture and maintenance. Plants will also be available for purchase. Lutheran Church of the Good Shepherd, 10891 102nd Ave. N., Seminole. 6-8 p.m. fwcos.org, 727-475-0750.
Happy Hour with the Historian: The Floridas Under Great Britain Florida was once a British territory — and it stayed loyal to Britain during the American Revolution. Historian Rodney Kite-Powell digs into this lesser-known chapter of Florida history, including how East and West Florida became Britain’s 14th and 15th American colonies. Plus, there’s wine. St. Petersburg Museum of History, 335 2nd Ave. NE, St. Petersburg. 6-8 p.m.; program starts at 6:30 p.m. $7-$15. historystpete.org, 727-894-1052.
Gulfport Micro Film Festival Celebrate short-form filmmaking with eight microfilms from internationally acclaimed filmmakers Victoria Jorgensen, Devin Rice, and Susana Darwin. Stick around after the screenings to meet and mingle with filmmakers, actors, and crew. Ages 18 and up. Russian American Club, 2920 Beach Blvd. S., Gulfport. 7-8:30 p.m. $12.51. eventbrite.com.


