The September Sarasota Events Calendar includes the best listing of fun things to do in Sarasota, Florida and around the sun coast.
(*Every effort is made to provide as
accurate of information as possible, however dates, times, places and
event schedules are subject to change without notice due to weather
conditions, last minute changes or cancellations made by event
organizers, mistakes, misinformation from sources and/or events beyond
anyone's control, etc. Before making any major
plans check with event organizers to confirm date of event.)
September 1, 2025: It's the Pioneer Day Parade. This year's parade theme is "Englewood History." Staging is at 240 S Indiana Avenue – Arrive as early as you need to in order to be ready by 9:00am. The Parade will run from Obee’s Parking lot down W Cowels Street, to McCall Road to Dearborn Street and finish at Veterans Memorial Pavilion. After Parade Festivities are at Pioneer Park and starts post parade, approximately 10:00am, Pioneer Park – 325 W Dearborn Street, Englewood, FL. Schedule of Events 10:20am – Announce Parade Winners,10:30 – Diaper Derby 10:30am, 11:00am – Live Music, 11:30am – Pie Eating Contest, 12:00pm – Live Music, 12:30pm – Watermelon Eating Contest, 1:00pm – Beard Contest, 1:30pm – Live Music. Children’s games & activities will be taking place in the Plaza from 10:00am to 1:00pm. Pioneer Park, 325 W Dearborn Street, Englewood, FL.
September 1, 2025: The Sarasota Sailing Squadron (SSS) will host the 77th Annual Labor Day Regatta. The Labor Day Regatta is the longest running annual regatta in the southeast since 1946. The signature event for the SSS, the regatta draws hundreds of competitive sailors from across the U.S. and Canada. its biggest event of the year. The event is attended by sailors from ages 8 to 80 and it draws about a thousand visitors each year. It's free viewing for spectators. Activities include a Friday night welcome party, five separate race courses, Saturday dinner and Sunday awards ceremony. Friday: 5 p.m. - 7 p.m., Saturday: 8 a.m. - 7 p.m. Sunday: 9 a.m. - 4 p.m. On City Island at 1717 Ken Thompson Parkway, Sarasota, FL.
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September 1, 2025: Enjoy a Labor Day Pig Roast with the Knights of Columbus. The menu includes roasted pig, plantains, BBQ beans, potato salad, cole slaw, ice cream sundae bar, ice tea, lemonade. water, beer & wine available. $25 per person. Doors open 3 p.m. Dinner buffet 4 p.m. Register on line at epiphanyknights.org by Aug. 29. Knights of Columbus Hall, 512 Substation Road, Venice, FL.
September 1 - 30, 2025: Marie Selby Botanical Gardens will present its 44th Annual Juried Photographic Exhibition. Selby Gardens’ 45th Annual Juried Photo Exhibition will be on view August 28 – September 30! The open call for submissions will run from August 4 through 11,2025. Photographs that are entered for consideration for the show must have been taken at or of either Selby Gardens campus—Downtown Sarasota or Historic Spanish Point. August Sarasota Events on Escape-to-Sarasota.com
There
are numerous recurring, fun things to do in Sarasota throughout the
year. Click here for my list of recurring Events in Sarasota!
September 5, 2025: Lakewood Ranch presents Music on Main the first Friday of each month from 6 p.m.- 9 p.m. BABYL will fill the air with old school rock and soul and the event will benefit the Sertoma Club of Greater Sarasota. The street is lined with food vendors, beer trucks, and sponsor booths, as well as rides and activities for the kids. Bring your chairs, but leave coolers at home. Dogs are welcome, but must be kept on a short leash. Overflow parking is available at the Lakewood Ranch Medical Center. Lakewood Ranch is off University Parkway east of I-75.
September 6, 2025: It's Exotic Cars On The Circle car show sponsored by the Ferrari Drivers of Sarasota. Admire exotic supercars and find a new favorite during this free event in St. Armands Circle Park. Free admission. 9 a.m. - 3 p.m. St. Armand's Circle, St . Armand's Key, Sarasota, FL.
September 6, 2025: Experience fan appreciation night with the Bradenton Marauders and Dunedin Bkue Jays. Fans will have a chance to win prizes throughout the entire game and will be treated to a postgame drone show! Gates open at 5 p.m. Games starts at 6:30 p.m. LECOM Park, 1611 Ninth St. W, Bradenton, FL.
September 6 - 7, 2025: It's time to enjoy The 16th annual Labor Day Weekend Downtown Venice Craft Festival. Art and craft vendors will be displaying their works. Everything from functional art to gift items including a wide variety of ceramics, jewelry, stained glass, metal works and much more. 10 a.m. - 4 p.m. Free admission parking. 200 Miami Avenue West in Venice, FL.
September 9, 2025: Celebrate Barks and Brews! Furry friends and their families are invited to this paw-ty in support of Nate’s Honor Animal Rescue featuring adoptable dogs, craft brews, live music, pup-friendly vendors and more. Bring your friendly dogs (on a leash) and come out for a tail-waggin’ good time on The Green at UTC! Barks & Brews is held on the second Tuesday of every month from 7 to 9 p.m. The Mall at University Town Center, 140 University Town Center Dr, Sarasota, FL.

September 11, 2025: The Annual 9/11 commemoration event at USF Sarasota-Manatee. The ceremony on USF Sarasota Manatee's campus just north of the Sarasota Bradenton International Airport, will feature Flag Raising, Campus entrance at 8:15 a.m. Remembrance Program, Courtyard at 8:30 a.m. University of South Florida Sarasota-Manatee Campus, 8350 N Tamiami Trl, Sarasota, FL

September 11, 2024: TBA for 2025. The State College of Florida, Manatee-Sarasota’s (SCF) Veteran’s Services and Student Veterans of America will host the college’s 12th annual 9/11 Memorial Ceremony in remembrance of the lives lost during the September 11, 2001 attacks. The community is welcome to attend the ceremony events from 8:30 a.m. - 9:30 a.m. Wednesday, September 11, at SCF Venice, 8000 S. Tamiami Trail (southeast parking lot flagpoles), and at SCF Bradenton, 5840 26th St. W. (south entrance flagpole on 60th Ave. W. near the Library and Learning Center, Building 3).

September 11, 2024: TBA for 2025. An Anniversary Commemoration of 9-11 will be held at Rossi Park/Bradenton Riverwalk in Bradenton. The tribute to heroes memorial service will begin at 9 a.m. 452 3rd Avenue, West., Bradenton FL.
September 11, 2024: TBA for 2025. The Sarasota County Fire Department will commemorate 9/11 to honor the bravery and sacrifice of those who served and those who tragically lost their lives on Sept. 11, 2001. 9:30 a.m. Fire Station #23, 1930 N. Tamiami Trail, Nokomis, FL
September 11, 2024: TBA for 2025. A 9/11 Victims & Fallen Heroes Memorial Ceremony will be held at Patriots Park in Venice. The program will feature music, keynote speaker and more. All are invited; bring chairs.10 a.m. Patriots Park, 800 Venetia Bay Blvd, Venice, FL.
September 12, 2025: Enjoy a Movie in the Park at Waterside Park. Bring your blanket and chairs and enjoy a free, outdoor movie 7 p.m. - 10 p.m. Grace Community Church will be providing one (1) FREE Sno Cone from Kona Ice to the first 450 Attendees. Seating is available on a first-come, first-serve basis. Please bring a blanket and/or lawn chairs. Concessions available from We B’ Poppin Popcorn and Kettle Corn. Inflatables for the kids will be available at 7pm. Waterside Park: 7301 Island Cove Terrace Lakewood Ranch, FL.
September 12, 2025: It's the Free Music Friday Night Concert. Enjoy the music of Rocky Rick in downtown's Centennial Park. Free and open to the public.7 p.m. - 9 p.m. Attendees are asked to bring their own chairs and blankets. No alcohol is permitted in Centennial Park. Centennial Park, downtown Venice, FL.
September 12 - 14, 2025: Check out the Sarasota Bradenton Fall Home Show for new ideas for your home. See home improvement experts for advice and interesting products for your home. Friday & Saturday: 10 a.m. 7 p.m., Sunday: 10 a.m. - 5 p.m. $10 admission at the door, free passes on line. Free parking. Free admission with on line registration. Robarts Arena at the Sarasota Fairgrounds, 3000 Ringling Blvd., Sarasota, FL. September Sarasota Events on Escape-to-Sarasota
September 2025: This event is not coming to Sarasota in 2025 and may return in 2026. Part of the Sarasota Offshore Boat Racing Festival. Sarasota Powerboat Races Paused Until 2026 Powerboat P1, race organizer for the Sarasota Powerboat Grand Prix, recently released plans to launch an innovative Triple Crown race series in 2025 featuring venues in New Orleans, Sheboygan, and St. Petersburg; however, Sarasota was omitted. After careful consideration and exploring numerous options, Powerboat P1 made the difficult decision not to organize the event in 2025 but to revisit opportunities in 2026. This decision was influenced by budget concerns by the race organizer about producing a high-quality, safe race and uncertainties surrounding the ongoing construction of The Bay’s master plan, which impacted the Van Wezel parking lot and Centennial Park.
September 13, 2025: It's an Ozzy Osbourne Tribute Charity Concert Join in at the Sarasota Sahib Shrine Event Center as we celebrate the legendary Ozzy Osbourne with a powerful Charity Tribute Concert featuring the ultimate tribute band: Diary Of An Ozzman — all in honor of the Prince of Darkness. From iconic hits to electrifying stage energy, this is a must-see event for any rock fan. Guests are encouraged to wear their best Ozzy attire. Rock out for a cause and make a real difference — secure your tickets now and be part of something extraordinary! Doors Open At 7 PM Concert Begins At 8 PM All proceeds benefit Suncoast Charities for Children in support of children, teens, and adults with special needs. Tickets $25. Sarasota Sahib Shrine Event Center, 600 N Beneva Rod, Sarasota, FL.
September 13 - 14, 2025: It's the 3rd Annual St Armand's Craft Festival. With over 175 artisans you're bound to find something nice. Everything from functional art to gift items including a wide variety of ceramics, jewelry, stained glass, metal works and much more. The festival will feature two separate sections; the fine art section located in the park and the craft section positioned along the street. 10 a.m. - 5 p.m. Free. St. Armand's Circle, Sarasota, FL.
September 14, 2025: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. This is their first show of the 2025 fall season. This free show takes place at 1602 Ken Thompson Parkway (near/behind Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666. September Sarasota Events on Escape-to-Sarasota.com
September 17, 2025: It's Smithsonian Magazine's Annual Museum Day. Museum Day is a one-day event in which participating museums and cultural institutions across the country provide free entry to anyone presenting a Museum Day ticket. Participants are allowed to download one ticket per email address. Check their site for participating local museums. September Sarasota Events on Escape-to-Sarasota
September 19, 2024: TBA for 2025. The Children's Garden hosts Talk like a Pirate Day! An annual tradition at the Children’s Garden, this morning is all about pirates! Learn all the pirate lingo and find your way to treasure with a maze activity page. 11 a.m. - 11:30 a.m. The Children’s Garden is a 501 (c)(3) nonprofit public charitable organization. This event is included in the cost of admission and free for garden members while supplies last. Adults and Teens 13 years & up: $10 +tax. Seniors 60+years and Military: $9+tax. Children 3 years & up: $6 +tax. Infants and toddlers 2 & under visit for free! Tuesday through Sunday, from 10 a.m. to 4 p.m. (closed on Mondays). The Children's Garden and Art Center, 1670 10th Way, Sarasota, FL. (941) 330-1711
September 19, 2025: It's "Talk Like a Pirate Day" and the Anna Maria Island Privateers will be invading the Loaded Cannon Distillery! There will be raffle baskets, live music, a best dressed pirate contest and a chance to win a ride on the iconic Skullywag pirate ship at an upcoming event. 6 p .m. - 9 p.m. Loaded Cannon Distillery, 3115 Lakewood Ranch Blvd, Stuie 110. Lakewood Ranch, FL.
September 20, 2025: Enjoy Woodmere Bark! Get ready for a fur-tastic time exploring a paw-sitively adorable lineup of pet-related businesses and finding valuable resources to keep your furry pals happy and healthy! Consider fetching yourself a rescue pet and experience the joy and unconditional love they can bring. Their wagging tails and purr-fect personalities will steal your heart! 9 a.m. - 1 p.m. Woodmere Park - 3951 Woodmere Park Boulevard, Venice, FL
September 20, 2025: Help Keep Sarasota County Beautiful on the Annual International Coastal Clean Up Day. Join Keep Sarasota County Beautiful for the International Coastal Cleanup from 8–10 a.m. Help remove litter from Sarasota’s shores, protect marine life, and keep our coast beautiful. Various cleanup sites across Sarasota County. All ages welcome! Be sure to register early and reserve your volunteer spot by clicking on the above link. Please note: Walk-up registration will not be allowed. Registration closes at 12:00 p.m. on Wednesday, September 17.
September 20, 2025: The Sarasota County Fire Department (SCFD) is excited to continue its monthly open house events in 2025, inviting the community to connect with their local firefighters and learn about fire safety. These free, family-friendly open houses are held one Saturday each month from 9 a.m. to 1 p.m. Car seat safety inspections and bike helmet fittings will also be available. Station 1, 1445 4th St., Sarasota, FL
September 20, 2025: It's Fishermen’s Village 10th annual Key Lime & Tropical Fest. Fishermen's Village annual Key Lime & Tropical Fest has become a highly anticipated event each year! Live Music featuring The Kollections Band, 12 noon-3 pm in center court followed by Pirates of the Floridian musical duo 5-9 pm in center court and Tropical Avenue Band, 5-9 pm on the Beach! Village Restaurants and participating merchants will feature tropical food, drink and specialties and vendors will showcase their unique creations throughout the promenade. Admission and parking for the Key Lime & Tropical Fest is free. Noon - 9 p.m. Fishermen’s Village, 1200 W. Retta Esplanade, Punta Gorda, FL September Sarasota Events on Escape-to-Sarasota.com
September 21, 2025: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. This free show takes place at 1602 Ken Thompson Parkway (near/behind Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666. September Sarasota Events on Escape-to-Sarasota
September 23, 2023: TBA for 2025. Check out some heavenly bodies during Sidewalk Astronomy courtesy of the local group of Deep Sky Observers. Telescopes will be up and available for public viewing from 7:30 p.m. - 10 p.m./10:30 p.m. (weather permitting). Observing highlights at this weekend’s event will include the beautiful ringed planet Saturn as well as extraordinary close-up views of the features on our own Moon. Other deep-sky objects will also be featured in the club member’s telescopes. Celery Fields / Sarasota Audubon. The Celery Fields, 6893 Palmer Blvd, Sarasota, FL. Parking will be available in the large lot just WEST of the Nature Center building. The telescopes will be set up in the small parking lot on the east side of the Nature Center.
September 24 - October 5, 2025: The Sarasota Players opens its milestone 96th Season with The Wedding Singer, a high-energy celebration of love and second chances, proving that sometimes, the biggest dreamers come from the unlikeliest places. This is a Sarasota premiere. The Crossings at Siesta Key, 3501 S. Tamiami Trail, Sarasota, FL. Please park and enter the mall by Connor’s Steak and Seafood.
September 26 - October 26, 2025: Celebrate their 13th Annual Oktoberfest at Edelweiss in Bradenton. A month of fun. Get out all your German Garb, grab your best drinking buddy and work up a hefty appetite for the best Oktoberfest in Bradenton!! FREE ADMISSION. Huge Beer Tent. Live Entertainment, OKTOBERFEST FOOD & DRINKS. Every Saturday best dressed contest, $50 Gift certificate to win. $12 Liter and $6 ½Liter all beers. $7 all wines. Live Music Tuesday to Saturday. Oktoberfest Food Specials, Beergarden and inside fun for everyone. One month of fun. Daily Giveaways. Open daily Noon - 8 p.m. Edelweiss, 611 Manatee Ave E, Bradenton, FL. October Sarasota Events on Escape-to-Sarasota
September 26, 2025: It's the Free Music Friday Night Concert. Enjoy the music of Nick Fiasco in downtown's Centennial Park. Free and open to the public.7 p.m. - 9 p.m.. Attendees are asked to bring their own chairs. No alcohol is permitted in Centennial Park. Centennial Park, downtown Venice, FL. September Sarasota Events on Escape-to-Sarasota
September 27, 2025: It's National Public Lands Day at Phillippi Estate Park. The theme for NPLD 2025 is “Our Home Outdoors.” From trail maintenance to litter clean up and invasive plant removal, volunteers of all ages and abilities will roll up their sleeves and join forces for a common goal—stewarding America’s natural resources for future generations to enjoy. Register and volunteer and take part in the work service projects. National Public Lands Day (NPLD) is the nation's largest single-day volunteer event to improve and enhance America's public lands. Please join Sarasota County Parks, Recreation and Natural Resources at Phillippi Estate Park and help us connect to nature through volunteer service. More info: Sarasota County Contact Center at 941-861-5000. Event is from 8:30 a.m. - 11:30 a.m. Phillippi Estate Park, 5500 S Tamiami Trail, Sarasota, FL September Sarasota Events on Escape-to-Sarasota
September 27, 2025: You're invited to participate in National Public Lands Day at Oscar Scherer State Park. Give back to your public lands by volunteering for a service project. Oscar Scherer State Park will have a choice of service projects available to chooses from. Workday at Oscar Scherer State Park, to include hand pulling invasive plants, spreading mulch around playgrounds, litter pick up, & trail maintenance. Free park entry for volunteers. 9 a.m. - 12 p.m. (Long pants, close toed shoes, water and sunscreen recommended) Oscar Scherer State Park, 1843 South Tamiami Trail, Osprey, FL. More info: jamie.butler@floridadep.gov September Sarasota Events on Escape-to-Sarasota
September 27, 2025: Check out the Sarasota Opera Food & Wine Festival 2025! Formerly known as Taste of Downtown, the Sarasota Opera Food & Wine Festival returns with a roster of participating restaurants from across the Sarasota and Manatee region. It's hard to think of a better way to support Sarasota Youth Opera than an afternoon of great food and fabulous wine while enjoying performances from one of the nation's top youth music training programs. Watch this space for a running list of restaurants and specialty food, wine, and coffee shops you can sample during this fun, entertaining, and yummy event! $75 per person if purchased in advance. $85 per person at the door. Doors Open 1:00 p.m. Sarasota Opera House, 61 N Pineapple Ave., Sarasota, FL
September 27, 2025: It's the Venice Beach Party. Enjoy live music, food trucks, beer, wine and specialty drinks on the beach! Catch the free trolley running from Centennial Park to Venice Beach, plus free parking and free entry! Hosted by Venice MainStreet. 1 p.m. - 6 p.m. 101 The Esplanade South, Venice, FL.
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