2018 September Sarasota
Events Calendar

The September Sarasota Events Calendar includes the best listing of fun things to do in Sarasota, Florida and around the sun coast.



September 1 -  2, 2018: It's time to enjoy The 10th annual Downtown Venice Craft Festival. Art and craft vendors will be displaying their works. Everything from functional art to gift items to a green market with plants and things! Miami Avenue in downtown Venice, Florida. 10 a.m. - 4 p.m. Free admission and parking. 

September 1 - 2, 2018: Sailing is the name of the game when the Sarasota Sailing Squadron puts on its 72nd Annual Labor Day Regatta, its biggest event of the year. The event is attended by sailors from ages 8 to 80, both from the U.S. and Canada and it draws about a thousand visitors each year. It's free viewing for spectators. On City Island at 1717 Ken Thompson Parkway, Sarasota, FL. Click here for more  or 941-388-2355. September Sarasota Events on Escape-to-Sarasota.com

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September 1 - 3, 2018: The two week celebration known as Pioneer Days wraps up in Englewood with the 62nd Annual Pioneer Days Festival from 8 a.m. - 3 p.m. and Parade at 9 a.m. on Monday, Labor Day. Other fun over the three days includes Cardboard Boat Races, Shipwreck Dance, Open Car Show, a Diaper Derby, a Fish-a-Thon, a Corvette Car Show and more. West Dearborn Street, Olde Englewood Village. The Pioneer Days Parade begins at 9 a.m. at St. Raphael's Church. The traditional Parade route follows Olde Englewood Road, turns onto west Dearborn Street, proceeds to north McCall Road, turns left on north McCall Road. Click for the full schedule and more info here.

September 3, 2018: The two week celebration known as Pioneer Days wraps up in Englewood with the 62nd Annual Pioneer Days Parade on Monday, Labor Day, at 9 a.m. The Pioneer Days Parade begins at 9 a.m. at St. Raphael's Church. The Parade route follows Olde Englewood Road, turns onto west Dearborn Street, proceeds to north McCall Road, turns left on north McCall Road. Click for the full schedule and more info here.

There are numerous recurring, fun things to do in Sarasota throughout the year. Click here for my list of recurring Events in Sarasota!

September Sarasota Events

September 4, 2017: It's Brews & Boots on the Myakka with live country music featuring Evan Steele from 11 a.m. - 12:30 pm. and The Jack Michael Band from 1 p.m. - 4 p.m. Food & Drink specials available. 11 a.m. - 5 p.m. Free admission. Snook Haven, 5000 East Venice Ave., Venice, FL

September 6, 2018: Check out Ringling Underground with local and regional live music while up and coming artists showcase their works in the museum courtyard. 8 p.m. - 11 p.m.  Admission: $15. Free for  Members and College Students w/ ID and free with "Art After Five" admission, College Students Free with College ID. Ringling Museum of Art, 5401 Bay Shore Road, Sarasota. 941-359-5700.

September 7, 2018: Lakewood Ranch presents Music on Main the first Friday of each month from 6 p.m.- 9 p.m.! Live music, beer, wine and food available. 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 Sarasota Events on Escape-to-Sarasota

September 7, 2018: Unfortunately due to the summer construction in downtown Venice their Free Music Friday Night summer concerts in Centennial Park are on hiatus until November, 2018.

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September Sarasota Events

September 8, 2018: The 15th Annual Venice Triathlon takes place with these events: Swim .25 mile - Bike 12.1 Miles - Run 3.1 Miles. The event is USAT sanctioned and is open to individuals or relay teams. The morning starts at 7:30 a.m. at Sharky's on the Pier, 1600 S. Harbor Drive, Venice and moves in a closed course through downtown Venice. Click here for registration and more info. And here's more info and sign up.

September 8, 2018: Enjoy Literacy Among the Trees in celebration of International Literacy Day. This fun and family-oriented event will feature various literacy activities and readings for all ages to enjoy. The park's normal entrance fees will be waived if you donate a gently used family friendly book or present a library card upon entrance on this date. 10:00am - 2:00pm. Oscar Scherer State Park, 1843 South Tamiami Trail, Osprey.   

September 11, 2017: You're invited to the Pay Tribute to Heroes Memorial Service, a memorial event for local emergency workers organized by the Manatee County Fire Chief's Association. 8 a.m. - 10 a.m. at the Great Lawn of the Memorial SIte at the Riverwalk in downtown Bradenton. September Sarasota Events on Escape-to-Sarasota

September 11, 2017: Fellow Veterans and All Patriots are invited to the 5th Annual 9.11 Victims and Fallen Heroes Memorial Ceremony. The program will be from 10 a.m. - 11:30 a.m. and will feature guest speakers and more. The 9.11 Victims and Fallen Military Heroes Memorial honors the more than 3,000 people killed in the terrorist attacks of September 11, 2001 and the more than 6,852 US Military Servicemen and Women who have been killed in the War on Terrorism. Patriots Park, 800 Venetia Bay Blvd, Venice, FL. 



September Sarasota Events

September 14, 2018: Enjoy an evening on the bay front and some free live music at the 17th annual summer music fest, "Friday Fest," at the Van Wezel with the Dr. Dave Band. A Bradenton favorite performing for more than a decade as a top-choice house band, this group knows how to wow a crowd with high-energy Southern Rock blended with bluegrass banjo, fiddle & more to close out this year's summer music fest series. Bring your lawn chair or blanket, take in the music along with the beautiful Sarasota sunset and enjoy food and beverage from local vendors. Outside food and drink is prohibited. This free concert takes place rain or shine, it moves indoors in case of inclement weather. 5 p.m. - 9 p.m. The Bayfront Lawn, Van Wezel Performing Arts Hall, 777 N Tamiami Trail, Sarasota, FL.   September Sarasota Events on Escape-to-Sarasota

September 14 - 16, 2018: 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. - 6 p.m. Free admission and parking. Robarts Arena at the Sarasota Fairgrounds, 3000 Ringling Blvd., Sarasota. September Sarasota Events on Escape-to-Sarasota

September 15, 2018: Check out the 6th annual Life's a Beach Triathlon. It's somewhat of a kinder, gentler triathlon with a shorter swimming course. There's a 200 yard swimming race, 5 miles on bike and a 2 mile beach run. Register early and save. Starts at 6 a.m. with racer packet pickup. First wave goes at 8 a.m. Beach bash after party when you finish the race. Lido Beach Resort, 700 Ben Franklin Parkway, Lido Key, Sarasota. More info and register here.

September 15, 2018: Help Keep Sarasota County Beautiful on the Annual International Coastal Clean Up Day. Various locations include: Sarasota, Venice, Laurel, Nokomis, North Port and Englewood. At Oscar Scherer State park you may paddle or walk along South Creek picking up trash on the banks or by walking the shores of the freshwater lakes. Free event and park entry for registered participants. Canoes are provided but limited. Registration opens in early August, 2018. (941) 861-5000  9 a.m. - 12 p.m. Click here for updates, locations and more information.

September Sarasota Events

September 15, 2018: Let your palette enjoy the 5th annual "A Taste of Downtown Sarasota" with menu tastings from your favorite downtown restaurants along with fine wine pairings and assorted beers, all in a unique setting at the historic Sarasota Opera House. Proceeds benefit Sarasota Youth Opera. Tickets: $75 per person.1 p.m. Sarasota Opera House, 61 N. Pineapple Ave., Sarasota. Click here for more info. September Sarasota Events on Escape-to-Sarasota

September 15, 2018: 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 sunset. - 10 p.m. - 10:30 p.m. (weather permitting). Celery Fields / Sarasota Audubon. The Celery Fields, 6893 Palmer Blvd, Sarasota, FL. Telescopes are set up in the parking lot at the southeast corner of the Celery Fields. (The intersection of Palmer Blvd. and Center Road.). Visitor parking is available in the parking lot on the west side of the Audubon Society building. September Sarasota Events on Escape-to-Sarasota

September 16, 2017: It's the kickoff to Oktoberfest Season at Big Top Brewing complete with The Schnitzel Trailer at 5 p.m., live band Babyl at 7 p.m. and beer. Lederhosen wearers get their first core beer on the house. 5 p.m. - 11:30 p.m. Big Top Brewing Company, 6111 Porter Way, Sarasota, FL. 800-590-2448.

September 21, 2018: Unfortunately due to the summer construction in downtown Venice their Free Music Friday Night summer concerts in Centennial Park are on hiatus until November, 2018.

September Sarasota Events

September 22, 2018: Get set for the 34th Annual Siesta Key Triathlon. There's a .3 mile swim, a 13 mile bike race and a 3.1 mile run. The course includes Siesta Key Beach and benefits the national champion Sarasota YMCA Sharks Swim Team. Various options and registration fees. 7 a.m. Siesta Key Beach, 948 Beach Road, Sarasota, FL. Click here for more info and sign up.

September 22, 2018: It's National Public Lands Day. Taking place at The Celery Fields, the event will focus on trail beautification, branch and debris removal, and general cleanup of the park. 8:30 a.m. - 11:30 a.m. 6893 Palmer Blvd., Sarasota, FL. More info and to volunteer, click here.

September 22, 2018: Celebrate Smithsonian Magazine's Museum Day Live at the Ringling Museum. All venues of the Ringling Museum will be open and free of charge as part of Museum Day Live! It's a great time and price to explore the Ringling Museums and grounds. Explore paintings and sculptures in the Museum of Art, participate in a scavenger hunt through the Circus Museum, and enjoy the grounds and Playspace all together! Ringling Museum: 10 a.m. - 5 p.m. 5401 Bay Shore Road, Sarasota. Click here to print your free ticket. 

September 22, 2018: Enjoy the Venice Beach Party, Music and Beer Festival, a "Lovin' our Locals" event! Get in the party mood with Live Music, Children’s Activities, Food Vendors, Beer and Spirits. Free admission. 2:45 p.m. - 7:45 p.m. No coolers/no pets. Venice Beach, 725 W Venice Ave, Venice, FL.

September Sarasota Events

September 23, 2017: Check out the annual Oktoberfest at JDub's featuring their own brews as well as German-style ones plus food from the Schnitzel Trailer. There will also be music and stein games plus a best dressed contest with winners chosen at 3:30 p.m. Free admission. 11 a.m. - midnight. JDub's Brewing Company, 1215 Mango Ave, Sarasota, FL. 941-955-2739.

September 29, 2018: The Annual National Public Lands Day will be observed at Oscar Scherer State Park. Volunteer and take part in the work service projects. Live music and lunch provided at noon. It's a work project to give back to the environment for all ages, fun activities & various demonstrations & informational booths. Free park entry. Free lunch provided to registered work project participants. Event is from 9 a.m. - 2 p.m. Oscar Scherer State Park, Rt. 41, 1843 South Tamiami Trail, Osprey, FL. More info at:(941) 483-5957. September Sarasota Events on Escape-to-Sarasota

September 29 - October 1, 2017: German food & beer and live music  from 3 German Bands are all part of The Sun Coast Oktoberfest presented by Geier’s Sausage Kitchen. Plus participate in the Chicken Dance competition, Stein Hoisting Competition and more are all part of the fun. Get dressed up in your Dirndl or Lederhosen for a free gift. This is the perfect opportunity to experience a little bit of Germany here in Sarasota, all under a big tent. So it's rain or shine! Traditional Opening Keg Tapping Ceremony at 11 am Friday September 29. Admission last year was $2.00. 11 a.m. - 8 p.m. Westfield Sarasota Square Mall, Rt. 41, 8201 S Tamiami Trail, in the south JC Penney parking lot, Sarasota. September Sarasota Events on Escape-to-Sarasota

September 30, 2018: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their first Sunday afternoon show of the new fall season 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.) More info at: 388-1666. September Sarasota Events on Escape-to-Sarasota

September Sarasota Events

September 30, 2017: Check out the Oktoberfest at Calusa Brewing which will feature The Schnitzel Trailer serving authentic Bavarian cuisine plus two special release beers and live music from 3 p.m. - 7 p.m. with Justin Layman. 2 p.m. - 8 p.m. Calusa Brewing, 5701 Derek Ave., Sarasota, FL 941-922-8150.

September 30, 2017: Food trucks, live music and beer are a part of the Roktoberfest at Darwin Brewing. Featuring Hail Dale, Band of Sorrows and Matt Burke of Have Gun, Will Travel, plus family fun at this dog-friendly celebration. 4 p.m. - ? Darwin Brewing Company, 803 17th Ave. W., Bradenton. 941-747-1970.








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