Win prizes while you think, drink and enjoy fresh seafood and signature cocktails at Lefty's Oyster and Seafood Bar when Trivia Nation hosts Trivia Tuesdays. Test your knowledge across a variety of categories, bring your friends, family and coworkers, or jump in and join a team when you arrive. Win a $100 gift card every week and the admiration of your smartest friends.

Lefty's Oyster and Seafood Bar, 428 N Lemon Ave., Sarasota

Enjoy a delicious brunch offered every Sunday at Tripletail Seafood and Spirits on the beautiful covered patio or casual dining room. The menu features a variety of dishes created by Chef Cesareo Cardenas, including his decadent creme brulee French toast, steak and eggs, lobster benedict, crab and shrimp omelet and the Tripletail brunch burger. Guests will receive a complimentary Bloody Mary or mimosa with the purchase of any entree.

Tripletail Seafood and Spirits, 4870 S Tamiami Trl, Sarasota

The popular Halloween-inspired light show returns to Selby Gardens' Historic Spanish Point! The campus is transformed into Spooky Point where you can follow an eerily lit path and encounter fantastic creations and boo-tanically-themed decorations along the way. Equal parts campy, creepy and cute, this walk-through show is fun for all ages. Tickets go on sale August 24.

Historic Spanish Point Campus, 401 N Tamiami Trl, Osprey

Hear Duke Ellington's music as you've never heard it before with this Tony Award-winning theatrical journey. Directed by Jim Weaver, Sophisticated Ladies shares elegant and timeless hits including It Don't Mean A Thing If It Ain't Got That Swing and Don't Get Around Much Anymore. Every song tells its own story of the romance, humor and refined style of the time. Performances are offered at 2:00pm and 7:30pm.

Westcoast Black Theatre Troupe, 1012 N Orange Ave., Sarasota

Featuring Isabella Ling Sun on violin, Ching-Yu Tseng on cello and Daniel Chen-Wang on piano, Trio Sinfonia opens the season for Artist Series Concerts of Sarasota. Born out of the chamber music department at the New England Conservatory, the ensemble unites three passionate musicians who share a deep love for chamber music. Their program will feature Brahms' Trio in B Major and Mendelssohn's Trio in C Minor.

Fischer/Weisenborne Residence, 7459 Cabbage Palm Ct., Sarasota

Celebrating 15 years of Strider Cup World Championships, this event will bring together hundreds of toddlers and preschoolers from across the globe to the same track that Olympians will be racing on to qualify for LA28. Register your 2-, 3- or 4-year-olds to race on their Strider Bike; no other balance bike brands are allowed. Non-racers and families are welcome to join in and attend the event. Local vendors, games and giveaways are available, along with a beach party on October 11.

Sarasota BMX, 1590 N Tuttle Ave., Sarasota

This gripping musical journey by Karl Jenkins is widely recognized as the most performed classical work by a living composer. Hear musical traditions and texts from cultures around the world that echo a universal plea for peace. The Armed Man moves audiences from conflict to hope in this unforgettable concert experience presented by Key Chorale, with guest artist Amanda Crider.

First United Methodist Church, 104 S Pineapple Ave., Sarasota

Opening the fall 2026–spring 2027 season at SPAACES, this exhibit showcases artists who work outside the public eye. Curator Yosnier Miranda brings together artists who maintain dedicated, disciplined studio practices while choosing not to exhibit their work publicly. Bedroom Communities offers a rare opportunity to encounter work that has largely remained unseen despite years of thoughtful and passionate creation.

SPAACES, 2051 Princeton St., Sarasota

Directed by Preston Boyd, this bold new drama explores guilt, redemption and the search for light in a world shattered by violence. A haunted young Latino gang member and an aging rabbi form an unlikely bond inside a crumbling East L.A. synagogue, now used as a community center. Blending humor, poetry, rap and prayer, the performance asks whether broken souls can find a way to heal.

The Sarasota Players, 3501 S Tamiami Trl, Sarasota

Open to ages 5-19, this tournament is an awesome opportunity for young anglers to enjoy some friendly competition. Bring your rod and reel, and arrive by 8am for an 8:30am check-in. The tournament begins at 9am.

Lake Uihlein, 8175 Lakewood Ranch Blvd, Bradenton

Enjoy fresh produce, local art, music and free family activities on Bradenton's Old Main Street every Saturday from October through May. Local farmers, artisans and chefs share their talents, and you'll always be greeted with a smile from the market vendors. 

Old Main Street, 400 12th St. W, Bradenton

In its third year, this Wellen Park festival invites family and friends into a traditional Oktoberfest atmosphere with German dancers, a live polka band, a stein-hoisting competition and plenty of beer and brats. Experience the inaugural keg tapping and hear the DeLeon Family Oktoberfest Band with three generations of accordion players. Food and drink options include Banyan House, La Maison, Pop Dawgs and more. Parking lots and street parking are available along Sunglow Boulevard and Springtide Way.

Downtown Wellen Park, 19745 Wellen Park Blvd, Venice

Based on the novel by Bram Stoker and adapted by Ren Pearson, The Players Studio Black Box invites audiences into the shadows with one of the most iconic Gothic tales ever written. Mysterious, thrilling, romantic and terrifying, Dracula will explore fear, obsession and the darkness that lives just beneath the surface.

The Players Studio Black Box, 1400 Blvd. of the Arts, Sarasota

In its 21st season titled Raices y Vuelos, Sarasota Contemporary Dance partners with acclaimed bassist Johnnie Barker and The Barker Project for a high-energy collaboration that fuses live music and contemporary dance into an electrifying shared experience. Known for its signature combination of jazz, funk, blues, rock and gospel, The Barker Project brings a fluid, improvisational sound world that meets SCD's dynamic movement language in real time.

Manatee Performing Arts Center, 502 3rd Ave. W, Bradenton

Celebrating its third year, this two-day alfresco event features an exclusive five-course wine dinner on Friday, November 13 and an introductory wine tasting class and the promenade Grand Tasting along Wellen Park Boulevard on Saturday, November 14. Guests can also enjoy live contemporary jazz music, shopping and small bites from Acqua Pazza Coastal Italian, Agave Bandido, The Banyan House, La Maison and more. Aside from admission, a general admission ticket includes a commemorative wine glass, a signature event tote, unlimited wine tastings and four food tasting tickets to redeem at participating restaurant tents.

Solis Hall, 19745 Wellen Pk Blvd, Venice

Join climate leaders, researchers, community partners, business professionals and students for the 6th Annual CAC Florida Climate Conference: From Climate Risk to Climate Resilience. Experience a full day of inspiring presentations, engaging discussions and networking with the exciting vision of the Living Laboratory for Coastal Resilience. This collaborative initiative brings together science, technology, education and community partnerships to build a stronger Suncoast. For an early bird bonus, register by August 15 to enjoy a complimentary catered lunch.

Selby Auditorium at the USF Sarasota-Manatee Campus, 8350 N Tamiami Trl, Sarasota

Sarasota brings one of the most influential trailblazers to the city for a powerful series of experiences designed to inspire courage, character and civic engagement among youth and throughout the community. Local students will walk together in honor of Ruby's historic steps. A community town hall conversation, moderated by Charlayne Hunter-Gault, will reflect on Ms. Bridges' defining place in our nation's story and the enduring power of civic engagement, community dialogue and collective action.

Booker Visual and Performing Arts Center, 3201 N Orange Ave., Sarasota