Sarasota Lifestyle

Monday Night Jazz – Jazz Club of Sarasota

Experience an intimate evening of live jazz at the Monday Night Jazz Cabaret, presented by the Jazz Club of Sarasota. Held in the cozy ambiance of the John C. Court Cabaret, this series showcases a rotating lineup of talented jazz musicians from the local and national scenes. Enjoy a blend of classic and contemporary jazz styles in a setting that offers both exceptional acoustics and a full-service bar and dinner menu. It's the perfect way to start your week with rhythm and soul.

Towles Court Art Studios Open Studio Night

Stroll through one of Sarasota’s most eclectic and charming arts districts during the Artwalk at Towles Court, a vibrant celebration of creativity held on the third Friday of each month. This monthly event invites locals and visitors alike to explore artist studios, galleries, and shops showcasing fine art, sculpture, pottery, jewelry, and more. Live music fills the air as guests enjoy complimentary refreshments and the chance to meet the artists behind the work. Many participating studios offer demonstrations, making it a fun and interactive experience for all ages.

Cinema at The Bay: Waking Ned Devine

The Oval 1055 Blvd of the Arts, Sarasota, Florida

Enjoy a free outdoor movie under the stars at The Bay! In the spirit of the 153rd British Open held at Royal Portrush in Northern Ireland, enjoy this “luck o’ the Irish” comedy that will motivate you to buy a lottery ticket! (PG) – When a lottery winner dies of shock, his fellow townsfolk attempt to claim the money.

Venice Main Street Christmas in July

Shop local and enjoy early holiday cheer with downtown merchants offering sales, treats, and festive fun. Santa may even make a summer appearance!

Cinema at The Bay: Ferris Bueller’s Day Off

The Oval 1055 Blvd of the Arts, Sarasota, Florida

Enjoy a free outdoor movie under the stars at The Bay! What would YOU do on your day off? (PG-13) – A brash, cocky high school senior, tired of skipping school to spend a boring day at home, is determined to enjoy an epic day roaring around his favorite Chicago sites, enlisting his best friend and girlfriend to join him on the adventure.

Cinema at The Bay: The Greatest Showman

The Oval 1055 Blvd of the Arts, Sarasota, Florida

Enjoy a free outdoor movie under the stars at The Bay! There’s no better way to enjoy the summer than with this mood boosting magical musical. (PG) – Celebrates the birth of show business and tells of a visionary who rose from nothing to create a spectacle that became a worldwide sensation.

Sarasota Slam Sport Fishing Tournament

Anglers compete for prizes in offshore and inshore divisions at this high-stakes summer fishing event. Family activities, weigh-ins, and awards take place at Marina Jack.

Music on Main Lakewood Ranch

Music on Main Lakewood Ranch

Join the fun at Music on Main, Lakewood Ranch’s signature monthly street party featuring live music, food vendors, beer and wine booths, and family-friendly activities. Held on the first Friday of every month along Main Street, this lively outdoor event draws locals and visitors alike for an evening of entertainment and community connection. Each month features a different band playing everything from rock and country to funk and pop, plus local businesses and nonprofits hosting booths and activities. Bring a chair, leave the cooler at home, and enjoy the vibrant energy of one of Lakewood Ranch’s most popular recurring events.

Sarasota Art Museum First Fridays

Sarasota Art Museum First Fridays

Celebrate Sarasota’s vibrant creative community at First Fridays at Sarasota Art Museum. Held on the museum’s beautiful plaza, this monthly evening gathering offers live music, art, food, and drink in a lively, welcoming atmosphere. Guests can enjoy gallery access, curated performances, pop-up art activities, and a specialty menu from the on-site Bistro. Whether you're an art lover or just looking to unwind, it's a perfect Friday night out for friends, couples, and families alike.

Summer Circus Spectacular

Step into the world of awe and wonder at the Summer Circus Spectacular, a high-energy, family-friendly production presented by The Ringling and Circus Arts Conservatory. Held inside the historic Historic Asolo Theater in Sarasota, this annual summer showcase features world-class circus artists performing breathtaking aerial acts, juggling, comedy, and acrobatics—all packed into a one-hour show perfect for all ages. It’s an ideal way to introduce young audiences to Sarasota’s rich circus heritage while enjoying thrilling live entertainment in an intimate setting. Affordable and unforgettable, the Summer Circus Spectacular is a must-see highlight of Sarasota’s summer arts calendar.