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siesta key drum circle
Siesta Key Drum Circle

Siesta Key Drum Circle

Siesta Beach 948 Beach Road, Siesta Key, Sarasota, FL

Experience one of Sarasota’s most iconic and free-spirited traditions at the Siesta Key Drum Circle, held every Sunday evening just before sunset on the soft white sands of Siesta Beach. Drummers, dancers, locals, and visitors gather in a vibrant circle to celebrate rhythm, community, and the beauty of nature. Feel free to bring your own drum, join the dancing, or simply relax and enjoy the colorful scene. Family-friendly and open to all ages. No tickets or registration required — just show up and soak in the good vibes!

jazz sarasota

Monday Night Jazz Cabaret

John C. Court Cabaret @ FST 1265 First St, Sarasota, FL

Bryan J. Hughes & The Crew – Five-piece ensemble performing American Songbook favorites with global flair; doors at 6:30. Performance begins at 7:30 PM. Tickets $34–39; member discounts available. Seasonal series by Jazz Club of Sarasota; tickets sold individually; food & bar available on-site.

$34 – $39
jazz sarasota
Jazz Thursdays at Sarasota Art Museum

Jazz Thursdays at Sarasota Art Museum

Unwind at Jazz Thursdays, a vibrant monthly gathering at the Sarasota Art Museum. Held on the second Thursday of each month, this event brings together live jazz music, inspiring art, and a lively community vibe. Enjoy performances under the stars on the Marcy & Michael Klein Plaza, explore the galleries with extended hours, and grab a bite or a glass of wine at Bistro, which opens at 5:00 PM with a special evening menu. Whether you're a jazz aficionado or just looking for a fun night out, Jazz Thursdays offer a cultural escape like no other in Sarasota.

outdoor movie
Free Outdoor Movie – Waterside

Free Outdoor Movie Series – Waterside

Waterside Park 1560 Lakefront Dr, Sarasota, fl

Enjoy a magical evening under the stars at the Free Outdoor Movie Night held monthly at Waterside Park in Lakewood Ranch, Sarasota, FL. Hosted on the second Friday of each month, this family-friendly event invites the community to bring blankets, lawn chairs, and picnic baskets to watch a movie on a giant inflatable screen in a scenic waterfront setting.

outdoor movie
Movie in the Park at Waterside Place

Movie in the Park at Waterside Place

Enjoy a family-friendly movie night under the stars. The first 220 attendees will receive a free cookie from Dirty Dough Cookies, courtesy of Grace Community Church. There will also be inflatables for kids and concessions available from We B’ Poppin Popcorn and Kettle Corn. Remember to bring your own blankets or lawn chairs.

circus sarasota

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.

Dog Days of Summer Yappy Hour (Bradenton)

Celebrate summer with your furry best friend at the Dog Days of Summer Yappy Hour in Bradenton! This pet-friendly social event invites dog lovers and their pups to enjoy an evening of tail-wagging fun featuring drink specials, live music, pet-friendly vendors, and pup treats galore. Held at a local brewery or outdoor venue, the Yappy Hour includes dog costume contests, giveaways, and chances to connect with local rescues and pet services. It’s the paw-fect way to meet fellow animal lovers, support pet-friendly businesses, and enjoy a relaxed summer evening with your four-legged companion.

yoga

Sarasota Bayfront Yoga – August Series

Find your flow with breathtaking views at the Sarasota Bayfront Yoga – August Series, a peaceful outdoor yoga experience held along the scenic waterfront. Led by experienced local instructors, these all-levels classes invite participants to stretch, breathe, and reconnect with nature as the sun rises or sets over Sarasota Bay. Bring your mat, water bottle, and a sense of calm for a grounding practice surrounded by sea breeze and community. Whether you're a beginner or seasoned yogi, this free (or donation-based) series is the perfect way to start or end your summer days with mindfulness and movement.

benderson park
Pilates by the Lake

Pilates by the Lake

​Pilates by the Lake is a series of complimentary outdoor mat Pilates classes hosted by Club Pilates at Nathan Benderson Park in Sarasota, Florida. These sessions offer participants an opportunity to engage in a full-body workout while enjoying the serene lakeside environment.​

fresh fridays

Fresh Fridays: Summer Sendoff

Say goodbye to summer in style at Fresh Fridays: Summer Sendoff, a lively block party in the heart of downtown Sarasota. This monthly series wraps up the season with an evening of live music, pop-up vendors, outdoor games, and complimentary bites and beverages from participating restaurants. Enjoy a festive, pedestrian-only zone where locals and visitors gather to celebrate community, culture, and the charm of Main Street. With themed giveaways, Instagram-worthy photo ops, and an upbeat atmosphere, Fresh Fridays are the perfect way to close out summer under the stars.

honey bees

Sarasota National Honey Bee Day Celebration

Celebrate National Honey Bee Day at The Bazaar on Apricot & Lime with a day full of bee-themed activities and local delights. The first 50 guests will receive a special "thank you for bee-ing here" chapstick. Enjoy free samples from Bee Blessed Honey, complimentary bumble margaritas at noon, and participate in a coloring contest with prizes. Live music will be featured from 12:00 PM to 2:00 PM.

art & crafts

Venice Craft Festival – August Edition

Stroll the charming streets of historic downtown during the Venice Craft Festival – August Edition, a beloved summer tradition showcasing the talents of local and national artisans. This open-air event features handmade jewelry, pottery, paintings, woodwork, home décor, wearable art, and more—perfect for finding a unique gift or treating yourself. Meet the makers, enjoy live demonstrations, and support small businesses while exploring Venice’s scenic avenues. With free admission and a relaxed, family-friendly atmosphere, the festival offers a fun weekend outing for art lovers and curious shoppers alike.