Name: Labor Day Regatta
Start: 2025-08-30T10:00:00+00:00
End: 2025-09-01T16:00:00+00:00

August 2025
August 2 @ 5:00 PM - 8:00 PM 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.
August 4 @ 7:30 PM - 9:00 PM
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
August 9 @ 10:00 AM - 4:00 PM
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.
August 9 @ 4:00 PM - 7:00 PM
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.
August 10 @ 8:00 AM - 9:00 AM
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.
August 14 @ 5:00 PM - 8:00 PM
Venice Main Street Fall Wine Walk
Sample wines while strolling through historic downtown Venice. Local shops stay open late and offer treats and specials during this evening of wine and community fun.
August 15 @ 7:00 PM - 10:00 PM
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.
August 16 @ 10:00 AM - 3:00 PM
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.
August 16 @ 10:00 AM - August 17 @ 4:00 PM
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.
August 18 @ 11:00 AM - 2:00 PM
Bradenton Blues Brunch
The Bradenton Blues Brunch is a scheduled live music event that combines blues performances with a curated brunch experience. Typically held at a local restaurant or venue in downtown Bradenton, the event features regional blues artists and a specially prepared brunch menu available for purchase. Guests can enjoy a relaxed atmosphere with live entertainment during daytime hours. The event supports Bradenton’s cultural programming and is part of the city’s ongoing effort to promote music, food, and community engagement in the downtown area. Seating is limited, and early arrival or reservations may be recommended.
August 29 @ 5:00 PM - 9:00 PM
North Port Community Night Market
Discover local flavor and community spirit at the North Port Community Night Market, a lively evening event featuring food trucks, artisan vendors, live music, and family-friendly activities. Held outdoors under the stars, the market offers a welcoming atmosphere where residents and visitors can shop handmade goods, enjoy a variety of cuisines, and connect with small businesses and local organizations. Kids can enjoy games and entertainment, while adults browse unique finds and listen to local performers. Whether you're shopping, eating, or just soaking in the vibe, the Night Market is a fun way to support the North Port community.
August 30 @ 10:00 AM - September 1 @ 4:00 PM
Labor Day Regatta
Hosted by the Sarasota Sailing Squadron, this Labor Day sailing tradition brings competitors and spectators to the bayfront for three days of thrilling races.

August 2025