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  • Siesta Key Rum Tasting Tours

    Tour the award-winning Siesta Key Rum distillery and sample locally made rums. Free guided tours available several days a week with insights into small-batch production and local flavor.

  • 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.

  • FIT4MOM Workout Classes at UTC

    FIT4MOM Workout Classes at UTC
    The Mall at University Town Center 140 University Town Center Drive, Sarasota, FL

    Join FIT4MOM Sarasota for energizing Stroller Strides® and Stroller Barre® workouts at The Green at UTC. These full-body fitness classes are designed for moms with little ones in tow and combine strength training, cardio, and core restoration, all while entertaining your child with songs and activities. Ideal for new moms looking to stay active, meet other parents, and make fitness part of their weekly routine.

  • After Hours at Sarasota Art Museum

    After Hours at Sarasota Art Museum
    Sarasota Art Museum 1001 South Tamiami Trail, Sarasota, FL, United States

    Unwind at After Hours—a lively evening of live music and social dancing on the Marcy & Michael Klein Plaza at Sarasota Art Museum. Most nights kick off with a quick beginner-friendly lesson at 5:30 pm, followed by music and open dancing until 7:30 pm. Galleries, the Bistro, and the SHOP stay open late, so you can make a full night of it.

  • Selby Gardens Orchid Show: Fall Blooms

    Immerse yourself in the stunning world of orchids during the Selby Gardens Orchid Show: Fall Blooms, hosted at the Downtown Sarasota campus of Marie Selby Botanical Gardens. This annual fall exhibition celebrates the beauty, diversity, and fragility of orchids through breathtaking horticultural displays, vibrant art installations, and interpretive exhibits exploring the science and history behind these exotic blooms.

  • Siesta Key Safe Treats

    Enjoy safe and festive Halloween trick-or-treating along Siesta Key Village.

  • Sarasota Fall Fest & Carnival

    Sarasota Fall Fest & Carnival 2025
    The Mall at University Town Center 140 University Town Center Drive, Sarasota, FL

    Experience Sarasota’s signature fall carnival at University Town Center — four days of rides, games, food, and family fun under the lights of autumn.

  • 11th Annual Trick-or-Treat in the Village of the Arts

    Village of the Arts 1227 12th St. W, Bradenton, FL

    Bring the family to Bradenton's creative neighborhood for a Halloween stroll through the Village of the Arts. Studio doors and porch lights will be on, with galleries and neighbors handing out treats while you explore colorful streets, murals, and yard displays. Expect a friendly atmosphere, easy photo ops, and plenty of candy stops for costumed kids. Street parking is available throughout the Village, plus an overflow lot at 13th Ave and 12th St. Please use crosswalks and watch for pedestrians.

    Free
  • 17th Annual Fright Night on St. Armands Circle

    St. Armands Circle 300 Madison Dr,, Sarasota, Fl

    St. Armands Circle transforms for one evening into a festive Halloween promenade. Browse shops and restaurants as costumed characters and creative window displays set the mood. Families can trick-or-treat around the Circle while adults enjoy special offers and seasonal bites. Free to attend; arrive early to find parking on and around the Circle or use rideshare during peak times.

    Free
  • Lights at Spooky Point

    Historic Spanish Point 401 N Tamiami Trail, Osprey, Florida

    Enjoy a magical autumn evening under the lights at Spooky Point! The historic campus of Spanish Point comes alive with dazzling displays, eerie pathways, and colorful botanical-inspired installations perfect for all ages. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.

    $4 – $34
  • Downtown Sarasota Farmers Market

    Downtown Sarasota Farmers Market
    Downtown Sarasota Farmers Market 1 N Lemon Ave, Sarasota, FL

    Enjoy a vibrant and lively market experience every Saturday in the heart of Downtown Sarasota! The Sarasota Farmers Market features over 70 vendors offering fresh produce, artisan foods, local seafood, plants, handmade crafts, and more. Stroll through the market, listen to live music, and discover unique finds while supporting local farmers, bakers, and artists. The market is family-friendly and pet-friendly, making it a perfect Saturday morning tradition for all ages. Come early for the best selection and enjoy the downtown Sarasota atmosphere.

  • Bradenton Public Market

    Bradenton Public Market

    Welcome to the Bradenton Public Market, a place where the community meets each week to enjoy fresh produce, local art, music, and free family activities on Old Main Street.Since 1979, the Bradenton Public Market has been a cherished weekly tradition, transforming Old Main Street into a vibrant, open-air marketplace. Each Saturday from October through May, locals and visitors alike gather to explore over 80 vendors offering fresh produce, artisanal goods, local art, and delicious prepared foods. The market also features live music, chef demonstrations, and family-friendly activities, making it a delightful outing for all ages.