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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.

  • Downtown Venice Fall Arts & Crafts Festival

    Browse a charming collection of handmade arts and crafts in the heart of downtown Venice. This free festival is perfect for early holiday shopping and discovering local talent.

  • Farmers Market at Lakewood Ranch

    Farmers Market at Lakewood Ranch
    Waterside Place at Lakewood Ranch 1561 Lakefront Dr, Sarasota, FL

    Discover one of the area's most popular weekly gatherings at The Farmers' Market at Lakewood Ranch! Every Sunday, over 90 curated vendors bring the best of fresh produce, prepared foods, artisanal goods, plants, crafts, and more to Waterside Place. It's a vibrant, family- and pet-friendly event perfect for browsing, brunching, and enjoying the beautiful setting along Kingfisher Lake. From fresh-baked pastries to farm-fresh vegetables, organic products, handmade gifts, and live music, this market is a must-visit for locals and visitors alike.

  • Sarasota Medieval Fair

    Sarasota Medieval Fair

    Step back in time and experience the magic of the Middle Ages at the Sarasota Medieval Fair, one of Florida’s most immersive and beloved annual festivals. This outdoor event brings history to life with thrilling jousting tournaments, live armored combat, themed entertainment, and a bustling marketplace filled with artisans, blacksmiths, glass blowers, and unique handmade goods.

  • 37th Annual Venice Art Fest

    Day two of the Venice Art Fest brings another full lineup of artists to West Venice Avenue. Explore original works in every medium, speak with artists at their booths, and enjoy a relaxed browse under the palm-lined streets of Historic Downtown Venice. Hours are 10:00 AM to 5:00 PM with free admission. Parking is available on and around West Venice Avenue; arrive early for the most convenient spots. Weather-permitting; see the event website for updates.

    Free admission
  • 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.

  • Siesta Key Drum Circle

    Siesta Key Drum Circle

    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!

  • Art in the Park – The Bay

    Ibis Playground Pavilion at The Bay 1055 Boulevard of the Arts, Sarasota, Florida

    Start your month with a splash of creativity at Art in the Park, a free community art session held the first Friday of every month from 10 to 11 AM at The Bay’s Ibis Playground Pavilion in downtown Sarasota. Surrounded by the beauty of Sarasota Bay, participants of all ages are invited to unwind, connect, and explore their artistic side under the guidance of Art Center Sarasota teaching artists.

    Free (Registration Requested)