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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 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.

  • 37th Annual Venice Art Fest

    Discover one of Florida's favorite open-air art shows as the Venice Art Fest returns to Historic Downtown Venice. Stroll West Venice Avenue and browse original works from more than 150 artists across painting, sculpture, jewelry, photography, mixed media, glass, ceramics, wood, metalwork, and wearable art. Meet the makers, learn about their process, and find a piece to take home. Good to know: Free admission. Outdoor, family-friendly setting from 10:00 AM to 5:00 PM. Arrive early for the best street and lot parking around downtown; consider rideshare during peak hours. Event is weather-permitting—check the organizer website for any updates.

    Free admission
  • 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.

  • 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.

  • 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.

  • Suncoast Food & Wine Fest 2025

    Premier Sports Campus at Lakewood Ranch 5895 Post Blvd, Lakewood Ranch, FL, United States

    Savor the flavors of Sarasota-Manatee at the 23rd Annual Suncoast Food & Wine Fest, returning to the Premier Sports Campus at Lakewood Ranch on Saturday, November 1, 2025. This signature charity festival combines fine dining, premium wines, and live entertainment in one unforgettable afternoon.

    $100 – $195