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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.

  • 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
    Old Main Street Downtown Bradenton Old Main Street, Bradenton, FL

    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.

  • 34th Annual Hunsader Farms Pumpkin Festival

    Hunsader Farms 5500 C.R. 675, Bradenton, Fl

    Get into fall at the 34th Annual Hunsader Farms Pumpkin Festival! This beloved Manatee County tradition packs the day with a craft show, live music, live shows, a Pioneer Trades Village, scarecrow displays, charity pumpkin games, hayrides, pony rides, a petting zoo, frog jumping championships, kids train ride, face painting, a rock climbing wall, fresh roasted sweet corn, and more.

    $5 – $15
  • 2nd Annual Dakin Dairy Farms Harvest Festival

    Dakin Dairy Farms 30771 Betts Road, Myakka City, Florida

    Celebrate fall at Dakin Dairy Farms’ 2nd Annual Harvest Festival! Enjoy a full day on the farm with food trucks, local vendors, live music, and plenty of family fun. Highlights include a Kid Zone, pumpkin patch, corn maze, sunflower U‑pick, Touch‑A‑Tractor, calf cuddles, kid ATVs, lawn mower racing, and the crowd‑favorite pumpkin cannon. Bring sunscreen, closed‑toe shoes, and a camera—there are photo ops around every corner. General admission is $20 (ages 5 & under free) and parking is free.

    $5 – $20
  • 37th Annual Fruitville Grove Pumpkin Fest

    Fruitville Grove 7410 Fruitville Rd, Sarasota, FL

    Celebrate fall at the 37th Annual Fruitville Grove Pumpkin Fest — two full weekends of family fun with classic farm attractions and festive Halloween touches.

    $1 – $10
  • Pumpkin Patch at UTC – Saturdays

    The Green At UTC 125 N Cattlemen Rd, Sarasota, FL

    UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.

    Free (Pumpkins available for purchase)
  • 🎃 BOO! at The Bazaar 🎃

    The Bazaar on Apricot & Lime 821 Apricot Ave, Sarasota, FL, United States

    Get ready for a spooktacular day at The Bazaar on Apricot & Lime! Our annual Boo! at The Bazaar is back and better than ever—safe, fun, and FREE for the whole family. 🕸️ What’s Happening: * Trick-or-treating throughout the entire Bazaar 🍬 with 20+ local creators, curators, and makers handing out goodies * Costumes encouraged for all ages (yes, adults too—because why should kids have all the fun?) 👻 * A truly magical experience in the courtyard as we welcome Belle’s Princess Parties 👑✨ 👸 About Belle’s Princess Parties:
Belle’s Princess Parties is Sarasota’s premier character entertainment company, known for bringing fairytales to life. They’ll be taking over our courtyard with some of your favorite princesses for an unforgettable afternoon. Guests can meet, interact, and pose for photos with beloved storybook characters—think sparkling gowns, dazzling tiaras, and the kind of enchantment that makes kids’ (and grown-ups’) eyes light up. Their professional performers are dedicated to creating magical moments, and the best part? It’s all free! 📅 When: Oct 25 from 11-3
📍 Where: The Bazaar on Apricot & Lime, 821 Apricot Ave, Sarasota ✨ Shop. Eat. Trick-or-Treat. Meet the Princesses. ✨ This is a one-of-a-kind community event you won’t want to miss!

    Free
  • Sarasota Bay Water Lantern Festival

    Nathan Benderson Park 5851 Nathan Benderson Circle, Sarasota, FL

    Experience a magical evening of reflection and celebration at the Sarasota Bay Water Lantern Festival. Held along the serene waterfront, this family-friendly event invites guests to design and release personalized lanterns onto the water, creating a breathtaking display of glowing lights and heartfelt messages. Enjoy live music, food trucks, and a peaceful, welcoming atmosphere as the sun sets over Sarasota Bay. Each ticket includes a lantern kit, commemorative bag, and LED candle. Whether you're honoring a loved one, setting intentions, or simply enjoying the beauty of the moment, this unique event offers a memorable and meaningful experience for all ages.

  • Lights at Spooky Point

    Historic Spanish Point 401 N Tamiami Trail, Osprey, Florida

    Journey through the woods at Historic Spanish Point for an evening of family-friendly frights and botanical brilliance. Lights at Spooky Point transforms the gardens into a glowing fantasy of orchids, skeletons, and pumpkins galore. 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