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12 events found.

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Today
  • October 2025

  • Sat 4
    Historic Spanish Point Halloween
    October 4 @ 6:30 PM - 9:00 PM

    Lights at Spooky Point

    Historic Spanish Point 401 N Tamiami Trail, Osprey, Florida

    Experience Sarasota’s most enchanting Halloween light show! Wander the historic trails of Spanish Point beneath the trees, surrounded by whimsical illuminated installations inspired by real plants and classic fall fun. 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
  • Sun 5
    Sunshine State Outdoor Volleyball Association at Siesta Key Beach
    October 5 @ 12:00 AM

    SSOVA Siesta Key Beach Volleyball Tournament – Sunday

    Siesta Key Beach Sarasota, Florida

    The Sunshine State Outdoor Volleyball Association (SSOVA) returns to Siesta Key Beach for another weekend of high-energy competition and fun on the sand. This two-day AVP America BRQ (Beach Regional Qualifier) event offers double points and draws some of Florida’s best athletes to one of the most beautiful beaches in the world.

    See registration page
  • Sun 5
    library
    October 5 @ 9:00 AM - 4:00 PM

    Venice Fall Book Fair

    Book lovers unite at the Venice Fall Book Fair, a seasonal celebration of literature featuring local and regional authors, independent publishers, and book-related vendors. Stroll through charming downtown Venice to discover a wide variety of genres, from fiction and memoir to children’s books and history. Meet authors, attend signings, and learn about the creative process through panel discussions and author talks. Perfect for readers of all ages, the event also includes activities for kids and plenty of opportunities to support local literary talent. Whether you're an avid reader or just browsing, this event offers inspiration on every page.

  • Sun 5
    young boy enjoys horse ride at Fall Festival
    October 5 @ 10:00 AM - 5:00 PM

    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.

    $20
  • Sun 5
    sarasota pumpkin festival
    October 5 @ 10:00 AM - 5:00 PM

    37th Annual Fruitville Grove Pumpkin Fest

    Fruitville Grove 7410 Fruitville Rd, Sarasota, FL

    Celebrate the magic of fall at the 36th Annual Fruitville Grove Pumpkin Festival, a cherished family tradition in Sarasota! Held every weekend in October, this festive event transforms Fruitville Grove Farm into an autumn wonderland complete with pumpkins, live music, and seasonal fun for all ages.

    $1 – $10
  • Sun 5
    Historic Spanish Point Halloween
    October 5 @ 6:30 PM - 9:00 PM

    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
  • Mon 6
    Historic Spanish Point Halloween
    October 6 @ 6:30 PM - 9:00 PM

    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
  • Tue 7
    Pumpkin Patch n the Green - UTC
    October 7 @ 3:00 PM - 6:00 PM

    Pumpkin Patch at UTC

    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)
  • Tue 7
    lakewood ranch
    October 7 @ 5:00 PM - 8:00 PM

    Lakewood Ranch National Night Out

    Join neighbors, local law enforcement, and community organizations for Lakewood Ranch's annual National Night Out, an evening dedicated to building stronger neighborhood connections and promoting public safety. This free, family-friendly event features live music, interactive exhibits, giveaways, and activities for kids—including face painting, inflatables, and meet-and-greets with first responders. Enjoy food trucks, local vendors, and a chance to learn more about safety initiatives in the community. It’s a fun and meaningful way to foster partnerships and celebrate the vibrant spirit of Lakewood Ranch.

  • Tue 7
    Historic Spanish Point Halloween
    October 7 @ 6:30 PM - 9:00 PM

    Lights at Spooky Point

    Historic Spanish Point 401 N Tamiami Trail, Osprey, Florida

    Follow the haunted yet beautiful trail at Selby Gardens’ Historic Spanish Point campus. Discover glowing 'ghost orchids,' pumpkins, and other creative light sculptures that celebrate both Halloween spirit and Sarasota’s natural beauty. 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
  • Wed 8
    Pumpkin Patch n the Green - UTC
    October 8 @ 3:00 PM - 6:00 PM

    Pumpkin Patch at UTC

    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)
  • Wed 8
    Historic Spanish Point Halloween
    October 8 @ 6:30 PM - 9:00 PM

    Lights at Spooky Point

    Historic Spanish Point 401 N Tamiami Trail, Osprey, Florida

    Step into the glowing wonderland of Lights at Spooky Point, where illuminated creatures and playful displays line a wooded trail through the historic grounds of Spanish Point. Each turn reveals new surprises—from hovering 'ghost orchids' to vibrant glowing webs. 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
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Sarasota Lifestyle
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