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.
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.
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!
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.
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.
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.
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.
Enjoy the weekly gathering of local food trucks offering a variety of cuisines. Check it out. You may discover your new favorite cuisine.
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.
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.
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.
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.