2026 October Sarasota Events Calendar

The October Sarasota Events Calendar has the best of the best fun free (or next to nothing) list of Sarasota happenings on the sun coast.

October 1 - 25, 2026: Celebrate their 14th Annual Oktoberfest at Edelweiss in Bradenton. A month of fun. Get out all your German Garb, grab your best drinking buddy and work up a hefty appetite for the best Oktoberfest in Bradenton!! FREE ADMISSION. Live Entertainment, OKTOBERFEST FOOD & DRINKS. Every Saturday best dressed contest, $50 Gift certificate to win. $13 Liter and $6.50 1/2 Liter all beers. $7 all wines. Live Music Tuesday to Sunday. Oktoberfest Food Specials, Beergarden and inside fun for everyone. One month of fun. Daily Giveaways. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.Thursday 12pm-8 pm, Friday and Saturday 12pm-9 pm. Edelweiss, 611 Manatee Ave E, Bradenton, FL. October Sarasota Events on Escape-to-Sarasota

October 1 -  31, 2026: You're invited “Lights at Spooky Point,” which features an array of fantastic creatures and cute creations designed with lights along an eerily lit path through the woods at the preserve and outdoor museum of Historic Spanish Point. Visitors to Lights at Spooky Point will journey along a hauntingly lit trail that winds through the wooded grounds and historic landmarks of the campus. Along the path, guests will encounter whimsical Halloween displays and imaginative light installations at every turn. Returning favorites include the spectral “ghost orchids” that hover above the Pioneer Graveyard, towering “Dracula orchids” draped in eerie Spanish moss, and vibrant “spider orchids” spun into glowing webs high in the trees. These stunning decorations are inspired by real-life plants bearing the same names—a playful nod to Selby Gardens’ botanical roots and horticultural mission. Guests also will find plenty of pumpkins, scores of skeletons, and other Halloween classics at “Spooky Point.” The show is designed for all ages, with just a few minor jump-scare opportunities to keep older kids happy. A limited number of tickets will be sold for each night of the show, with two entry times available—6:30 and 7:45 p.m. Guests with young children or mobility issues are encouraged to consider the earlier entry. Those who want the full “Spooky Point” experience can opt for the later slot, after dark. Ticket prices for Lights at Spooky Point are $34 for adults ($24 for Selby Gardens members), $19 for ages 5-17, and free for children 4 and under. Advance ticket purchase is encouraged, as some nights may sell out prior to opening time. Food and beverages will be sold on-site throughout each evening of the show. Historic Spanish Point, 401 N Tamiami Trail, Osprey, FL.

(*Dates, times, places and event schedules are subject to change without notice due to weather conditions, last minute changes or cancellations made by event organizers, mistakes, misinformation from sources and/or events beyond anyone's control, etc. Before making any major plans check with event organizers to confirm date of event.) The Calendar is updated as information is made available.

October 1 - November 1, 2026: It's the 4th Anniversary Community Celebration at Bay Park with special events all month long. Get ready for a month of memorable experiences as the community comes together to celebrate the third anniversary of The Bay by enjoying 70+ FREE events that showcase the very best of The Bay and recognize the four-year milestone of the park: Park-toberfest at The Bay, Boo! at The Bay | Family Halloween Celebration, Taste of The Bay Presented by Sarasota-Manatee Originals, "Best of The Bay" Music Fest and much much more during this month long celebration. The Bay Park, 1055 Blvd of the Arts Sarasota, FL

October 2, 2026:  Do you feel a slight change in the air? Kick off your Fall festivities with Season 6 of Fresh Fridays! Season Five kicks off with a grand celebration you will not want to miss. Fresh Fridays is more than just a block party—it’s a celebration of everything that makes Sarasota shine. The first Friday of each month, guests can expect an exciting lineup of local vendors serving up delicious bites, refreshing drinks, unique finds, and exciting free giveaways. Live music will set the tone with performances from some of the area’s favorite bands and artists, ensuring that every Fresh Friday feels like a night to remember. This month it's Sunset Soundwaves - A Yacht Rock Experience! Who’s ready to kick off the season? 7 p.m. - 10 p.m. See you in Downtown Sarasota, FL. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.

October Sarasota Events

October 2, 2026: Lakewood Ranch presents Music on Main the first Friday of each month from 6 p.m.- 9 p.m. Live music, beer, wine and food available. The Blind Squirrel Band will bring the high energy rock, blues, and funk to your night and the event will benefit the Humane Society of Sarasota County. The street is lined with food vendors, beer trucks, and sponsor booths, as well as rides and activities for the kids. Bring your chairs, but leave coolers at home. Dogs are welcome, but must be kept on a short leash. Overflow parking is available at the Lakewood Ranch Medical Center. Lakewood Ranch is off University Parkway east of I-75. October Sarasota Events on Escape-to-Sarasota

October 2 - 3, 2026: Get ready for a day of THRILLS, SPILLS & FAMILY FUN! Join the Sarasota Showfolks Annual Circus - an unforgettable adventure awaits! Death-defying acrobats. Mesmerizing magic shows. Get ready to be amazed! Variuous showtimes and tickets prices from kids to family packs. Robarts Arena, 3000 Ringling Blvd, Sarasota, FL.

October 3, 2026: It's the 6th Annual Taste of North Port Food & Fall Fest. This event will be held on the City of North Port’s Center Green right out front of City Hall and will feature local food vendors, arts and craft vendors, food trucks and more! Children's costume contest at 1pm. for kids 12 and under and more! Free admission. 10 a.m. - 3 p.m. 4970 City Hall Blvd, North Port FL. October Sarasota Events on Escape-to-Sarasota.com

October 3, 2026. Mark your calendar for Wellen Park’s 3rd Annual Oktoberfest celebration! This family-friendly event will have a traditional Oktoberfest atmosphere with German Dancers, a live polka band, a stein-hoisting competition, and more – and of course, plenty of beer, brats, and other traditional eats! Spend your day in beautiful downtown Wellen Park with the scenic backdrop of Wellen Park’s Grand Lake as you enjoy the sights, sounds, and flavors of an authentic Oktoberfest. Noon - 8 p.m.? Wellen Park, 19745 Wellen Park Blvd, Venice, FL.

October 3, 2026: It's the Venice Annual Reggae Fest on the Island. Vendors. Food and Beverage Trucks. LIVE MUSIC by Mighty Mystic, Rhythm-Inya, Cariies, Colle' Kharis. 4 p.m. - 10 p.m. Maxine Barritt Park, 1664 Harbor Dr S, Venice FL

October Sarasota Events 

October 3, 2026: Check out ROCKtoberfest at UTC! 7 bands, 7 venues, 1 epic night of music to benefit the Suncoast. Get ready to rock and roll at ROCKtoberfest at UTC on Saturday, October 3, from 6-9 pm. The live music event, held in partnership with iHeart Radio and Suncoast Charities for Children, will feature seven of the area’s best rock bands jamming out at seven locations around the UTC District. Stop by The Green first for your all-access pass to receive special offers at each participating location. Featured bands and locations: Jack’d Up – The Green, Madkap – Ford’s Garage, The Rearview Mirror Band – PopStroke, One Eyed Jacks – Florence and the Spice Boys, J Santi & The Vital Groove – Anna Maria Oyster Bar, The Everyday People Band – Oak & Stone, Jason White – Origin Craft Beer & Pizza Cafe
Admission is free and ages 21+ recommended. Check-in at The Green, located near Rocco’s Tacos. 6 p.m. - 9 p.m.

October 3 - 4, 2026.  Anyone for Volley Ball? It's SSOVA's Siesta Key Tournament - SAT: Adult's 2's Open-B, SUN: Coed Adult's 2's/4's & Junior's 2's Open/Club Division's - BRQ - Double Points. Divisions: Men's Open; Men's AAA; Men's AA; Men's A; Men's BB; Men's B; Women's Open; Women's AAA; Women's AA; Women's A; Women's BB; Women's B; Coed 2's Open; Coed 2's AAA; Coed 2's AA; Coed 2's A; Coed 2's BB; Coed 4's Open; Coed 4's AAA; Coed 4's AA; Coed 4's A; Coed 4's BB; Coed 4's B; Boys 18 & Under; Boys 16 & Under; Boys 14 & Under; Girls 18 & Under Advanced; Girls 18 & Under; Girls 16 & Under Advanced; Girls 16 & Under; Girls 14 & Under Advanced; Girls 14 & Under; Girls 12 & Under Advanced; Girls 12 & Under. Siesta Key Beach, 948 Beach Rd, Sarasota, FL  Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.

October 3 - 4, 2026: The 38th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. NEW FESTIVAL ACTIVITY – Hollowgraves Haunted Manor! A walk-through haunted house with live actors! Recommended for ages 8+ Lots of Halloween decorations for sale, too, from scarecrows to hay bales. Admission, Parking, Petting zoo, playground, live music, and decorated photo spots are FREE! Individual rides and game activity booth, including pony rides, unicorn encounter, hug a goat and pumpkin painting, has their own set price ranging from $1 – $10. Children’s Costume Contest every Saturday at 2 p.m. in front of the animal barn and free to participate in. Torres Family Circus and Extreme Riders Free daily showtimes each weekend 12 p.m. and 3 p.m. While some vendor booths may accept cards, many are cash only so please be prepared. For your convenience they will have ATMs set up. 10 a.m. - 5 p.m. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com. Additional dates: Oct 10th & 11th, 17th & 18th, 24th & 25th. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October 3 - 25, 2026: Get in the mood for Halloween with The Players Black Studio Box's production of  Dracula, based on the novel by Bram Stoker adapted by Ren Pearson as they invite audiences into the shadows with one of the most iconic Gothic tales ever written. Mysterious, thrilling, romantic, and terrifying, this production will explore fear, obsession, and the darkness that lives just beneath the surface. Various ticket prices. October 3-4, 10-11, 24-25, 2026 The Players Studio Black Box, 1400 Blvd. Of the Arts, Suite 200, Sarasota, FL. .

October Sarasota Events

October 4, 2026: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. This free show takes place at 1602 Ken Thompson Parkway (near/behind old Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666.

October 4, 2026:  It's time for a toe-tappin', knee-slappin', hootenanny of a good time at the 2026 Old Miakka Fall Hootenanny & Schoolhouse Benefit Incredible paintings by local artists, crafts, educational booths, live music, homemade cards, book signing by local authoress. broomstick pony races, bubble gum blowin’ contest, hog callin’ contest, rooster crowin’ contest, Wheel of Cake, homemade soap, a Silent Auction and more. Tour the old Schoolhouse. Fun for the whole family! Pulled pork or chicken, two sides, roll and a drink lunch provided by Southern Smoked by JP. Hot dogs, desserts and drinks also available. NO COOLERS, PLEASE. Proceeds of the event benefit preservation of the 1914 Old Miakka Schoolhouse. Free admission and free parking. 10 a.m. - 3 p.m. Old Miakka Schoolhouse, 15800 Wilson Road, Sarasota, (Old Miakka), FL. (DIRECTIONS: GO TO THE EAST END OF FRUITVILLTURN RIGHT, YOU WILL SEE THE SCHOOLHOUSE AND ALL THE FUN!)

October 5, 2026: Check out Monday Night Jazz at the Florida Studio Theatre’s John C. Court Cabaret! Overjoyed—Carl Fischer and the Sunshine City Brass. Carl Fischer is a versatile, multi-instrumentalist best known for his long-standing tenure in the Billy Joel Band. Fischer and the Sunshine City Brass blend soulful phrasing with a high-energy brilliance. Whether you’re a fan of jazz, vibrant horn-driven melodies, or simply great and energetic live music, this is a show you do not want to miss. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  Doors open 6:30 for food and beverages. Showtime is 7:30 pm. The John C. Court Cabaret 1265 First St, Sarasota, FL

October 6, 2026: It's the NATIONAL NIGHT OUT Block Party at BPD! Join the Bradenton Police Department for National Night Out. This free, family-friendly event will feature food, sweet treats, fun activities for kids, touch-a-truck displays, cool cars, and demonstrations from first responders including the latest drone technology. Free parking is available in the City Centre garage, located behind BPD/City Hall at the intersection of 3rd Avenue West and 10th Street West. 5 p.m. - 8 p.m. BPD Headquarters Parking Lot, 100 10th Street West, Bradenton, FL.

Here's my list of Sarasota Halloween Events!

October Sarasota Events

October 7, 2026: It's the first Atlanta Braves Farmer's Market of this season. Event is held right here at CoolToday Park's parking lot, and will be socially-distanced. 8 a.m. - 12 noon. Wednesdays, October - March. CoolToday Park, 18800 South, W Villages Pkwy, Venice, FL

October 7, 2026: The Phillippi Farmhouse Market is back and it features locally grown fruits and vegetables, including local USDA certified organic produce and hydroponics. There will be plants, herbs, hanging baskets, shrubs and cut flowers for sale along with a wide variety of locally baked goods, delicious barbecue, plenty of food and beverage vendors, arts and crafts, soaps and candles and always live music. 9 a.m. - 2 p.m. every Wednesday, October through April. 5500 S. Tamiami Trail, Sarasota. Free admission. October Sarasota Events on Escape-to-Sarasota

October 8, 2026: Check out the Senior Lifestyle Expo at The Mall at University Town Center. This free community event is designed to help local seniors live their best life—featuring up to 40 businesses offering valuable resources, services, and solutions for health, wellness, finances, and more. Enjoy a fun-filled day with dozens of community resource vendors and a FREE Flat Screen TV Giveaway, raffle prizes, and FREE Bingo with prizes! 10 a.m. - 2 p.m. The Mall at University Town Center, 140 University Town Center Dr, Sarasota, FL

October 8, 2026: Check out Jazz Thursdays at the Sarasota Art Museum. Darcie Allen and the Five Points Quintet perform American Songbook music, jazz standards and some blues and bossa nova on the Marcy and Michael Klein Plaza at the Sarasota Art Museum. Concert is co-hosted by the Art Museum and the Jazz Club of Sarasota. The galleries and shop remain open and the Bistro is open for food and beverages. Concerts 5:30 p.m. - 8:00 pm at the Sarasota Art Museum 1001 S. Tamiami Trail, Sarasota, FL

October Sarasota Events

October 8, 2026: It's SCF's "Fall Festival of Music." The Fall Festival of Music opens SCF’s concert season with an energetic evening of music from across the music program. Featuring a full roster of SCF Music ensembles, the concert showcases the range, creativity and spirit of our student musicians. From bold new beginnings to moments of artistry and collaboration, this annual celebration sets the tone for an exciting year of music-making ahead. Tickets are $15 for general admission and $8 for SCF students and staff $10. 7 p.m. SCF Bradenton, 5840 26th St. W., Bradenton, FL.

October 8 - 11, 2026: The American Powerboat Association (APBA) World Championship will be the thrilling finale at Englewood Beach Waterfest. This will mark the 12th year of speedboat racing on Englewood Beach. Waterfest draws people far and wide, averaging an impressive 32,000 guests throughout the weekend. The APBA Championship is a three-race event with Waterfest holding the final race. On Friday October 9th, excitement will spark in the community with the Annual Block Party on historic Dearborn Street. Racing kicks off on Saturday, October 10 and continues through Sunday, October 11. The top three winners will be celebrated at the awards ceremony. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  General Admission Two-Day Tickets = $35.00 Children 12 and under are free with a paying adult but need a children ticket. Englewood Beach Waterfest, 2100 N Beach Road Englewood, FL.

October 9, 2026: It's the City Block Party on Anna Maria Island as they'll fire up the grill while the Stockton Brothers bring the good times with live music to keep the night rockin. Bring a dish to share, bring your friends and family. 5 p.m. City Pier park, Anna Maria Island, Florida.

October 9, 2026: It's Witches Night Out! Join SRQ County Parks for a positively enchanting evening! Join in for a bewitching evening at the historic (and haunted!) Edson Keith Mansion, nestled in the spooky Phillippi Estate Park. The third annual Witches Night Out will feature a live DJ, a photo booth, shopping with unique vendors, a cash bar and plenty of tasty morsels to enjoy. Dress in your best witch or wizard attire for our costume contest — let your creativity run wild! Tickets are limited, and this event is expected to sell out quickly. Get yours before they disappear! This is an event for adults 18 and older. Advance registration required. Tickets $40. No tickets will be sold at the door. 6 p.m. - 10 p.m. Event listing courtesy of October  Sarasota Events on Escape-to-Sarasota.com. Historic Edson Keith Mansion in Phillippi Estate Park, 5500 S Tamiami Trail, Sarasota, FL Ticket sales open 8/28/2026 at 9am until 12am on 10/6/2026

October Sarasota Events

October 9 - 10, 2026: A ‘not-so-scary’ A Ghoulish Gathering,  Venice Symphony’s first concert of the season. Enter a world of witches, phantoms, and spine-tingling thrills as the orchestra conjures a night of mischief and mystery. From eerie suspense to playful scares, this concert takes you on a journey through the shadowy, the supernatural, and the spectacularly spooky. The evening’s dramatic climax soars from darkness into dazzling transformation, promising chills, laughter, and a Halloween experience you won’t soon forget! Venice Performing Arts Center, 1 Indian Ave building 5, Venice, FL.

October 10, 2026: It's the 20th Annual Master Gardener Volunteer Plant Sale. Find your right plant for the right place. Choose from among hundreds of perennials for shade or sun, herbs, groundcovers, wildflowers, native plants, butterfly garden favorites, and more. Plus, Master Gardeners will be on hand to answer questions, along with Extension staff to showcase and discuss the variety of programs, classes, and other events/services offered for our community. Please bring your own wagon/cart. Free admission. 8 a.m.- 1 p.m. UF/IFAS Extension Sarasota County office and grounds, Twin Lakes Park, 6700 Clark Road, Sarasota. Admission to this event is free, with plant purchases available by cash or check. Proceeds from the sale benefit the Master Gardeners Chapter of the Friends of Sarasota County Parks, which supports Master Gardener Volunteer education outreach programs in Sarasota County. For more information, call 941-861-9807, email sarasota@ifas.ufl.edu

October 10, 2026: The Sarasota County Fire Department (SCFD) is excited to continue its monthly open house events in 2026, inviting the community to connect with their local firefighters and learn about fire safety. These free, family-friendly open houses are held one Saturday each month from 9 a.m. to 1 p.m. Car seat safety inspections and bike helmet fittings will also be available. Station 5, 400 N. Beneva Road Sarasota

October 10, 2026: The Jaguar Festival d’Elegance Returns to St. Armands Circle! It is the 40th Annual Festival d'Elegance on St. Armand's Key in St. Armand's Circle Park. Antiques to current classics. All Jaguar Vehicles are welcome to participate. The event is free and open to the public. 9 a.m. - 3 p.m. St. Armand's Circle, Sarasota, FL. 

Here's my list of Sarasota Halloween Events!

October Sarasota Events

October 10, 2026: Manatee Village Historical Park is hosting “Cemetery Tours,” a free hour-long tour of the 1850 Manatee Burying Grounds led by a member of Manatee Village's staff. Tours cover different facets of life during Manatee's Founding Period (1840-1918) as well as stories of those buried in the burying grounds. Topics vary depending on the staff member leading the tour. Space is limited and filled on a first come, first served basis. All members of your party must be present to receive a wristband. Each tour has a limited availability of 30 persons. First come first served. 10 a.m. Free to the public. Tickets available in the Wiggin's Store the day of the tours. (941) 749-7165. Manatee Village Historical Park,1404 Manatee Avenue East (State Road 64) Bradenton, FL.

October 10, 2026: It's the Fall Arts & Crafts Fest with Vendors, crafts, artists, free children activities, concessions & more! Children's costume for kids 12 & under starting at 12pm. Pet costume contest at 1pm. Prizes for top 3. Come out and enjoy this family fun event! Free admission & free parking! 10 a.m. - 3 p.m. CoolToday Park, 18800 S. West Villages Parkway, Venice, FL

October 10, 2026: Fishermen’s Village and the Cultural Heritage Center of Southwest Florida Present the 8th Annual International CultureFEST. Attendees are invited to wear traditional attire representing their cultural heritage and to join the Cultural "Parade of Nations" at 12 noon along the covered breezeway. Enjoy a family fun-filled journey of International Cuisine, Crafts, Educational Activities from featured Artisan vendors of diverse cultures from Guatemala, Indonesia, Chile, Dominican Republic, Albania, Laos, China, India, Trinidad & Tobago, the Philippines, Colombia, and more. Attendees can also learn about the Islam Association and the Gullah-Geechee Culture. Catch Live Global Music and Dance Performances from Asia, Europe, South America, Middle East, Pacific Islands and North American Indigenous Tribe at the Sunset Beach Club Stage. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  Free admission and parking. 12 p.m. - 6 p.m. Fishermen’s Village, 1200 W Retta Esplanade, Punta Gorda, FL

October 10, 2026: Check out the 3rd Annual Bigtoberfest with German Food, Drink Specials, Vendors, Contests, Kids Games, Fairy Hair and more. Bigtoberfest Wiener Dog Race kicks off at 5 PM on October 10th and is FREE to enter! Live music starts at noon. Free admission. All day. Big Top Brewing Co., Fruitville Commons, 3045 Fruitville Commons Blvd, Sarasota, FL falyn@bigtopbrewing.com

October Sarasota Events

October 10, 2026:  Get ready for Oktoberfest 2026 in downtown Sarasota. Enjoy an unforgettable evening of free live music, amazing food, and refreshing drinks! Whether you're here to shop, enjoy the lively atmosphere, or groove to fantastic tunes, there's something for everyone. Bring your family, friends, and even your furry companions – the event is dog-friendly and family-friendly. With free admission and a shopping area full of local vendors, it’s the perfect way to spend your weekend! 5 p.m. - 11 p.m. J.D. Hamill Park, 199 Bayfront Drive, Sarasota, FL.  

October 10, 2026: Check out the 11th Annual Sarasota Celtic Music Festival with  the New World Celts for Celtoberfest. Whiskey Tastings, Raffles, Vendors, Contests. ENTERTAINMENT: Blue Skye 1-3 PM, Irish Dancers 3-4 PM, Emily Ann Thompson 4-6 PM, Clovers Revenge 6:30-10 PM. $20 admission at the door. Noon - 10 p.m. The Shebeen Irish Pub & Kitchen, 6701 Gulf Gate Blvd, Sarasota FL

October 10 - 11, 2026:  It's the 3rd Annual Dakin Dairy Farms Harvest Festival with Food Trucks Vendors, Live Music, Kid Zone, Pumpkins Corn Maze, Sunflower U Pick, Touch A Tractor, Calf Cuddles, Kid ATVs, Lawn Mover Racing, Pumpkin Cannon. Admission $20, 5 years and under free. Free parking. 10 a.m. - 5 p.m. Also October 17 - 18, 24 - 25. Dakin Dairy Farms, 30771 Betts Rd., Myakka City, FL

October 10 - 11, 2026: Welcome to the ultimate weekend of Paddles, Oars, & Pours featuring the Benderson Chase Regatta! Now entering its second year of celebration, this weekend brings together two massive regional staples: the high-octane athletic tradition of the Benderson Chase regatta, filled with youth rowing, masters, & adult dragon boating races, and the high-spirited energy of the Sarasota Oktoberfest. This event was so popular last year, that they’ve added a second day! Admission is free. Parking is $20 per car. Advanced parking passes are NOT required. Pay upon arrival. This is a family friendly event. 10 a.m.. - 4 p.m. 5851 Nathan Benderson Circle, Sarasota, FL

October Sarasota Events

October 10 - 11, 2026: The 38th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. NEW FESTIVAL ACTIVITY – Hollowgraves Haunted Manor! A walk-through haunted house with live actors! Recommended for ages 8+ Lots of Halloween decorations for sale, too, from scarecrows to hay bales. Admission, Parking, Petting zoo, playground, live music, and decorated photo spots are FREE! Individual rides and game activity booth, including pony rides, unicorn encounter, hug a goat and pumpkin painting, has their own set price ranging from $1 – $10. Children’s Costume Contest every Saturday at 2 p.m. in front of the animal barn and free to participate in. Torres Family Circus and Extreme Riders Free daily showtimes each weekend 12 p.m. and 3 p.m. While some vendor booths may accept cards, many are cash only so please be prepared. For your convenience they will have ATMs set up. 10 a.m. - 5 p.m.  Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  Additional dates: Oct 17th & 18th, 24th & 25th. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October 10 - 11, 2026: Get into the 35th Annual Hunsader Farms Pumpkin Festival featuring fun for all including craft show, live music, live shows, pioneer trades village, scarecrow displays, charity pumpkin games, hayrides, pony rides, petting zoo, frog jumping championships, kids train ride, fresh roasted sweet corn, rock climbing wall, face painting, children's and dog's costume contest and more. Additional dates: Oct 17 - 18 and Oct 24 - 25. Admission $15, kids 5 - 9 $5 & under 5 free, parking $5. Cash only. 9:00 a.m. a.m. - 5:00 p.m. Hunsader Farms: C.R. 675, halfway between S.R. 64 & S.R. 70, 10 miles east of I-75. Heading north on I-75 from Sarasota take exit 217A or heading south on I-75 take exit 220. 941-322-2168. October Sarasota Events on Escape-to-Sarasota.

October 10 - 11, 2026: It's the Venice Home Show complete with everything for in and around your home. Builders, contractors and much more all weekend. View and interact with the industry’s hottest home improvement products of the year. This Home Show features exhibitors with fabulous ideas for updating and improving your living space Free admission. Sat: 10 a.m. - 5 p.m., Sun: 10 a.m. - 4 p.m. Venice Community Center, 326 Nokomis Ave S, Venice, FL

October 10 - December 6, 2026:  Selby Gardens is excited to present The Orchid Show 2026 at their Downtown Sarasota campus. This year’s show will feature a creative collaboration between the team at Selby Gardens and artist Christian Sampson, known for creating playful installations of color, light, and form using glass, acrylic, and dichroic film. A selection of Christian’s site-specific works will be exhibited in the Richard and Ellen Sandor Museum of Botany & the Arts. A number of these works draw inspiration from Selby Gardens’ outstanding orchid collection, which is the finest scientifically documented collection of its type in the world. Additional works by Christian will be sited in the gardens and in the Display Conservatory, where they will enrich a stunning display of living orchids and other epiphytes, or air plants. Members Free. Member guests $12. Adults $28. Ages 5-17 $12. Ages 4 and under Free. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  Open daily from 10 a.m. to 5 p.m. The Museum of Botany & the Arts closes at 4:30 p.m. .Downtown Sarasota campus, 1534 Mound Street, Sarasota, FL.

Here's my list of Sarasota Halloween Events!

October Sarasota Events

October 11, 2026: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. This free show takes place at 1602 Ken Thompson Parkway (near/behind old Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666. October Sarasota Events on Escape-to-Sarasota.com

October 11, 2026: The Sarasota Firemen's Benevolent Fund will host the 26th Annual Morton's Firehouse Chili Cook-Off features Sarasota firehouses competing for the best chili award. Celebrity judges, live music and more. 1:45 p.m. - 5 p.m. at Morton's Gourmet Market in Southside Village on Osprey Avenue between Hyde Park street and Hillview Avenue. Celebrate 25 years of firehouse flavor as over a dozen local firehouses compete for the crown of Best Firehouse Chili! Proceeds benefit the Sarasota Fire Fighters Benevolent Fund, a 501-3c non-profit organization. Free admission. Usually $10 to sample all Chili. Tickets in advance at Morton's.1924 S Osprey Ave, Sarasota, FL.

October 11, 2026: Check out Parktoberfest at The Bay. Celebrate Oktoberfest – The Bay style! Kick off October with a hoppy twist! No Deutsch required. The DeLeon Family Band returns to The Bay to perform traditional "oompah"-style and a range of other music. Make sure to be a part of the world-famous "Chicken Dance" tradition. Or, challenge those you know (or perhaps, those you don't know) to a mean game of cornhole. The Nest Café frigs will be stocked full of must-try German-inspired and locally crafted brews and will be serving tasty brats.  5 p.m. - 7 p.m. Free admission and free public parking is located along Blvd of Arts, Van Wezel way, in front of the Van Wezel, and in front of the Blue Pagoda (655 N Tamiami Trl, Sarasota). Event listing courtesy of October  Sarasota Events on Escape-to-Sarasota.com.  Please avoid parking in designated Sarasota Orchestra parking areas. Please bring your own chair to ensure a comfortable seat. The Oval at The Bay, 1055 Blvd of the Arts Sarasota, FL

October 13, 2026: Check out Barks & Boos: Howl-O-Ween! Celebrate Howl-o-ween at Barks & Boos  on The Green! Dress up your pup-kin and enjoy live music, craft brew samples, local vendors and a doggie costume contest. he costume contest kicks off at 6:30 p.m., with prizes awarded for the most creative, cutest, and spookiest costumes, judged by a panel of local celebrities. Bring your friendly dogs (on a leash) and join us for a frightfully fun evening — all in support of Nate’s Honor Animal Rescue Center. 6 p.m. - 8 p.m. The Green at UTC, 125 N Cattlemen Rd, Sarasota, FL

October Sarasota Events

October 13, 2026: Celebrate Howl-o-ween at Barks & Brews. Dress up your pup-kin and enjoy live music, craft brew samples, local vendors and a doggie costume contest. The costume contest kicks off at 6:30 p.m., with prizes awarded for the most creative, cutest, and spookiest costumes, judged by a panel of local celebrities. Bring your friendly dogs (on a leash) and join us for a frightfully fun evening — all in support of Nate’s Honor Animal Rescue Center. 6 p.m. to 8 p.m. on The Green at UTC, University Town Center Sarasota, I-75 and University Parkway, 210 North Cattlemen Road, Sarasota, FL

October 15, 2026: Check out the 2026 Community Event & Expo. Experience this annual favorite in a whole new way with its dynamic new look and feel! This expo is your chance to connect with fellow businesses and engage with the community to promote your business and services. Open to the Public FREE Admission. 4 p.m. - 7 p.m. Venice Community Center, 326 Nokomis Ave S., Venice, FL

October 16, 2026: The 24th annual Goblin Gathering. This spooktacular outdoor event is family friendly and fun for all ages! Local businesses will be passing out “treats & sweets” to participants, providing a safe alternative for families to trick-or-treat. This year will also feature bounce houses, face painting, costume contests, petting zoo and magic! Event entry and trick-or-treating is free. 4 p.m. - 7 p.m. GT Bray Park, 5502 33rd Avenue Drive West, Bradenton, FL. (Visitors may access GT Bray Park from 59th Street West or 51st Street West and are asked to park near the Recreation Center off 33rd Ave Drive West. NO event parking available in 51st Street Park.) More info at: 941-742-5923.

October 16, 2026: Enjoy a Night of Wonder the Season Kick-off Party! Step into a night where rhythm, culture, and community come alive under the stars. Night of Wonder will kick off The Ringling's 2026–2027 season with an unforgettable celebration in the Museum of Art Courtyard. You'll get the first glance of the upcoming season of world-class exhibitions, live performances, inspiring educational programs, and much more.6 p.m. • Attire: WONDER. WHITE. WOW us with Sequins, Sparkle, Starlight! • $35 | Limited Advance Discount. Ticket prices increase after SEP 15. The John and Mable Ringling Museum of Art, 5401 Bay Shore Road, Sarasota, FL

October Sarasota Events

October 16, 2026: It's the return of the Autumn Harvest Dinner at All Faiths Food Bank’s Warehouse. Join them for an unforgettable evening as they enjoy an exquisite farm-to-table dinner prepared by Michael’s On East, while raising money to fund their crucial produce programs. 6:30 p.m. All Faiths Food Bank, 8171 Blaikie Court, Sarasota FL. For questions or sponsorship information, please contact Jeremy Lisitza at jeremyl@allfaithsfoodbank.org | 941.549.8142

October 16 - 18, 2026: It's the 53rd Annual Sun Fiesta with fun for all ages, live music, bed races, marching band, food, arts, crafts, full bar; beer & wine, Miss Sun Fiesta, Dunk Tank, Auctions and more. Free admission. Sun Fiesta, Fri: 3:45 p.m. - 9 p.m., Sat: 9:25 a.m. - 9:30 p.m. Sun: 9 a.m. - 6 p.m. Centennial Park, 200 W. Venice Ave., Downtown Venice, FL.

October 16 - 18, 2026: The Arcadia All-Florida Championship Rodeo is hosting the 13th Annual Arcadia Fall PRCA Rodeo featuring the baddest bulls and broncs this side of the Mississippi along with all of the timed events everyone knows and loves! Bull riding, Bareback and Saddle Bronc Riding, Steer Wrestling, Tie Down Roping, Team Roping and Barrel Racing. There will be Calf Scramble and Mutton Bustin' for the kids. Gates open Saturday at 3 p.m., Sunday at 11 a.m.  Rain or Shine! Tickets: $45 - $75. Parking $10. Enjoy a weekend of family fun with the best cowboys and cowgirls around! Arcadia Rodeo, Mosaic Arena, 2450 NE Roan St., Arcadia, FL.

October 17, 2026:  Check out the largest and longest running festival held on AMI! It's the 25th Annual Anna Maria Island Bay Fest featuring live music plus a classic car show, arts and crafts vendors, food court with delicious food from local restaurants and vendors, soda, water, beer, wine & rum drinks for sale. Family friendly fun and Free admission. 10 a.m. - 9 p.m. Pine Avenue, City of Anna Maria, Anna Maria Island, FL.  October Sarasota Events on Escape-to-Sarasota.com

October Sarasota Events

October 17, 2026: The Newtown Farmers Market in Sarasota hosts the 10th annual Big Mama's Collard Greens Fest. The fest is a celebration of community and culture, with influence from Cajun, Creole, Southern and Caribbean styles. The legendary "big mama" represents the best-tasting family collard greens recipes, some dating back more than 100 years. One of the highlights of the festival is the collard green cook-off, where local residents and restaurant chefs compete for the bragging rights title of “Big Mama” and a chance to win prizes. Competitors cook up batches of their best family collard recipes and submit them for a blind taste test by a judging panel selected by the event planning committee. Entertainment will highlight local talent! A family-friendly, no-alcohol event. Food will be available for purchase from multiple food vendors. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  Outside food or drinks are not allowed, but they encourage families to bring their own lawn chairs or blankets. 12 p.m. - 6 p.m. Free Admission. Robert L. Taylor Community Complex, 1845 34th Street, Sarasota, FL.

October 17, 2026: Join in the fun of this Annual Halloween Family-and Fan-Favorite event, Boo! at The Bay! Enjoy a not-so-scary evening of trick-or-treating, free pumpkin picking, yard games, a family movie under the stars, and more! Costumes are encouraged (not required) for this not-so-spooky special event. Pumpkins are available on a first-come, first-served basis to the first 1,800 kids. Schedule of Events: 4:30-7:45pm | Food Trucks (Come hungry!). 5:00-6:30pm | Trick-or-Treating, Pumpkin Decorating, and more! 6:30-7:45pm | Family Movie Night: The Nightmare Before Christmas --SING-ALONG VERSION (Please bring a lawn chair to make sure you have a comfortable seat!). Registration opens September 8, 2026. Free. Get free tickets here. Common Ground at The Bay Park, 1055 Blvd of the Arts Sarasota, FL

October 17, 2026: It's the Sarasota Water Lantern Festival, a family friendly event that can be shared with friends, families and neighbors. Experience the magic of thousands of lanterns as the soft lights reflect upon the water. The lanterns are made from rice paper and wood so they are as eco-friendly as possible. Each adult ticket comes with the following: - Wristband for entry into the festival area with access to food trucks - Floating lantern kit - LED candle  - Commemorative drawstring bag - Marker  - Lantern retrieval and water clean up. Enjoy food trucks, live music, vendors, a scavenger hunt, and the lantern launch. 4:30 p.m.- 8:30 p.m. Tickets: various prices from $30.99. Nathan Benderson Park, 5851 Nathan Benderson Cir, Sarasota, FL

October 17, 2026: The Venice Night Market & Music Halloween Edition is on! This free, family-friendly event brings together everything you love about Venice Nights: local vendors, live music, food trucks, and a great community vibe—plus a full lineup of Halloween fun. Come dressed up and join in on: Kid Costume Moments & Photo Ops, Pet Dress-Up Fun, Costume Parade around the park. Spend the evening exploring the market, grabbing something good to eat, and enjoying live music as the sun goes down. 5 p.m. - 10 p.m. Free admission. Maxine Barritt Park (next to Sharky’s on the Pier), 1800 Harbor Drive South, Venice, FL

Here's my list of Sarasota Halloween Events!

October Sarasota Events

October 17, 2026: It's Sharktoberfest at Mote SEA! Explore and sip your way through an unforgettable evening during Sharktoberfest at Mote Science Education Aquarium (Mote SEA). The after-hours 21+ tasting event features local and regional breweries, wineries, distilleries and other beverage partners. Take in the immersive exhibits and marine life while enjoying live music and other festive delights throughout the evening. Food options will also be available for purchase during the event. Whether you're a craft beer lover, spirit enthusiast, or simply looking for a one-of-a-kind night out, Sharktoberfest offers the perfect blend of conservation, entertainment, and celebration. Sip your way through the aquarium, discover new favorites, enjoy live music, and other festive delights throughout the evening. $65.21+ ID Required. 7 p.m. - 11 p.m. Mote SEA Aquarium 225 University Town Center Drive, Sarasota, FL.

October 17 - 18, 2026: The 38th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. NEW FESTIVAL ACTIVITY – Hollowgraves Haunted Manor! A walk-through haunted house with live actors! Recommended for ages 8+ Lots of Halloween decorations for sale, too, from scarecrows to hay bales. Admission, Parking, Petting zoo, playground, live music, and decorated photo spots are FREE! Individual rides and game activity booth, including pony rides, unicorn encounter, hug a goat and pumpkin painting, has their own set price ranging from $1 – $10. Children’s Costume Contest every Saturday at 2 p.m. in front of the animal barn and free to participate in. Torres Family Circus and Extreme Riders Free daily showtimes each weekend 12 p.m. and 3 p.m. While some vendor booths may accept cards, many are cash only so please be prepared. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  For your convenience they will have ATMs set up. 10 a.m. - 5 p.m.  Additional dates: 24th & 25th. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October 17 - 18, 2026:  Get into the 35th Annual Hunsader Farms Pumpkin Festival featuring fun for all including craft show, live music, live shows, pioneer trades village, scarecrow displays, charity pumpkin games, hayrides, pony rides, petting zoo, frog jumping championships, kids train ride, fresh roasted sweet corn, rock climbing wall, face painting, children's and dog's costume contest and more. Additional dates: Oct 24 - 25. Admission $15, kids 5 - 9 $5 & under 5 free, parking $5. Cash only. 9:00 a.m. a.m. - 5:00 p.m. Hunsader Farms: C.R. 675, halfway between S.R. 64 & S.R. 70, 10 miles east of I-75. Heading north on I-75 from Sarasota take exit 217A or heading south on I-75 take exit 220. 941-322-2168. October Sarasota Events on Escape-to-Sarasota.

October 17 - 18, 2026:  It's the 30th Annual Downtown Sarasota Craft Festival. Held in downtown Sarasota at Orange and Main Street.  A variety of jewelry, pottery, ceramics, photography, painting, clothing and much more. An expansive Green Market with plants, orchids, exotic flora, handmade soaps, gourmet spices and freshly popped kettle corn further compliments the weekend. Please be mindful and follow CDC guidelines. Free admission. 10 a.m. - 5 p.m. 1 Central Avenue, downtown Sarasota, FL. October Sarasota Events on Escape-to-Sarasota

October SarasotaEvents

October 17 - 18, 2026: Immerse yourself in a world of artistic brilliance as St. Armand's Fall Festival of the Arts returns to enchant visitors at the picturesque St. Armand's Circle Park. You will encounter an array of handcrafted masterpieces. Talented artisans hailing from throughout Florida and beyond will showcase their exceptional talents, transforming the park into a vibrant tapestry of artistic expression spanning various mediums, including painting, sculpture, jewelry, photography, glass, ceramics, fiber and wearable art, mixed-media, woodworking and much more. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  10 a.m. - 5 p.m. Free Admission. St. Armand's Circle Park, St. Armand's Key, Sarasota, FL.

October 18, 2026: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. This free show takes place at 1602 Ken Thompson Parkway (near/behind the old Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666.  October Sarasota Events on Escape-to-Sarasota.com

October 18, 2026: A fun and safe night for the whole family Grace United Methodist Church invites you to Trunk or Treat. Pumpkin patch, games, snacks, pumpkin and rock painting station. 5 p.m. - 7 p.m. 400 Field Avenue, Venice, FL.

October 19, 2026: Check out Monday Night Jazz at the Florida Studio Theatre’s John C. Court Cabaret! Rebecca Richardson presents a Salute to the Ladies of Jazz. Richardson is a versatile pianist and vocalist based in Naples, FL. Her vocal style is often compared to jazz great Diana Krall. The Ladies of Jazz salutes the songs of outstanding jazz vocalists Nancy Wilson, Diana Krall and Julie London. Doors open 6:30 for food and beverages. Showtime is 7:30 pm. The John C. Court Cabaret 1265 First St, Sarasota, FL

October Sarasota Events

October 20, 2026: It's by invitation only, the 41st annual Friendliest Catch Fishing Tournament for the physically and mentally challenged. This event is limited to clients with special needs who receive services from local non-profit agencies supported by Suncoast Charities for Children. This private event is a special day out on the water for mentally and physically challenged. Sarasota Outboard Club, 1604 Ken Thompson Pkwy, Sarasota, FL For participant and captain registration information, please email janetlclark50@gmail.com.

October 22, 2026: Sheriff Rick Wells invites you to join the Manatee County Sheriff’s Office for the “Sheriff's Spooktactical Night,” an evening of family fun! MCSO units, special teams, and community partners will have vehicles on display, demonstrations, activities for kids, free food, and trunk-or-treat. The event is free to the public. Costumes welcome.  Free parking will be available at the former Desoto Square Mall across from the Operations Center on 301 Blvd. W. Handicapped parking will be available on-site. Please follow the posted signage for directions. 5:30 p.m. - 8:30 p.m. Manatee County Sheriff's Office: 600 301 Blvd W, Bradenton, FL

October 22, 2026: It's Trunk or Treat at SCF Venice! All treats. All dance moves. All the Halloween fun! Gab your costume, bring your crew and join us for SCF’s annual Trunk or Treat! Explore decorated vehicles, collect candy and show off your monster moves to live DJ music. Enjoy free games, activities and plenty of Halloween spirit! Bring your trick-or-treat bag and make a night of it! Free candy available while supplies last. 6 p.m. - 8 p.m. SCF Venice, 8000 S. Tamiami Trail (Parking Lot)

October 23, 2026: It's the Arlington Park and Aquatic Complex Annual Haunted Trail Carnival & Bark-O-Ween Dog Parade and Costume Contest. Bring your little ghouls and goblins for a fun-filled evening of games, trick-or-treating, and spooky surprises along a half-mile walking trail. This free event is perfect for children of all ages, with interactive activities designed especially for kids aged 12 and under. Dress up in your favorite costumes and prepare for an enchanting adventure in the park! Children under 5 must be accompanied by an adult. And, dress up your pup and participate in the judged costume parade for a chance to win fun, dog-friendly prizes. Whether your dog is spooky, cute, or creative, this event is sure to be a tail-wagging success. Registration required. To register, contact Conner Bowers at Conner.Bowers@sarasotafl.gov or call 941-263-6732  Free. 5 p.m. - 7 p.m. Arlington Park Paw Park, Arlington Park and Aquatic Complex, 2650 Waldemere St, Sarasota, FL. 941-554-2110.

October Sarasota Events

October 23, 2026: The Jazz Club of Sarasota presents Jazz on a Friday Afternoon at Two. Enjoy Big Band Jazz from one of the finest big bands on Florida's West coast. The Sarasota Jazz Project is directed by co-founder, George McLain. Comprised of some of the best musicians on the Gulf Coast, the seventeen piece band plays the music of the great big bands of the past as well as original compositions and arrangements. The Project Band features music from the American Songbook and some classic jazz standards. 2 p.m. - 4 p.m. Jazz Club members $15 - Guests $20. Unitarian Universalist Church 3975 Fruitville Rd, Sarasota, FL.

October 23, 2026: It's the Free Music Friday Night Concert. Enjoy the music of Nick Fiasco in downtown's Centennial Park. Free and open to the public. 7 p.m. - 9 p.m. Attendees are asked to bring their own chairs. No alcohol is permitted in Centennial Park. Centennial Park, downtown Venice, FL. October Sarasota Events on Escape-to-Sarasota

October 23 - 24, 2026: Let the treasure hunt begin....American Vintage Markets presents, Falling for Vintage. This festive marketplace, inspired by the love of vintage and handmade, will feature a wide array of carefully curated vendors who will showcase their best vintage-inspired, handcrafted, re-cycled, re-purposed, and re-imagined treasures. You'll be sure to find unique, vintage-inspired home decor, up-cycled goods, collectibles, industrial salvage, jewelry, clothing, furniture, plus a whole lot more! Rest assured, what you'll find upon entering the market will be unique, high-quality, and ready to take home treasures for yourself or to wrap up for the perfect gift. A true delight for your pickin' pleasure! Admission is $10. Follow them on FB & IG for discounted tickets and giveaways. 9 a.m. – 4 p.m. Free parking. Robarts Arena, Sarasota Fairgrounds, 3000 Ringling Blvd, Sarasota, FL. October Sarasota Events on Escape-to-Sarasota.com

October 24, 2026: It's a Pumpkin Splash! You’ve probably been to a pumpkin patch, but have you ever experienced a Pumpkin Splash? Dive into fall fun! Swim through a floating pumpkin patch and choose the perfect pumpkin to decorate and take home! 🎃🏊‍♂️ Decorate your pumpkin poolside using your own supplies or the craft materials and carving tools provided. It’s a splash-tastic way to celebrate the season! Don't miss this unique, family-friendly event! $10 per person - Take home a pumpkin! Registration required - Call 941-263-6732 to register. Each participant gets one pumpkin to keep. Children must be supervised by an adult. Arlington Park & Aquatic Complex, 2650 Waldemere St, Sarasota, FL.

Here's my list of Sarasota Halloween Events!

October Sarasota Events

October 24, 2026: Manatee Village Historical Park is hosting “Cemetery Tours,” a free hour-long tour of the 1850 Manatee Burying Grounds led by a member of Manatee Village's staff. Tours cover different facets of life during Manatee's Founding Period (1840-1918) as well as stories of those buried in the burying grounds. Topics vary depending on the staff member leading the tour. Space is limited and filled on a first come, first served basis. All members of your party must be present to receive a wristband. Each tour has a limited availability of 30 persons. First come first served. 10 a.m. Free to the public. Tickets available in the Wiggin's Store the day of the tours. (941) 749-7165. Manatee Village Historical Park,1404 Manatee Avenue East (State Road 64) Bradenton, FL.

October 24, 2026: Check out the Gulf Coast Pride Festival as it returns to Downtown Sarasota for an unforgettable celebration of community, connection, and Pride. Expect live music, incredible performances, local vendors, great food, and a street party that keeps the energy going well after sunset.4–8 PM | Vendor Marketplace + Live Performances 8–11 PM | Street Dance Party. Downtown Sarasota, Florida | Rosemary District.

October 24, 2026: Do The Halloween Pub Crawl in Downtown Sarasota! Do The Halloween Pub Crawl! 25% OFF code: SCREAM25 good until October 3rd! Get your tickets NOW before they are all sold out! Get ready to embrace the spooky season and Do The Halloween Pub Crawl in Downtown Sarasota! Pull out your spookiest costumes, grab your ghoulish friends, and prepare for a night of haunted fun. It's Sarasota County's most frightfully fantastic pub crawl, where the spirits are high, and the fun never dies! With contests, prizes, and downtown fun, this is the Halloween Pub Crawl event you should do. Come solo, with your boo, or gather your whole ghoul-gang and join us for the spookiest Halloween bash! 4:30 p.m. - 9 p.m. Contest awards and prizes will be awarded during the event. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com. Tickets ARE NOT sold at the door and can be purchased ONLY online! Tickets are just $19*. Last-Minute Tickets are $23.* Joe's On Main, 1448 Main Street Sarasota, FL 

October 24, 2026:  Check out Joyland's 30th Annual Boo Bash and Costume Contest with $5000 in cash prizes,   drink specials, Horrorland Haunted Maze All Night. Tickets $15 - $25. Party starts at 9 p.m. Joyland Live, 8341 Lockwood Ridge Road, Sarasota FL.

October Sarasota Events

October 24 - 25, 2026: Get into the 35th Annual Hunsader Farms Pumpkin Festival featuring fun for all including craft show, live music, live shows, pioneer trades village, scarecrow displays, charity pumpkin games, hayrides, pony rides, petting zoo, frog jumping championships, kids train ride, fresh roasted sweet corn, rock climbing wall, face painting, children's and dog's costume contest and more. Admission $15, kids 5 - 9 $5 & under 5 free, parking $5. Cash only. 9:00 a.m. a.m. - 5:00 p.m. Hunsader Farms: C.R. 675, halfway between S.R. 64 & S.R. 70, 10 miles east of I-75. Heading north on I-75 from Sarasota take exit 217A or heading south on I-75 take exit 220. 941-322-2168. October Sarasota Events on Escape-to-Sarasota.

October 24 - 25, 2026: It's the 3rd Annual Dakin Dairy Farms Harvest Festival. The festival offers farm fun for all ages. Live music daily, food trucks, lawn mower racing, live cow milking demonstration, touch a tractor heavy equipment, calf cuddling, playground and bounce houses, apple launchers, pumpkin cannon and kid ATV's, moo train ride, cow feeding hayride experience and MORE. Admission $20, 5 years and under free. Free parking. 10 a.m. - 5 p.m. Also October 24 - 25. Dakin Dairy Farms, 30771 Betts Rd., Myakka City, FL

October 24 - 25 2026: NEW SHOW! Lakewood Ranch Art Festival at UTC with Craft Marketplace! This show features a stunning array of original, hand-crafted artwork, including paintings, pottery, jewelry, photography, and much more. The event also includes a Craft Marketplace, featuring unique hand-made soaps, clothing, and home decor. This is a rare opportunity to meet the artists in person and gain insight into the inspiration behind their one-of-a-kind creations. 10 a.m. - 5 p.m. Free entry. UTC, 140 University Town Center Dr in Sarasota, FL

October 24 - 25, 2026: The 38th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. NEW FESTIVAL ACTIVITY – Hollowgraves Haunted Manor! A walk-through haunted house with live actors! Recommended for ages 8+ Lots of Halloween decorations for sale, too, from scarecrows to hay bales. Admission, Parking, Petting zoo, playground, live music, and decorated photo spots are FREE! Individual rides and game activity booth, including pony rides, unicorn encounter, hug a goat and pumpkin painting, has their own set price ranging from $1 – $10. Children’s Costume Contest every Saturday at 2 p.m. in front of the animal barn and free to participate in. Torres Family Circus and Extreme Riders Free daily showtimes each weekend 12 p.m. and 3 p.m. While some vendor booths may accept cards, many are cash only so please be prepared. For your convenience they will have ATMs set up. 10 a.m. - 5 p.m.  Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com. Additional event dates: 24th & 25th. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October Sarasota Events

October 25, 2026:  It's the 38th Anniversary Bill's Beer Run Marathon. The 38th annual Bill’s Beer Run (BBR) is a 5-mile road race that takes place Oct 25th on Casey Key, hosted each year by the Manasota Track Club (MTC). This year's theme is Red - White  & Brew. Get ready to celebrate America’s 250th year in true Bill’s Beer Run fashion—with patriotic costumes, festive gear, cold beer, and an unforgettable morning of running and fun! Now’s the time to start planning your red, white, and blue race-day outfit. Whether you go all out with stars and stripes, Uncle Sam, Lady Liberty, fireworks, eagles, or your own creative twist, we can’t wait to see what you come up with! Costumes are highly encouraged, so grab your friends, build your team, and start planning! The 5-mile, fund-raising run named after Bill Menard, takes place on Casey Key. Register early because it fills up fast. This longstanding club event sells out in just a matter of hours and is limited to current MTC members. (Non-member registration opens on Aug 1st - if there are any remaining spots.) Long touted as “the most fun you can have running five miles!” AMAZING racecourse along the Gulf of Mexico, Halloween weekend, BEER, great race shirts, costumes, 10-deep age group awards, DJ, costume contests, BEER, dancing, hot-dogs, BEER and more!  Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com.  Arrive early because there's limited parking, or carpool. 8 a.m.  FANTASY and FABLES!  North Jetty Park, Casey Key, FL. Click here for more info. October Sarasota Events on Escape-to-Sarasota

October 25, 2026: Enjoy the Selby Gardens Spooktacular with the whole family. With fun and not too scary festivities, bring your camera for pictures of your costumed family! Activities include traditional, wholesome Halloween happenings like trick-or-treating, arts and crafts, fun and educational activities, as well as more frightening (but not too scary) options for older children including storytelling. Children are encouraged to dress in costume and bring their own trick-or-treat bags to collect their goodies. Food and beverage available for purchase. 10 a.m. - 1 p.m. Members: Free, Member's Guests: $12. Regular admission: Adults $28, kids 5 - 17 $12. 4 and under are free. Food available for purchase. Marie Selby Botanical Gardens, 1534 Mound Street, Sarasota, FL. October Sarasota Events on Escape-to-Sarasota.com

October 25, 2026: Enjoy Taste of The Bay Presented by Sarasota-Manatee Originals and Get a delicious taste (or two... or more...) from some of Sarasota's latest, greatest and most exciting locally-owned restaurants. Taste of The Bay is an outdoor food festival showcasing signature dishes from locally-owned and operated restaurants. Come mix and mingle, sample tasty bites, and listen to live music from  Kettle of Fish at The Bay -- the beautiful signature public park along Sarasota Bay. Eat, sip and enjoy! This is one of 70+ FREE and fun events at The Bay during the park's month-long 4th Anniversary Celebration. Noon - 3 p.m. Admission to Taste of The Bay is FREE! Food is purchased with tickets. Tickets are sold in $5 increments. The Oval Parking Lot at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL

October 25, 2026: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. This free show takes place at 1602 Ken Thompson Parkway (near/behind the old Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666. October Sarasota Events on Escape-to-Sarasota

October Sarasota Events

October 25, 2025: TBA for 2026. Join in for Monster Mash! It's ALIVE! 107.9 WSRZ's Monster Mash returns. Jones and Company are hosting the Ultimate Halloween Party at the Venice Community Center Featuring the Ultimate Costume Contest with $1,500 in cash prizes. Admission: $10/advance $15 at the door. Doors open at 6:00 p.m. Venice Community Center, 326 S. Nokomis Ave., Venice, FL

October 27, 2026:It's the return of Nathan Benderson Park’s annual NBP Trick Or Treat On The Lake. Don your spookiest, silliest, or most star-studded costumes and prepare for an evening of trick-or-treating along their candy trail. Experience not-too-spooky themed booths decorated by community organizations, all ready to treat you with candies and delights, themed children’s activities, live music, an area dedicated to interactive play for the little ones, as well as a storytelling corner to ignite their imaginations with Halloween tales. 4:30 p.m. - 7:30 p.m. Regatta Island. Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota FL.

October 28, 2026:  Celebrate Halloween with State College of Florida, Manatee-Sarasota’s (SCF) Bradenton. It's a Halloween Skeleton Spooktacular. Venture deep into the Learning Commons and test your knowledge of our collection of organ models, or partake in festivities, movies, and candy! Costumes are welcomed but not mandatory. Learning Commons, Room 123, Bldg. 3 – Carol F. Probstfeld Library & Learning Center and Family Heritage House at SCF Bradenton. 10 a.m. - 3 p.m. SCF Bradenton, 5840 26th St. W., parking lot D,  Bradenton, FL.   October Sarasota Events on Escape-to-Sarasota.com

October 28, 2026: It's Trunk or Treat. Bring the whole family for a ghoulishly good time at the annual Trunk or Treat at the Robert L. Taylor Community Complex. Kids of all ages will enjoy a safe and spooky evening filled with fun, games, and candy! Prizes will be awarded for the best costumes and trunk decorations. Free; no registration required. 5 p.m. - 7 p.m. Robert L. Taylor Community Complex, 1845 John Rivers Street, Sarasota, FL.

October Sarasota Events

October 28 - 31, 2026: Check out The Jiggs Landing Haunted Boat Ride! When the sun goes down, Jiggs Landing changes. This Halloween season, the peaceful boardwalk transforms into a realm of spooky lights and chilling characters, inviting brave souls to experience the brand-new Jiggs Landing Haunted Boat Ride. Once visitors leave the dock, there’s no turning back. Guests will cruise straight into the absolute darkness of Ward Lake, enveloped by black water, shadowy trees, and things they might wish they hadn’t seen. As the boat drifts through the eerie stillness, passengers may hear something moving in the woods or catch a glimpse of something unexplainable lingering along the shoreline. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com. Organizers have issued a strict warning for all who dare to board: Whatever you do…don’t look behind you. The lake has always had stories, but this year, riders don't just hear the legends—they become part of one. Limited tickets are available. Various times. $10. Advanced booking is strongly recommended. Jiggs Landing, 6106 63rd St. E. Bradenton, FL

October 28 - 31, 2026: The 5th Annual Haunted Walk Returns to Jiggs Landing Preserve—Spookier Than Ever Jiggs Landing Preserve is thrilled to announce the return of its annual Halloween tradition: the 5th Annual Haunted Walk! Designed to excite both returning visitors and first-time guests, the premier attraction remains 100% free to the public. Free. 7 p.m. - 9 p.m. Jiggs Landing Preserve, 6106 63rd St. East, Bradenton, FL

October 29, 2026: It's Trunk or Treat at SCF Bradeenton! All treats. All dance moves. All the Halloween fun! Gab your costume, bring your crew and join us for SCF’s annual Trunk or Treat! Explore decorated vehicles, collect candy and show off your monster moves to live DJ music. Enjoy free games, activities and plenty of Halloween spirit! Bring your trick-or-treat bag and make a night of it! Free candy available while supplies last. 6 p.m. - 8 p.m. SCF Bradenton, 5840 26th St. W. (Parking Lot J)

October 29 - November 1, 2026: It's the 6th Annual Fall Festival & Carnival with Carnival Rides.Get ready to celebrate fall in style at University Town Center with carnival rides opening Thursday evening October 29th through Sunday, November 1st with the Dreamland Amusements Carnival Rides & Games! Plus starting on Friday we will have tons of delicious food trucks, vendors & more. Entry into the festival is free for all ages. This event promises a weekend packed with fun, family-friendly activities, and an unforgettable community experience. Thurs-Fri 5 p.m. - 11 p.m. Sat: 12 p.m. - 11 p.m. Sun: 12 p.m. - 9 p.m. The Mall at University Town Center, 140 University Town Center Drive, Sarasota, FL.

October Sarasota Events

October 30, 2026: Be a part of North Port's Halloween tradition. Costumes, candy and community creativity will fill the City Center Front Green with Trick or Treat at City Center. At the center of the celebration is the Pumpkin Trail, a winding collection of kid-friendly Halloween booths created by local businesses, nonprofits and community groups. Each partner brings a section of the trail to life with a festive display and provides candy for the thousands of children expected to attend. Guests can add their creativity to a Community Mural, then visit the Halloween-themed photo station to capture keepsake memories from the evening. 5 p.m. - 8 p.m. Trick or Treat at City Center will take place at the City Center Front Green, 4970 City Hall Blvd.. North Port, FL.

October 30, 2026: It's the annual BooFest at Lakewood Ranch Main Street! It will be a spooktacular evening of family-friendly Halloween fun! Enjoy a spooktacular evening of family-friendly Halloween fun! Children are invited to trick-or-treat along a festive street filled with local vendor booths and merchants handing out sweet treats, don’t forget your costume and trick-or-treat tote! The fun continues in the Kids’ Zone where young guests can enjoy face painting, balloon twisting, fun inflatables, and hands-on experiments. Be sure to catch some live music at the Main Stage! Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com. With tasty food and drink vendors, fun activities for all ages, and a safe space to celebrate, this free community event is the perfect way for families to enjoy Halloween while supporting local businesses. This event is free and open to the public. 6 p.m. - 9 p.m. Main Street, Lakewood Ranch, FL.

October 30, 2026: It's Trick-or-Triples: Spooktacular Tennis Fun! Get ready for the second annual Trick or Triples Triple Elimination Tournament! Grab your costume, rally your team of 3-4 players, and play a Triples tournament for a frightfully fun day. 6 p.m. - 9 p.m. One division for all levels of play. Enjoy socializing before, during, and after the tournament in Court Thirteen! Prizes await the winning teams and the most hauntingly creative costumes! It’s going to be a wicked good time! $30 per team, sign up at the front desk or call 941-263-6641 Sign up now—spots will vanish faster than a ghost at the net! Payne Park Tennis Center, 2050 Adams Lane, Sarasota, FL.

October 30, 2026: Check out Clancy's Sports Bar and Grill as it kicks off their 26th Annual Halloween Bash with Westbound And Down keeping the dance floor packed from 6 PM - 10 PM. Costume judging starts at 10:30 PM. 9 p.m. - 1 a.m. Clancy's Irish Sports Pub & Grill, 6218 Cortez Rd W, Bradenton, FL

Here's my list of Sarasota Halloween Events!

October Sarasota Events

October 31, 2026: The 23rd Annual Boo Run is a family oriented 5K run or walk. There is also a Virtual 5K Run or Walk. Your race entry includes a chip-timed 5K, bib, glow in the dark finisher medal, and race shirt. Overall M/F and Age Group awards will be available to age group winners. Don't forget to dress in your favorite costume to enter the costume contest as well! Various registration fees. 8 a.m.   FCCI Insurance Group Building, 6300 University Parkway, Sarasota, FL  October Sarasota Events on Escape-to-Sarasota

October 31, 2026: It's the 2026 Boo! at The Bazaar with Free Trick or Treating (inside). It's The Bazaar's annual Boo! Free Trick or Treat event. Costumes encouraged and all ages welcome! Trick or treat throughout the entire Bazaar. SRQ Kickball Is hosting the costume contest at 2pm. There will be prizes. DJ music and food specials at Hamlet's Eatery! 10 .a. - 3 p.m. The Bazaar on Apricot & Lime, 821 Apricot Avenue, Sarasota, FL.

October 31, 2026:  Check out the Bradenton Public Market for a spooktacular good time with Halloween at the Market from 9 a.m. - 2 p.m.! This family-friendly event includes Trick or Treating with the Market Friendors from 9 a.m. – 2 p.m. (or while candy lasts). Dress in costume and come early! Bradenton Public Market, 400 Old Main Street, Bradenton, FL.

October 31, 2026: The Annual Sarasota Dog-A-Ween costume contest returns to the Sarasota Farmers Market Halloween Festival. Goblins and ghoulies, candy corn and cornstalks, doggie costume contests and parades: It’s time for dogs to get a scary groove on and don the Halloween garb.  All proceeds benefit the Donte’s Den Foundation. REGISTRATION & CHECK-IN 9 a.m. 10 a.m. parade and contest. Registration: 1 N Lemon Ave, Sarasota, FL Contest in Paul Thorpe Park 135 S Pineapple Ave, Sarasota, FL Competition: 10 a.m. parade and contest. Pre-register online here. Fee: $15  Parking is available in Whole Foods Parking Plaza. 

October Sarasota Events

October 31, 2026: Get Ready for the 23rd annual Halloween Egg Hunt at the Children's Garden! Put on your costumes and get ready for a magical morning at our annual Halloween Egg Hunt! The hunt begins at 10 am sharp.​ Hunt for a dozen hidden eggs filled with treats and prizes, make a festive craft, and enjoy complimentary scoops from Ben & Jerry’s. Tickets available starting on Sunday, September 27th through Zeffy, or in-person at the Garden. Please note: Halloween Egg Hunt tickets are available by pre-registration only. The Garden will be closed to the general public until noon. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com. Advance purchase required via Zeffy or at the Gift Shop. Refunds available until two weeks before the event. 10 a.m. - 12 p.m. The Children's Garden, 1670 10th Way, Sarasota, Fl.

October 31, 2026: You're invited to Repticon Sarasota 2026, an expo highlighting reptile shows, events, activities and sales. You'll have a chance to see live reptiles from around the world plus the chance to purchase pets and supplies direct from experts. Saturday  10:00 a.m. - 4:00 p.m. Various ticket prices on line. Online tickets only. Tickets not sold at the door. Sahib Shrine Center, 600 N Beneva Rd., Sarasota, FL

October 31, 2026:  For the 41st year Siesta Key will host the “Safe Treats.” This FREE event provides a safe venue for children to trick-or-treat and is a fun afternoon for the entire family. The event includes merchants in Siesta Village and on South Siesta Key. Bring your little ones to trick or treat and look for participating members displaying their Safe Treats Signs across Siesta Key. Don’t forget to hop on the free Siesta Key  Breeze Trolley which makes a continuous loop between the Siesta Key Village and Turtle Beach, with multiple stops along the way. 4 p.m. - 6 p.m. Siesta Key, FL. October Sarasota Events on Escape-to-Sarasota.com

October 31, 2026: It's the Downtown Halloween Strut in Venice, taking the place of the usual children's Halloween costume parade. All ages (from little ones to seniors) are invited to show off their costumes in Downtown Venice for the Halloween Strut! From 2:30 p.m. - 4:30 p.m.  Tampa Ave West, West Venice Ave, Miami Ave West, and Nokomis Ave! PLEASE NOTE: There is no street parade this year. Historic Downtown Venice, FL. October Sarasota Events on Escape-to-Sarasota.

October Sarasota Events

October 31, 2026: Enjoy Halloween at The Ringling this Year! The Ringling invites you to join us for a safe and enjoyable family-friendly Halloween evening. Enter through our historic Museum of Art gates, dressed in costume! Enjoy trick-or-treating on the Loggia, a Lantern Labyrinth in the Courtyard, and art-making. The Museum of Art Galleries will come alive with guides highlighting not-too-spooky paintings, a Seek and Find, and non-candy treats, with historic Halloween shorts playing in Gallery 19. The Say Cheese food truck will be there to take care of dinner! What to expect: Guests will enter the main Museum of Art gates (not through the Visitors Pavilion) They encourage our littlest visitors to come between 4:00-5:00 P.M. Please bring non-perishable food items for All Faiths Food Bank if you are able. There is no registration required for this event. Please leave swords, wands, and other costumes/costume accessories that might pose a risk for The Ringling's collection at home or in the car. No candy can be eaten while inside the galleries. Free admission. 4 p.m. - 7 p.m. The Ringling, 5401 Bay Shore Rd, Sarasota, FL

October 31, 2026:  It's the 18th Annual Fright Night on St Armand's Circle for Halloween fun. There will be haunted store fronts, frightening characters around every corner and statues dressed in the Halloween spirit. Adults and Kids can trick-or-treat around The Circle with numerous shops and restaurants contributing to the Halloween spirit with customized promotions. Free. 5:30 p.m. - 8:00 p.m. St. Armand's Circle, St. Armand's Key, Sarasota, FL. October Sarasota Events on Escape-to-Sarasota.com

October 31, 2026: Get Ready for a Spooktacular Night at the 12th Annual Trick-or-Treat in the Village of the Arts! Calling all ghosts and goblins, witches and wizards, superheroes and monsters! It’s that time of year again, and the Village of the Arts is brewing up a magical Halloween night just for you! Have a thrilling adventure filled with candy, costumes, and community spirit! Visit the Village where the streets are filled with Halloween magic. Their local galleries and friendly neighbors will be handing out treats, spreading joy, and creating memories that will linger long after the night ends. So, round up your little goblins and ghosts, and come enjoy a treat-filled Halloween adventure in the Village of the Arts—where the spirit of the season comes alive! 6 p.m. - 8 p.m. Village of the Arts, 1227 12th St. W, Bradenton, FL Street Parking throughout the Village, and at the empty lot on 13th Ave and 12th Street.

October 31, 2026: It's Mote Marine's "Oceanic Evening." Oceanic Evening is Mote’s signature black-tie gala (or costume!). Guests enjoy premier dining, cocktails, and live entertainment while gaining insight into Mote’s groundbreaking research. During this annual event, Mote shares its mission to conduct world-class research, conserve our natural resources and promote science education with current and prospective supporters. 6:15 p.m. Mote Science Education Aquarium (Mote SEA)., 225 University Town Center Drive, Sarasota, FL

October Sarasota Events

October 31, 2024: TBA for 2026. It's the 6th annual Halloween on S. Lime Ave! Madam Dementia cordially invites you to join her and the other characters of Halloween on South Lime. Created by artists, Dave Gordon and Elln Hagney, of Enlightened Monkey Arts, the installation offers multiple areas for guests to enjoy and features, projection mapping, custom made animatronics, special effects, games, interactives, a scavenger hunt and more. Described as heavy in humor with a little edge, Halloween on S. Lime is perfect for the entire family. This Years Theme: ​ Madam Dementia’s Fairytales for the Underworld​: This year, visitors will descend into Madam Dementia’s Fairytales for the Underworld, meeting the unnatural denizens of the realm’s most twisted fables. Guests may: Listen to campfire songs from the fan-favorite Singing Pumpkin Trio, Visit Alice’s Nightmare Garden and chat with the Caterpillar, Be Amazed by the Pied Pipers Circus, Encounter the Magic Mirror, Look out for strings in Painocchio’s Pleasure Playground, Explore the Western Cemetery and the grave of Rip Van Winkle — and perhaps learn about its ghostly inhabitants. Halloween on S. Lime Ave is a free, family friendly neighborhood event that draws hundreds of visitors from Sarasota and Manatee County. Madam Dementia cordially invites you to join her and the other characters of Halloween on S. Lime from 7 p.m. - 10 p.m. Halloween on South Lime Ave, 133 S Lime Ave, Sarasota, FL. For more information call 617-823-5081.

October 31, 2025: TBA for 2026. Celebrate Halloween in the heart of downtown Bradenton with a Halloween Block Party. Enjoy live music, local vendors, food trucks, and plenty of festive fun — costumes encouraged! 7 p.m. - 11 p.m. Some participating venues may have age restrictions. Old Main Street, downtown Bradenton, FL.

October 31, 2026: It's Mellow Mushroom's 5th Annual Melloween! A Halloween Party for Adults including the return of our infamous Bobbing for Shots! Costume Contest. Spooky Cocktails. Come scary, sexy, or wonderfully weird for a chance to win FREE PIZZA FOR A YEAR Enjoy bewitching drinks designed to put a spell on you. Drag Shows. Prepare to scream for our frighteningly fabulous performers! 7 p.m. - 10 p.m. Mellow Mushroom Sarasota, 6727 South Tamiami Trail, Sarasota, FL

October 31, 2026: Summon the spirits and prepare for a night of spine-tingling fun at Sage’s Annual Haunted Mansion Party! Mark your calendars and immerse yourself in the Haunting Magic of the Mansion. This year they’ve elevated the experience — no more separate ticket prices, because every guest is a VIP. With your admission you’ll have access to all four haunted floors of the building, including the new 3rd floor Vampire Nightclub. All-Inclusive Access: $65 admission grants access to all 4 themed floors. Music & Dancing: Live DJs and active dance floors throughout the venue. Food & Drinks: Complimentary passed light bites, themed specialty cocktails, and multiple cash bars to keep the spirits flowing. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com. This will be a night of thrills, chills, and eerie excitement like never before. 7 p.m. - 1 a.m. Sage Restaurant, 1216 1st Street, Sarasota, FL

October 31, 2026: It's the Dead Disco Block Party with live entertainment inside and DJ Ryan outside from 5 p.m. - 8 p.m., Johnny Diamond inside from 9:30 p.m. - 2 a.m. and Phoenix 5 live from 8 p.m. - midnight. Plus the annual costume contest, Smokin' Lora's BBQ & more. All at the Gator Club' Dead Disco Block Party. The Gator Club, 1490 Main St, Sarasota, FL

October 31 - November 1, 2026:  It's the 38th Annual Venice Art Fest, originally begun in 1987. Another of the numerous open air festivals on my November Sarasota Events Calendar, this outdoor event is held in Historic Downtown Venice, on west Venice Avenue. With free admission for all, the Fest takes place from 10 a.m. - 5 p.m. each day and features the works of over 150 artists. Event listing courtesy of October Sarasota Events on Escape-to-Sarasota.com. The weather in Sarasota and along the gulf coast is usually perfect for the Venice Art Fest. West Venice Avenue, Downtown Venice, FL. November Sarasota Events on Escape-to-Sarasota

October 31 - November 1, 2026: Check out the Sarasota Fine Art Show featuring one-of-a-kind and limited- edition artworks in many materials by participating studio artists who come from the local Sarasota area and around the entire country. Every artist offers their works in person. Free admission. JD Hamel Park (on Gulfstream Avenue) 199 Bayfront Drive Sarasota, FL

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