2025 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.

(*Every effort is made to provide accurate information, however, 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, 2025: 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 1, 2025: 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 1 - 26, 2025: Celebrate their 13th 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. Huge Beer Tent. Live Entertainment, OKTOBERFEST FOOD & DRINKS. Every Saturday best dressed contest, $50 Gift certificate to win. $12 Liter and $6 ½Liter all beers. $7 all wines. Live Music Tuesday to Saturday. Oktoberfest Food Specials, Beergarden and inside fun for everyone. One month of fun. Daily Giveaways. Open daily Noon - 8 p.m. Edelweiss, 611 Manatee Ave E, Bradenton, FL. October Sarasota Events on Escape-to-Sarasota

October 1 - November 2, 2025: It's the Third 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 80+ FREE events that showcase the very best of The Bay and recognize the three-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 Sarasota Events

October 3, 2025: 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. Tropical Ave will fill the air with top 40 dance and Latin Pop and the event will benefit Bring on the Ministry. 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 3, 2025:  Do you feel a slight change in the air? Kick off your Fall festivities with Season Five of Fresh Fridays! Season Five kicks off with a grand celebration you will not want to miss. Enjoy live music, free giveaways, delicious food, and exciting surprises. Who’s ready to kick off the season? See you on MAIN STREET! 7 p.m. - 10 p.m. Downtown Sarasota, FL.

October 3 -  November 1, 2025: 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.

October 4, 2025:  It's the 20th Annual UF/IFAS Manatee County Fall Plant Sale. Bring beauty and diversity into your landscape with affordable, Florida-friendly plants grown locally by UF/IFAS Extension Manatee County Master Gardener Volunteers (MGV). Guests can get the best selection of plants and beat the rush with early bird tickets. Starting at $10 per person or $15 per family, the early-bird ticket allows access to the plant sale from 8 a.m. to 9 a.m. Regular entry begins at 9 a.m. and is free. Only cash or check will be accepted during the sale.  The annual MGV plant sale is a great opportunity for beginner gardeners to get started on their horticultural journey. Pre-registration is required on Eventbrite for communication and event-capacity purposes. 8 a.m. - noon. UF/IFAS Manatee County Extension Office, 1303 17th St W, Palmetto, FL.

October Sarasota Events 

October 4, 2025: It's the 5th 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 4, 2025. Mark your calendar for Wellen Park’s 2nd 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 4 - 5, 2025. 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

October 4 - 5, 2025: The 37th 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.  Additional dates: Oct 11th & 12th, 18th & 19th, 25th & 26th. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October Sarasota Events

October 5, 2025: It's time for a toe-tappin', knee-slappin', hootenanny of a good time at the 2025 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. Freeadmission 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, 2025: 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 Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666.

October 10, 2025: It's Witches Night Out! Join SRQ County Parks for a positively enchanting evening! Join us 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 $35. No tickets will be sold at the door. 6 p.m. - 10 p.m. Historic Edson Keith Mansion in Phillippi Estate Park, 5500 S Tamiami Trail, Sarasota, FL Ticket sales open 8/29/2025 at 9am until 12am on 10/6/2025

October 10 - 11, 2025: 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 $8. 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 Sarasota Events

October 10 - 11, 2025: A ‘not-so-scary’ Symphonic Spooktacular,  Venice Symphony’s first concert of the season, returns to Venice featuring a harmonious collaboration of symphonic sounds and storytelling. Become entranced by Bernard Herrmann’s Psycho: A Short Suite for String Orchestra and travel to otherworldly dimensions with music from The Sorcerer’s Apprentice and other mystical medleys as you enjoy a festive concert experience designed to delight both young and old to kick off their 2025-26 Season.  Venice Performing Arts Center, 1 Indian Ave building 5, Venice, FL.

October 10 - 12, 2025: The American Powerboat Association (APBA) World Championship will be the thrilling finale at Englewood Beach Waterfest. This will mark the 11th 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 10th, excitement will spark in the community with the Annual Block Party on historic Dearborn Street. Racing kicks off at 11:00 a.m. on Saturday, October 11 and continues through Sunday, October 12. The top three winners will be celebrated at the awards ceremony. General Admission Two-Day Tickets = $35.00 (children under 12 FREE) and VIP One-Day Tickets = $150.00, VIP Two-Day Tickets = $250.00. Englewood Beach Waterfest, 2100 N Beach Road Englewood, FL.

October 11, 2025:  It's the 19th Annual Master Gardener Volunteer Plant Sale and EdFest. At this family-friendly event, choose from among hundreds of shrubs, trees, palms, annuals, herbs and other plant varieties identified as “Florida-friendly” by the University of Florida, and get gardening and landscaping advice from Extension-trained Master Gardener Volunteers. EdFest booths and demonstrations will highlight the array of programs and services offered through Extension, from gardening advice to youth development. For more information, click on the link or call 311. Free admission. 8:30 a.m.- 3 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 941-861-5000, email sarasota@ifas.ufl.edu

October 11, 2025: The Jaguar Festival d’Elegance Returns to St. Armands Circle! It is the 39th Annual Festival d'Elegance on St. Armand's Key in St. Armand's Circle Park. 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. 

October Sarasota Events

October 11, 2025: It's the Fall Vendor & Craft Fair in Venice with vendors, crafts, art, food trucks & more! Come out and enjoy this family fun event! Free admission & free parking! 10 a.m. - 3 p.m. Maxine Barritt Park, 1800 Harbor Dr. S. Venice. FL.

October 11, 2025: 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 11, 2025: Come one, come all to the first ever Oktoberfest – A Day of Oars & Pours at NBP! Enjoy delicious fall foods, music, dancing and of course, refreshing beers! Presented by Alpha Law Group. Enjoy a BREW-TIFUL Day at Nathan Benderson Park. Catch the thrill of the Benderson Chase regatta on the lake while quenching your thirst on land. 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 11, 2025:  Check out the 10th Annual Sarasota Celtic Music Festival with  the New World Celts.  A beautiful fusion of beer-swilling, kilt-sporting, lederhosen-loving merriment and live music throughout the weekend. There will be vendors onsite selling their unique wares, live music, plus food trucks dishing up delicious seasonal fare, wine, cocktails and pints-a-plenty of our Oktoberfest Märzen Lager and other award-winning craft beer offerings. This event is family (and dog!) friendly, so don your finest lederhosen, dirndl or most festive tartan and join us for a weekend chock-full of Oktoberfest celebrations with a Celtic twist! Check site for tickets. Free parking. Location: Motor Works Brewing, 1014 9th St W, Bradenton, FL

October Sarasota Events

October 11 - 12, 2025: The 37th 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.  Additional dates: Oct 18th & 19th, 25th & 26th. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October 11 - 12, 2025: 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 11 - 12, 2025: Get into the 34th 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 and more. Additional dates: Oct 18 - 19 and Oct 25 - 26. 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 11 - December 7, 2025:  Selby Gardens is excited to collaborate with British contemporary artist, Rebecca Louise Law, on The Orchid Show 2025 at the Downtown Sarasota campus. Exploring the theme of survival, the exhibition will feature an immersive art installation of dried flowers by Law in the Museum of Botany & the Arts. Accompanying Law’s installation will be a striking presentation of living orchids and other plants in the Display Conservatory, designed by Selby Gardens’ horticulture team. The spectacular results will blur the lines between art and nature in unexpected ways Selby Gardens is home to the finest scientifically documented collection of living orchids in the world. The Orchid Show will build on the strength of this outstanding collection and celebrate the beauty and diversity of one of the most popular families of flowering plants. Members Free. Member guests $12. Adults $28. Ages 5-17 $12. Ages 4 and under Free. 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.

October Sarasota Events

October 12, 2025: 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 Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666. October Sarasota Events on Escape-to-Sarasota.com

October 12, 2025: 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 and soft pretzel sticks with beer cheese.  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). 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 15, 2025: Check out the 2025 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 17, 2025: The 23rd annual Goblin Gathering is an event hosted by Manatee County Parks and Natural Resources and held at GT Bray Park. 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! Costume contest sign up begins after 5 PM (judging begins at 7 PM). Food trucks will be on site to offer a BITE. Costume Contest: 1 year and under,  2 to 4 years old, 5 to 8 years old, 9 and older, Families. Three winners will be chosen for each category. Sign up at the stage after 5 PM. Judging begins at 7 PM on stage. Event entry and trick-or-treating is free. 4 p.m. - 8 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 Sarasota Events

October 17 - 19, 2025: It's SRQ ROCKTOBERFEST! The ultimate fall celebration in downtown Sarasota will feature all live music and performances to keep you rocking all weekend long. Savor delicious seasonal foods and refreshing drinks that capture the essence of fall. Explore a variety of vendors in the shopping area, perfect for finding unique gifts and treats. Friday, Oct. 17th: 4 p.m. - 10 p.m. Saturday, Oct. 18th: 11 a.m. - 10 p.m., Sunday, Oct. 19th: 11 a.m. - 6 p.m. Free admission. J.D. Hamel Park, 199 Bayshore Drive, Sarasota, FL

October 18, 2025: The Sarasota County Fire Department (SCFD) is excited to continue its monthly open house events in 2025, 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 16, 5875 Hummingbird Ave., Sarasota, FL

October 18, 2025: Check out the largest and longest running festival held on AMI! It's the 24th Annual Anna Maria Island Bay Fest featuring live music plus a classic car show from 10 a.m. - 3 p.m., 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 18, 2025: The Newtown Farmers Market in Sarasota hosts the 9th 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. 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 Sarasota Events

October 18, 2025: Calling all goblins and ghouls! Dress in your favorite costume* and follow the Trick-or-Treat Trail at the Mall at UTC, scaring up goodies from your favorite stores along the way! The wicked-good time will also include: Fangtastic Character Meet & Greets, A Spooktacular Dance Party, Howl-oween Bounce Houses, Eerie-sistable Games, Crafts & More! No toy weapons permitted. *No toy weapons permitted. Trick-or-Treating will take place mall-wide; other activities will be held in Grand Court and outside the main east entrance (by Urban Outfitters). Candy is available on a first-come basis, so please plan to arrive and begin trick-or-treating at the event start time (5:30 pm). 5:30 p.m. - 7:30 p.m. The Mall at UTC, 140 University Town Center Drive, Sarasota, FL.

October 18, 2025: Join in the fun of this Fourth Annual Halloween Family- and Fan-Favorite event, Boo! at The Bay! which includes a not-so-scary evening filled with trick-or-treating, free pumpkin pickings, yard games, a not-really haunted decorated trail, a movie showing of A Minecraft Movie, 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. Candy will be available throughout the park, including along the trick-or-treat decorated trail thanks to Gulf Coast Community Foundation, Kimley Horn, Sweet Sparkman, Visit Sarasota County, and Wilhelm Brothers. Sarasota Performing Arts Foundation Teaching Artists will inspire you to decorate your FREE pumpkin in ways you never imagined. Schedule of Events: 5:00-8:30pm: Food Trucks serve delicious food 6:00pm-7:30pm: Trick-or-Treat, Pumpkin Decorating, Games and more! 7:00pm-8:45pm: Showing of A Minecraft Movie. 6 p.m. - 8:45 p.m. Free. Get free tickets here. Common Ground at The Bay Park, 1055 Blvd of the Arts Sarasota, FL

October 18 - 19, 2025: It's the 29th 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 18 - 19, 2025: Get into the 34th 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 and more. Additional dates: Oct 25 - 26. 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 Sarasota Events

October 18 - 19, 2025: The Arcadia All-Florida Championship Rodeo is hosting the 12th 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: $40 - $70. 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 18 - 19, 2025: 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. 10 a.m. - 5 p.m. Free Admission. St. Armand's Circle Park, St. Armand's Key, Sarasota, FL.

October 18 - 19, 2025: The 37th 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.  Additional dates: Oct 25th & 26th. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October 19, 2025: 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 Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666.  October Sarasota Events on Escape-to-Sarasota.com

October Sarasota Events

October 19, 2025:The Sarasota Firemen's Benevolent Fund will host the 25th 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 19, 2024: TBA for 2025.  Bring the whole family to Ed Smith Stadium for a Spooktacular Halloween-themed movie shown on the outfield video board. Bring your blanket to watch from the stadium seating. Join them before the movie for games throughout the stadium. Concessions available. Coolers are not permitted. Admission is FREE donations of non-perishable food will be accepted. Open to all ages. Entry at the left-field gate begins at 5 p.m. Children ages 14 and under must be accompanied by an adult. 5 p.m. – 9 p.m. Ed Smith Stadium, 2700 12th St, Sarasota, FL 

October 20, 2025: The Jazz Club of Sarasota presents Monday Night Jazz with Barbara King. Critically acclaimed jazz vocalist Barbara King will once again grace the stage of the Florida Studio Theatre. The Grammy selected songstress will be presenting an array of classic and popular tunes from the world of jazz and the Great American Songbook. Along with her original compositions, Ms. King has captured audiences worldwide with her sultry voice and engaging spirit. Doors open 6:30 for food and beverages, showtime 7:30 p.m. John C. Court Cabaret at the Florida Studio Theatre, 1st St and Cocoanut Ave, Sarasota, FL. Tickets on sale September 1.

October 21, 2023: TBA for 2025.  Check out some heavenly bodies during Sidewalk Astronomy courtesy of the local group of Deep Sky Observers as they return with their program. Telescopes will be up and available for public viewing starting at 7 p.m. until 10 p.m. Weather permitting, the members of the Local Group will set up their high-quality telescopes in the parking lot at the southeastern corner of Sarasota's Celery Fields Park. Observing highlights will include the beautiful ringed planet Saturn, giant Jupiter (after about 9:00 p.m.) as well as extraordinary close-up views of the features on our own Moon. Other deep-sky objects, as well as a couple of additional planets will also be featured in the club member’s telescopes. Parking will be available in the large lot just WEST of the Nature Center building. The telescopes will be set up in the parking lot on the east side of the Nature Center. Celery Fields Park, 6893 Palmer Boulevard, Sarasota, FL.

October Sarasota Events

October 23, 2025:  It's the Bark-O-Ween Dog Costume Contest held in the Arlington Park Paw Park. Get ready for a howling good time at the Arlington Paw Park’s annual Bark-O-Ween! 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. 5:30 p.m. - 6 p.m. Arlington Park Paw Park, Arlington Park and Aquatic Complex, 2650 Waldemere St, Sarasota, FL. 941-554-2110.

October 23, 2025: Sheriff Rick Wells invites you to join the Manatee County Sheriff’s Office for a “spooktactical” evening of family fun! MCSO units, special teams, and community partners will have vehicles on display, demonstrations, activities for kids, food, and trick-or-treating at each unit’s station. The event is free to the public, and free hot dogs, chips, and water will be available while supplies last. Additionally, food trucks will be available with extra options for purchase. 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 24, 2025: 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. 12 p.m. - 4 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 24, 2025: It's the Free Music Friday Night Concert. Enjoy the music of BlueStar 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 Sarasota Events

October 24, 2025: It's the annual BooFest at Lakewood Ranch Main Street! It will be 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 after watching the interactive Mad Scientist Show. Be sure to catch the Main Stage lineup! Music Compound kicks things off at 6 p.m. followed by the Mad Scientist’s wild, interactive science show at 7 p.m. and a captivating Magic Show at 8 p.m. 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. Be sure to visit the Veteran Air booth to grab a FREE trick-or-treat pumpkin tote — available for the first 1,500 attendees! This event is free and open to the public. 6 p.m. - 9 p.m. Main Street, Lakewood Ranch, FL.

October 24, 2025: It's the return of the Autumn Harvest Dinner at All Faiths Food Bank’s Warehouse. The long-table dinner is part of our Autumn Harvest Campaign, which raises funds for produce programs that provide fresh fruit and vegetables to neighbors struggling with hunger. Enjoy a fun evening with friends and family over an exquisite farm-to-table dinner by Michael’s on East. 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 24, 2024: TBA for 2025. Celebrate Halloween with State College of Florida, Manatee-Sarasota’s (SCF) Bradenton at “Trunk or Treat.” This kid-friendly activity will feature free candy, decorated vehicles and music.  Kids of all ages and their families are welcome to attend this free event featuring a costume contest, decorated vehicles, DJ music, food truck purchases, kid-friendly activities, treats and candy. Register online at SCF.edu/TrunkorTreat. To receive an SCF trick-or-treat bag, each child must be registered individually. The free event is open to the public.  6 p.m. - 8 p.m. SCF Bradenton, 5840 26th St. W., parking lot D,  Bradenton, FL  October Sarasota Events on Escape-to-Sarasota.com

October Sarasota Events

October 25, 2025: The 22nd 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.   October Sarasota Events on Escape-to-Sarasota

October 25, 2025: 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). Bradenton Public Market, 400 Old Main Street, Bradenton, FL.

October 25, 2025: 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 25, 2025: You're invited to Repticon Sarasota 2025, 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 Sarasota Events

October 25, 2025: Fishermen’s Village and the Cultural Heritage Center of Southwest Florida Present the 7th Annual International CultureFEST. Attendees are invited to wear traditional attire representing their cultural heritage and to join the Cultural "Parade of Nations." Enjoy a family fun journey of International Cuisine, Cultural Crafts, Liver Performances, Educational Activities and much more. Along the covered Breezeway, artisan vendors will showcase handmade crafts, accessories, gems, and educational displays from diverse countries such as Ukraine, Guatemala, Indonesia, the Bahamas, Chile, China, India, Trinidad & Tobago, the Philippines, Colombia, and more. Attendees can also learn about the Islam Association and the Gullah-Geechee Culture. Feast on delicious cuisine representing the rich flavors of Asia, South America, and the Islands. Free admission and parking. 12 p.m. - 6 p.m. Fishermen’s Village, 1200 W Retta Esplanade, Punta Gorda, FL

October 25, 2025: Introducing the very first Music for a Cause, hosted by the Humane Society of Sarasota County! An unforgettable FREE, family-friendly afternoon in the heart of downtown Sarasota! It's the debut of Music for a Cause, and you'll want to say you were there when it all began! Dance to live DJ sets from Odi Diaz and Brian Busto. Grab a bite from local food trucks. Play games and enjoy activities for all ages. Every beat helps animals in need, so come party with a purpose! While the event is free, donations are always welcome and appreciated. 2 p.m. - 6 p.m. Five Points Park, 1 Central Ave, Sarasota, FL.

October 25, 2025: 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 p.m.- 8 p.m. Tickets: various prices from $30.99 (early purchase until 8/1/25). Nathan Benderson Park, 5851 Nathan Benderson Cir, Sarasota, FL

October 25, 2025: 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 in for the spookiest Halloween bash! 4:30 p.m. - 9 p.m. Contest awards and prizes will be awarded during the event. Tickets ARE NOT sold at the door and can be purchased ONLY online! Tickets are just $15*. Last-Minute Tickets are $19.* Joe's On Main, 1448 Main Street Sarasota, FL 

October Sarasota Events

October 25, 2025: It's Mote Marine's "Oceanic Evening." Oceanic Evening is Mote’s signature black-tie gala. 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 p.m. Mote Science Education Aquarium (Mote SEA)., 225 University Town Center Drive, Sarasota, FL

October 25, 2025: Enjoy the atmosphere of the 20th Annual St. Jude Hispanic Fall Festival which will feature live entertainment, music, dance, food, culture, kids' activities, Carnival Type Fun Games and Face Painting and more. There will be hay rides and train rides, Trunk or Treat, Cotton Candy & Pop Corn, Halloween Costume Contest with prizes and more. 6 p.m. - 9 p.m. Admission is free. Tickets available to buy for food purchases. St. Jude Catholic Church, 3930 17th Street, Sarasota, FL. More info: 941-955-3934.

October 25, 2024: TBA for 2025. Check out Joyland's 4th Annual Spooktacular Party with live DJ all night long playing the hits from the best decades in music, Costume Contest, drink specials. Party starts at 8 p.m. Joyland Live, 8341 Lockwood Ridge Road, Sarasota FL.

October 25 - 26, 2025: Get into the 34th 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 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 Sarasota Events

October 25 - 26, 2025: The 37th 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.  Additional dates: Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October 26, 2025: It's the 37th Anniversary Bill's Beer Run Marathon. The 37th annual Bill’s Beer Run (BBR) is a 5-mile road race that takes place Oct 26th on Casey Key, hosted each year by the Manasota Track Club (MTC). This year's theme is a celebration of the 50th Anniversary of the Manasota Track Club. To honor our founding era, the costume theme is the 1970s, adding a playful, retro vibe to one of Sarasota’s most beloved races. This year's race is LIMITED TO 500 RUNNERS. REGISTER BY SEPTEMBER 1 TO GUARANTEE YOUR SHIRT SIZE. 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. 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!  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 26, 2025: 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, 900 S. Palm Avenue, Sarasota, FL. October Sarasota Events on Escape-to-Sarasota.com

October 26, 2025: 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 at The Bay -- the beautiful signature public park along Sarasota Bay. Eat, sip and enjoy live music by The Rockefellers. This is one of 80+ FREE and fun events at The Bay during the park's month-long Third Anniversary Celebration. Noon - 3 p.m. Free admission. The Oval Parking Lot at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL

October Sarasota Events

October 26, 2025: 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 Mote Marine Aquarium on the water.) 2 p.m. Free. 388-1666. October Sarasota Events on Escape-to-Sarasota

October 26, 2024: TBA for 2025. Join in for Monster Mash! Donations will benefit Suncoast Charities for Children and Gulf Coast Community Foundation towards hurricane relief. Despite two hurricanes, It's ALIVE! 107.9 WSRZ's Monster Mash returns. Jones and Company are hosting the Ultimate Halloween Party at the Venice Community Center This year in the wake of two devastating hurricanes, the party will be free, but you're encouraged to make a donation at the door to help local families impacted by the storms, here on the Suncoast. Donations boxes and QR codes will be available throughout the night to raise money for this important cause. Featuring the Ultimate Costume Contest. Free admission. Doors open at 6:30 p.m. Venice Community Center, 326 S. Nokomis Ave., Venice, FL

October 26, 2024: TBA for 2025. Summon the spirits and awaken the supernatural for a night like no other at Sage’s Annual Haunted Mansion Party! Shed the ordinary and embrace the eerie for an evening that promises thrills, chills and memories to haunt your dreams. Embrace the fear, feel the thrill, and dance with the spirits. A most anticipated event of the year awaits your presence! 7 p.m. Sage Restaurant, 1216 1st Street, Sarasota, FL

October 26, 2024: TBA for 2025. Sarasota's Art Ovation Hotel becomes the Haunted Hotel with a Costume Contest with prizes: 1st place $1,000 and 2nd place $500, 3rd place $​‌250 Bar tab at Perspective. Tickets include entry to event, entertainment by Vegas's DJ Jeff Retro, photobooth and late night hors d'Oeuvres. Advance Tickets: $35. At the door: $50. VIP Table $1000 - up to 8 guests will receive entry to the party, reserved seating, Bottle service with choice of two spirits, Bottle of champagne, Mixers and late night hors d'Oeuvres. 8 p.m. - 1 a.m. Art Ovations Haunted Ballroom, Art Ovation Hotel, 1255 N. Palm Avenue, Sarasota, FL.

October Sarasota Events

October 26, 2024: TBA for 2025.  It's the Joyland Live's 28th Annual Boo Bash featuring costume contest, food and drink specials, music with live DJ, and The Insanity Circus Maze. Party from 9 p.m. - 1 a.m. Cover charge. Joyland Live, 8341 Lockwood Ridge Road, Sarasota FL.

October 26 - 27, 2024: TBA for 2025. Celebrate Wild-O-Ween at Big Cat Habitat with Free admission for kids and trick or treat stations throughout the park plus pumpkin painting and pumpkin bowling along with a costume contest and Mummy wrapping! Also available: Pony Rides, Face Painting, Big Cat & Bear Feeding. 12 p.m. - 4 p.m. Big Cat Habitat, 7101 Palmer Blvd, Sarasota, Fl.

October 27, 2025: The Jazz Club of Sarasota presents Monday Night Jazz with an exciting evening of jazz featuring trumpeter James Suggs and Company. One of the area’s most in demand musicians Suggs is one of the finest trumpet players in the Bay area. He has performed critically acclaimed tribute shows to Louis Armstrong, Miles Davis and Harry James. His CD, You’re Gonna Hear From Me, was produced by Houston Person and features Lafayette Harris, Lewis Nash, Peter Washington, and Person on saxophone. Doors open 6:30 for food and beverages, showtime 7:30 p.m. John C. Court Cabaret at the Florida Studio Theatre, 1st St and Cocoanut Ave, Sarasota, FL. Tickets on sale September 1

October 27 - 31, 2024:TBA for 2025.   Prepare for a spine-chilling adventure at the 3rd Annual Haunted Fish Camp at Jiggs Landing! This year, the historic fish camp transforms into a haunted haven for five frightful nights. Haunted Fish Camp: Embark on a self-guided tour through the eerie grounds, where the ghost of Captain Fish Hook, a pirate lost for centuries, roams. Legend has it that his crew abandoned him in near Tampa Bay, and later he met his end at the hands of an evil fisherman at Jiggs Landing. Graveyard Walk: Stroll through the haunted walkway and encounter the graveyard of former residents. Beware, as the ghost of Jiggs himself is known to make an appearance every Halloween! Spooky Pavilion: Watch out for other scary creatures lurking in the pavilion and along the raised walkway. Kid’s Play Area: Even the little ones will get a thrill with a giant wolf spider on a web in the play area. Halloween Tales & S’mores: Gather around the fire to hear tales of Halloween from the 1940s and enjoy delicious s’mores under the night sky. Special Event: Trunk or Treat October 31st only, A safe and fun way for kids to trick-or-treat from car to car, collecting candy and treats. 7:30 p.m.- 9:30 p.m. Admission: Children (12 and under): Free. All Others: $5 (Haunted Fish Camp Only). Jiggs Landing is a historic fish camp known for its rich history and scenic views, it offers a unique blend of outdoor activities and historical charm. Jiggs Landing, located at 6106 63rd St. E., Bradenton, FL

October Sarasota Events

October 28, 2025: 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. 5:30 p.m. - 8 p.m. Regatta Island. Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota FL.

October 30, 2024: TBA for 2025. 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 30 - 31, 2024: TBA for 2025. It's the 5th 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: Deathsota National Park: The afterlife with a View. Tour the park and discover the native unnatural wildlife, Fiddlers Green Campground and playground and a historic Cemetery. 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 Sarasota Events on Escape-to-Sarasota.com

October 31, 2025:  Check out Jazz at Two featuring Kevin Celebi and the Harmonic Sanity Septet who were one of the surprise highlights of the Friday Jazz at Two Series last season. The band returns to open the series with an all new program featuring various styles of jazz - classical, swing, Gypsy, Latin, bossa nova and more. 2 p.m. - 4 p.m. Jazz Club members $15 - Guests $20. Unitarian Universalist Church 3975 Fruitville Rd, Sarasota, FL.

October Sarasota Events

October 31, 2025: For the 40th 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  festive balloons. 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. 3 - 6 p.m. Siesta Key, FL. October Sarasota Events on Escape-to-Sarasota.com

October 31, 2025: 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 4:30 p.m. - 6:30 p.m. enjoy trick-or-treating at participating locations on 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 31, 2024: TBA for 2025. There's a Trunk or Treat event with Free candy, fun and games, and decorated trunks in "the shell lot" at First Baptist Church!. 4:30 p.m. - 7 p.m. Frist Baptist Church, 312 Miami Ave W,, Venice, FL.

October 31, 2025: Enjoy Halloween at The Ringling This Year! The Ringling invites you to join us for a safe and enjoyable family-friendly Halloween @The Ringling Museum of Art, benefiting the All Faiths Food Bank. Enter the Museum of Art gates dressed in costume! Enjoy trick-or-treating in the Courtyard! The Museum of Art galleries will come alive with guides highlighting not-too-spooky paintings, a fun Seek and Find adventure, and non-candy prizes! There will be a food truck and art making in the MOA circle! Halloween short animations will be playing in the MOA Courtyard! Come join us for a unique Halloween event for the whole family to enjoy!  4:30 p.m. to 7:30 p.m. Free There is no registration required for this event. The event will be closed to new visitors once we reach capacity (1,200 participants). 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. The Ringling, 5401 Bay Shore Rd, Sarasota, FL

October Sarasota Events

October 31, 2024: TBA for 2025. Get Ready for a Spooktacular Night at the 10th 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 our 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, 2025: It's the 17th 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. 6 p.m. - 8:30 p.m. St. Armand's Circle, St. Armand's Key, Sarasota, FL. October Sarasota Events on Escape-to-Sarasota.com

October 31, 2025: It's the Gator Club's Halloween Block Party with Live music, food and drinks. Costumes encouraged! Costume contests for cash prizes. Fun starts at 6 p.m. The Gator Club, 1490 Main St, Sarasota, FL

October 31 -  November 2, 2025: It's the 4th Annual Fall Festival & Carnival with Carnival Rides* Join in for a festive weekend filled with fun, food, and entertainment at the 4th Annual Sarasota Fall Festival! Look forward to tons of tasty food trucks, and carnival favorites like Funnel Cakes, & Fried Oreos, community performances from local businesses, or free trunk or treat, and so much more. Fall Festival Hours: 11/1 Saturday 11a.m. - 6 p.m., 11/2 Sunday 11a.m. - 6 p.m., Sarasota Fall Carnival Hours: (Times are subject to change by management.) 10/31 Friday 5 p.m.-11 p.m.m 11/1 Saturday Noon - 11 p.m., 11/2 Sunday Noon - 10 p.m. The Mall at University Town Center, 140 University Town Center Drive, Sarasota, FL. Located near the East side by Urban Outfitters

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