2023 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, 2023: It's the St Armand's Craft Festival and Sidewalk Sale. The event offers art from a broad spectrum of mediums including sculpture, photography, glass, paintings, ceramics, jewelry, mixed media, and more! In addition to fine art, this festival will feature a craft marketplace on the street. With over 175 artisans you're bound to find something nice. 10 a.m. - 5 p.m. Free. St. Armand's Circle, Sarasota, FL.

October 1, 2023: 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 1, 2023:  The 35th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. 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 7 - 8, Oct 14 - 15, Oct  21 - 22 and Oct. 28 - 29. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.

October 1, 2023: Check out Parktoberfest at The Bay. This family-friendly event has a hoppy twist and no Deutsch required. The DeLeon Family Band returns to The Bay to perform traditional ‘oom-pah’ style Polka and more. 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 Cornhole. Sun King Brewery partners with The Nest to offer a range of must-try German-inspired and locally crafted brews and beers. The Nest will serve brats and soft pretzels with beer cheese sauce. Currywurst food truck will be on hand with tasty favorites. 5 p.m. - 7 p.m. 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. This event is back outside at The Oval! Please bring your own chair to ensure a comfortable seat. The Bay park address is 1055 Blvd of the Arts, Sarasota, FL

October Sarasota Events

October 4, 2023:  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 4, 2023: 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 5, 2023: It's Ringling Underground. Enjoy live music, art and atmosphere in the Museum of Art Courtyard during Ringling Underground 8 p.m. -11 p.m. This event features an eclectic mix of local, regional, and national live music. Check out up-and-coming artists displaying their work in the Museum of Art Courtyard. $15 / Free for Students w/ ID & Members. Free with Art after 5 Admission. The Courtyard at The John and Mable Ringling Museum of Art, 5401 Bay Shore Rd, Sarasota, FL. (941) 359-5700

October 6, 2023: 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 RJ Howson & Friends will fill the air with groovin’ originals and classic sounds and the deejay will keep you dancing with today’s Top 100 hits, 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 Sarasota Events

October 6, 2023: The Fresh Fridays downtown Sarasota block party will feature live music, food and drinks from local restaurants in the area. You can support local organization with donations for hurricane relief for our friends south of us. Free. 7 p.m. - 10 p.m. State Street, Sarasota, FL.

October 7, 2023: Check out their new location for The 25th Annual Cortez Nautical Flea Market with lots of used boat stuff, some new boat stuff, too, to buy or trade along with antiques, dive gear, fishing gear and more. Meet fellow boaters, enjoy some live music, food and have a good time. 8:00 a.m.- 12:00 p.m.  Free admission. Open to the public. There will also be a Nautical Arts & Crafts sale at the Cortez Cultural Center located to the east of the museum. Free parking is available at the F.I.S.H. Preserve located on Cortez Road next to the Cortez Cultural Center. Florida Maritime Museum, 4415 119th Street West, Cortez, FL.

October 7, 2023: You're invited to Public Safety Awareness Day. This free event offers a variety of exciting demonstrations: K-9 Demonstrations, Helicopter Extrication and More! Don't miss a chance to give back with the OneBlood Blood Drive, and important information from first responder units from around Sarasota County! 10 a.m. - 2 p.m. CoolToday Park, 18800 S. West Villages Pkwy, Venice, FL.

October 7, 2023: As the sun sets over the Gulf of Mexico, the vibrant rhythms of reggae music will fill the air, creating an unforgettable atmosphere for the upcoming Reggae Nights on the Island event. This one-time musical extravaganza promises to be a sensational evening. Featuring live performances from PROPAGANJAH and ICHRONIQ. 5 p.m. - 9 p.m. Centennial Park, downtown Venice, FL.

October Sarasota Events

October 7 - 8, 2023: It's the 27th 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 7 - 8, 2023:  The 35th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. 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 14 - 15, Oct  21 - 22 and Oct. 28 - 29. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.October Sarasota Events on Escape-to-Sarasota.

October 7 - November 26, 2023: It's The Orchid Show 2023: A 50th Anniversary Celebration. The Orchid Show 2023 will include a horticultural display in the Tropical Conservatory and an exhibition in the Museum of Botany & the Arts. Orchids of various shapes, colors, and patterns will abound in the Conservatory, illustrating the beauty and diversity of one of the largest and most beloved families of flowering plants. The Museum exhibition will present a selection of rare artifacts and historical images to help tell the rich story of Selby Gardens’ first 50 years, with emphasis on the plants and people who have made it such a special place. Members Free. Member guests $11. Adults $26. Ages 5-17 $11. Ages 4 and under free. Open daily 10 a.m. – 5 p.m. *Closed Christmas Day. Downtown Sarasota Campus, 1534 Mound Street, Sarasota, FL

October 8, 2023: 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 Sarasota Events

October Sarasota Events

October 11 - 15, 2023: Celebrate their 11th Annual Oktoberfest at Edelweiss in Bradenton with a large, open air beer tent with seating and live entertainment with German music, fire spinner and German dancers, Oktoberfest food, contests & prizes and German beer. Come eat, drink, schunkel, and yodel! Wednesday the 11th they kick off Oktoberfest with a keg tapping ceremony at 5 p.m. There will be contests, prizes and giveaways along with German entertainment on stage under the open air beer tent. Free admission. Wed - Fri: 4 p.m. - 8 p.m., Sat 12 p.m. - 8 p.m. Sun Noon - 7 p.m. Edelweiss, 611 Manatee Ave E, Bradenton, FL. October Sarasota Events on Escape-to-Sarasota

October 13, 2023: It's Witches Night Out! Join SRQ County Parks for a positively enchanting evening! Guests (witches and wizards) will enjoy music, dancing, shopping, food and drinks. Dress in your favorite witch or wizard attire, or you can dress as a muggle. Don't miss the thrilling costume contest with fantastic prizes up for grabs. Their “Witches Mart” features amazing local vendors, and you can even have fun with tarot card and intuitive readers, for entertainment purposes only of course! Gather your favorite witches and wizards for free photos at thespooktacular photo booth and capture some great memories! Hang out for an enchanting “Witches Dance” by talented local artists. To quench your thirst, delightfully wicked potions, including non-alcoholic beverages, will be available for purchase. Your $35 advance reservation includes:• Swag bag • Live DJ • Photo booth pictures • Tasty morsels • Costume contest entry. This is an event for adults 18 and older. Advance registration required. 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

October 13, 2023: It's Spyro Gyra in Concert at the Sailor Circus Arena. Spyro Gyra headlines the opening event of the Jazz Club's 2023 - 2024 season. A world renowned group, Spyro Gyra has performed on six continents and released 35 albums, garnering platinum and gold records along the way. The evening promises to be a special evening for Sarasota jazz and music lovers. Kicking off the event at 7:00 p.m. is the Jeremy Carter Quartet. Tickets: https://www.eventbrite.com/e/spyro-gyra-jazz-club-of-sarasota-concert-tickets-431985358837 Jazz Club of Sarasota members receive a 20% discount on tickets. Sailor Circus Arena at 2075 Bahia Vista St., Sarasota, FL

October 13 - 14, 2023:  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

Ocotber 13 - 15, 2023: It's the International Canoe Federation (ICF) SUP World Cup. Stand Up Paddling athletes from around the world will be coming to Sarasota, Florida to race for world titles. This highly anticipated event, to be hosted by Nathan Benderson Park, promises to thrill spectators new to the event and dedicated SUP athletes alike. Come watch three epic days of racing with sprint, distance and technical races along with a fun recreation race on Saturday. ICF will award $10,000 in prize money that will be evenly distributed between men and women across all three races. Those who are excited about this event but are not interested in competing should know that attendance is free of charge for spectators! Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota, FL

October 13 - 15, 2023:  Fall means it's time for Sarasota Rocktoberfest! Bring on autumn and pull out the lederhosen as Sarasota celebrates fall and all things Bavarian at Oktoberfest! Excitement includes delectable smoked sausages, roasted meats, sauerkraut, cabbage, pretzels and of course, big, big pints of beer! Men get ready to slap your feet and ladies twirl while enjoying authentic German music. There will be authentic German music and dancers and live music performances in rock, soul, big band, R&B and more!  Also enjoy a marketplace of arts, crafts and fine products. Free admission. Friday 4 p.m. - 10 p.m., Saturday 11 a.m. - 10 p.m., Sunday 11 a.m. - 6 p.m. JD Hamel Park at Gulfstream and Main, Sarasota, FL. October Sarasota Events on Escape-to-Sarasota.com

October 13 - 15, 2023:  A weekend fest of live music and beer, song and dance at the 8th Annual Sarasota Celtic Music Festival which will feature Celtic Fusion, Celtic Folk and Celtic Rock. Eat, drink and be merry and sample a variety of craft beers plus authentic Celtic food, drink and craft vendors; a beautiful fusion of beer-swilling, kilt-sporting, lederhosen-loving merriment and live music throughout the weekend. Family event and (dog friendly) fun. Free parking. Location: Motor Works Brewing, 1014 9th St W, Bradenton, FL

October 13 - 31, 2023:  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 also will see familiar historic sites like Mary’s Chapel and the Pioneer Graveyard in a mysterious (but not too scary) new light during this event for all ages. There will be a one-way path from the Welcome Center Gazebo through several popular areas on the Historic Spanish Point bathed in the glow of orange, purple, and red lights. Along the way, guests will encounter flying “ghost orchids,” webs with “spider orchids,” giant “bat orchids,” vine-twisted skeletons, plenty of pumpkins, and other surprises. This nighttime walk through the woods will finish at a hay maze before guests return to the gazebo to exit. Selby Gardens will offer two entry times each evening for Lights at Spooky Point: 6:30  p.m. and 7:45 p.m. A limited number of tickets will be available for each entry time and must be purchased in advance, either through the Selby Gardens website or at the Welcome Center on either campus. Ticket prices are $20 for Selby Gardens members, $30 for non-members, $15 for ages 5 to 17, and free for children 4 and under. Please note: Any guests under 18 years old must be accompanied by an Adult ticket holder. Historic Spanish Point, 401 N Tamiami Trail, Osprey, FL.

October Sarasota Events

October 14, 2023: It's Sharktoberfest at Mote Marine Aquarium. Raise a glass with Mote Marine Laboratory & Aquarium during Sharktoberfest, a craft beer festival in the Aquarium after hours. The event will feature local and regional breweries that will provide samples of their staple selections alongside unique, seasonal brews. Each guest will receive a commemorative tasting glass for sampling and a branded gift bag. Sharktoberfest guests will experience Mote Aquarium as they never have before, enjoying live entertainment, food stations, merchandise vendors and special experiences. 7 p.m. - 10 p.m. Tickets $55./VIP $125. Mote Marine Laboratory & Aquarium, 1600 Ken Thompson Parkway, Sarasota, FL

October 14, 2023:  it's the 17th 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 sales benefit the Sarasota County Master Gardener Volunteer program. For more information, call 941-861-5000, email sarasota@ifas.ufl.edu

October 14, 2023:  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. Check in at the Wiggins General Store at Manatee Village Historical Park on the morning of the tour to receive your free wrist band. Please note that this is an outdoor event. Participants will traverse over curbs and uneven terrain. There will be no seating during the tour. Tours may be canceled due to inclement weather and rain dates will not be given. 9:30 a.m. & 11 a.m. Repaets on October 28, 2023. (941) 749-7165. Manatee Village Historical Park,1404 Manatee Avenue East (State Road 64) Bradenton, FL.

October 14, 2023: Check out the 5K SUP Rec Paddle & Costume Contest at NBP! Come dressed in your best for our 5K paddle and SUP costume contest! Costumes are optional. Prizes will be awarded for best individual costume or best group theme. Note: All costumes must be tasteful and appropriate to be permitted to participate in the event. Open to all ages and skill levels! Hop on a paddleboard, test your balance, get a great workout and have a blast! With Halloween just around the corner, we encourage you to add an extra level of fun by participating in our costume contest! Wear a costume that best shows off your SUPerpower! Participation is optional but there will be a prize for the best costume or for the group with the best costume theme. As this is an event open to all ages, all costumes must be tasteful and appropriate. Following the Rec race, checkout the food and drink vendors throughout the park. Receive complimentary access all weekend long to watch the SUP World Cup races. This event is BYOB (Bring your own Board) or, if you don’t own a board, you may rent one through the park or the local rental company they are working with. 10 a.m. There's also a beer tent and vendor market. Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota, FL. (941) 358-7275

October Sarasota Events

October 14 - 15, 2023: Get into the 32nd 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  21 - 22 and Oct 28 - 29. Admission $15, kids 10 & under free, parking $5. Cash only. 9:00 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 14 - 15, 2023: It's the Fall Fete Holiday Market and Food Truck Rally with live music and shop from 100+ local artists and merchants with unique, hand-crafted, re-purposed, and re-imagined treasures. A festive celebration of the season, inspired by Florida’s finest merchants, artists, and collectors, you’ll find unique, hand-crafted, re-purposed, and re-imagined treasures. Enjoy live music, Food Truck fare while shopping 100+ vendors. This family-friendly event will have kids' activities, a pumpkin patch, face painting, and a visit from Santa. 10 a.m. - 4 p.m. Admission $6, kids 12 and under free. Free Parking. Manatee County Fairgrounds, 1402 14th Ave W, Palmetto, FL.

October 14 - 15, 2023:  The 35th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. 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  21 - 22 and Oct. 28 - 29. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.October Sarasota Events on Escape-to-Sarasota.

October 15, 2023: The Sarasota Firemen's Benevolent Fund will host the 23rd  Annual Morton's Firehouse Chili Cook-Off features Sarasota firehouses competing for the best chili award. Celebrity judges, live music and more. 2 p.m. - 5 p.m. at Morton's Gourmet Market in Southside Village on Osprey Avenue between Hyde Park street and Hillview Avenue. Proceeds benefit the Sarasota Fire Fighters Benevolent Fund, a 501-3c non-profit organization. Free admission. $10 to sample all Chili. Tickets in advance at Morton's.1924 S Osprey Ave, Sarasota, FL.

October Sarasota Events

October 15, 2023: 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 15 - 16, 2023: It's the Venice Home Show with lots of home items including cabinets, water treatment, hot tubs, siding, hurricane windows and much more! Free admission. 9 a.m. - 5 p.m. Venice Community Center 326 S. Nokomis, Ave, Venice, FL. .

October 16, 2023: It's Monday Night Jazz at FST’s Court Cabaret features the James Suggs Quartet with Alejandro Arenas, Zach Bartholomew and Paul Gavin. Doors open 6:30 p.m. for food and beverages. Showtime 7:30 p.m.. John C. Court Cabaret at FST; First St and Cocoanut Ave, Sarasota, FL.

October 17, 2021: TBA for 2024. It's the Great American Cleanup!  Keep Sarasota County Beautiful has been granted approval to resume cleanup activities. They will be hosting a "Postponed" Great American Cleanup as KSCB has partnered with Sarasota County's Parks, Recreation and Natural Resources and Libraries and Historical Resources departments to offer new activities to enhance the environmental health and beauty of Sarasota County. In addition to traditional litter removal, there are opportunities to help with other special projects including invasive removal and gardening maintenance at various locations and water based litter removal by kayak. All volunteers MUST individually pre-register to participate by submitting a unique registration form. Currently Lido Beach, Siesta Main Beach and Siesta Key Accesses 5-9 are at full capacity and no longer accepting new volunteers. "Walk-up" volunteers will NOT be accepted the day of the event. 8 a.m. - 10 a.m. at cleanup areas located in Sarasota, Englewood, Laurel/Nokomis or Venice.

October Sarasota Events

October 18, 2023: Check out the Venice Area Chamber of Commerce Business Showcase. Visit the concourse at CoolToday Park for this year’s Venice Area Chamber of Commerce Business Showcase. This FREE consumer expo allows local businesses to connect and engage with members of our community in a safe and open outdoor setting. Exhibitors will be giving away door prizes and gift baskets, as well as discounted offers on services and products. This event is open to the public! 10 a.m. - 3 p.m. CoolToday Park, 18800 S. West Villages Pkwy, Venice, FL.

October 18 - 22, 2023: Join the fun as The Bay Park turns one! With a 5-day festival running Wednesday, Oct. 18 through Sunday, Oct. 22, there will be plenty of opportunities to celebrate with 30 events. As always, all activities, programs and events at The Bay are open and accessible, free and welcoming to all. Check out the full schedule of events for The Bay Turns One celebration. The Bay Park, 655 N Tamiami Trail, Sarasota, FL

October 20, 2023: 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. If you would like to be put on a waiting list for the event please contact Becky Wright bwright@allfaithsfoodbank.org 941.549.8131

October 20, 2023: The Ringling Museum of Art (The Ringling) will kick off the 2023-24 cultural season with the White Hot Fête party and performances in the Museum of Art Courtyard. The event will feature Yaite Ramos Rodriguez, the singer, flautist and percussionist whose stage name is La Dame Blanche and DJ Moses Belanger of Montreal. Guests are invited to wear all-white in the spirit of white party revelry and traditions for a full night that celebrates The Ringling’s cultural season of exhibitions and worldclass programs, as well as the upcoming Art of Performance season. The Art of Performance White Hot Fete with La Dame Blanche kickoff event will open and close with funk and electronic groove sets by DJ Moses Belanger and will take place entirely outdoors, weather permitting. Guests are encouraged to dress in all-white attire. The event begins at 7:30 p.m. General admission tickets are $35 and $31.50 for museum members and include the pre- and post-show DJ sets and La Dame Blanche’s performance, with food and beverage available for purchase. VIP tickets are $125 and include priority entrance to the venue at 7 p.m., an open bar and food, VIP parking area, and special seating in the Courtyard. 7:30 p.m. The Ringling, 5401 Bay Shore Road, Sarasota, FL

October Sarasota Events

October 20 - 22, 2023: You're invited to The annual Sun Fiesta! Events begin Friday evening and continue all day Saturday and Sunday. Funny Bed Races, a Parade and the Miss Sun Fiesta Pageant culminating in a young woman being selected to win a $1,000 scholarship. Also: arts and crafts, food and drink, live music and entertainment and more throughout the 3-day weekend event. Fri: 5 p.m. - 8 p.m., Sat: 9 a.m. - 9:30 p.m., Sun: 9 a.m. - 5 p.m. Free admission and free parking. Centennial Park, downtown Venice, FL.  October Sarasota Events on Escape-to-Sarasota

October 20 - 22, 2023: Check out the Back to Angola Festival. On the riverfront, you can learn about our region's rich history of Red Bays, Bahamas and the early 1800's community that was known as Angola, near what is now Bradenton Park. Celebrate the settlers and survivors of the Angola Settlement. They were a community of freedom seekers who lived along the Manatee River, circa 1812-1821. Along with live music there will also be wood carvers, basket weavers. Hosted by The Oak Tree Community Outreach, the festival is at Manatee Mineral Springs Park in Bradenton. Free admission. Friday 6 p.m. - 8 p.m., Saturday 1 p.m. - 8 p.m., Sunday 1 p.m. - 4 p.m. Manatee Mineral Springs Park, 1312 Second Ave., E., Bradenton, FL. More info: 941-933-0430

October 20 - 22, 2023: It's the Sarasota Fall Carnival! Enjoy midway fun for the whole family with rides and games for all ages and favorite fair food. Admission and parking are free. Visit the website for advance savings on rides. Carnival hours are 5-11 p.m. Friday and noon-11 p.m. Saturday and Sunday. The Mall at University Town Center, 140 University Town Center Drive, Sarasota, FL. Located near the East side by Urban Outfitters.

October 21, 2023: Check out Breakfast with the Sharks and start your day with their sharks before the Mote Aquarium opens to the public. You and your chums will have a great time sinking your teeth into a light continental breakfast while you learn about our favorite finned friends and Mote’s breakthrough shark research. During this program, you'll meet our resident sharks, watch a narrated feeding of our bonnetheads, and have all of your shark questions answered. After breakfast, you’ll learn about the breakthrough research going on at Mote during a guided tour of our Aquarium. 8 a.m. - 9:30 p.m. Breakfast with the Sharks does not include general admission to Mote Marine Laboratory. Advanced reservations are required. All participants under the age of 18 must be accompanied by a paid adult participant. $36 member adults, $40 non-member adults; $27 member youth, $30 non-member youth; 2 and younger are free. Mote Marine Laboratory & Aquarium, 1600 Ken Thompson Parkway, Sarasota, FL

October Sarasota Events

October 21, 2023: It's the 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 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 21, 2023: Check out the largest festival held on AMI! It's the 22nd 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 21, 2023: The Newtown Farmers Market in Sarasota hosts the 7th 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 for 1st, 2nd, or 3rd place. 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. - 7 p.m. Free Admission. Robert L. Taylor Community Complex, 1845 34th Street, Sarasota, FL.

October 21, 2023: 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. Music, food & fun, too! 4:30 p.m. - 8:30 p.m. Tickets: various prices from $26.98 (early purchase until 7/12/23). Nathan Benderson Park, 5851 Nathan Benderson Cir, Sarasota, FL

October Sarasota Events

October 21, 2023: Calling all goblins and ghouls...join in for frightfully fun Halloween Trick-or-Treating at The Mall at University Town Center! Dress in your favorite costume* and follow the Trick-or-Treat Trail throughout the mall, 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 & More. The event takes place mall-wide & outside at The Mall at University Town Center’s East Grand Entrance. *No toy weapons permitted. 5:30 pm. - 7:30 p.m. The Mall at University Town Center, 140 University Town Center Dr, Sarasota, FL

October 21, 2023: It's Rock the Roof with more rock, more roll and a guarantee to get you on your feet in a heartbeat. The roof of Sarasota Memorial’s West Parking Garage will rock out. Join them under the stars for a rockin’ party like no other benefitting Women and Children’s Services at SMH. Silent auction, donations and t-shirt sales will support the SMH Employee Hurricane Relief Fund.  6 p.m. SMH-Sarasota’s West Parking Garage, 1818 Hawthorne St, Sarasota, FL

October 21, 2023: 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 21 - 22, 2023: Immerse yourself in a world of artistic brilliance as St. Armands Fall Festival of the Arts returns to enchant visitors at the picturesque St. Armands 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. Armands Circle Park, St. Armand's Key, Sarasota, FL.

October Sarasota Events

October 21 - 22, 2023: The Global Friendship Foundation(GFF) invites you to the 18th Annual Hungarian Festival. Hungarian food, sport, dance, archery, arts & crafts, games. The festival features live music from folk to today's pop and entertainment all day. Several performances and shows throughout both days, including archery and dance. Arts and crafts, Hungarian souvenirs and food. Kids’ corner with arts and crafts, games, treasure hunt, and much more. Hungarian cuisine, pastry, wines. Free parking. Sat: 11 a.m. - 10 p.m. , Sun: 12 p.m. - 8 p.m. Sarasota County Fairgrounds behind Robarts Arena off Fruitville Road - 3000 Ringling Blvd, Sarasota, FL.

October 21 - 22, 2023: Get into the 32nd 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 28 - 29. Admission $15, kids 10 & under free, parking $5. Cash only. 9:00 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 21 - 22, 2023:  The 35th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. 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. 28 - 29. Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL.October Sarasota Events on Escape-to-Sarasota.

October 21 - 22, 2023: The Arcadia All-Florida Championship Rodeo is hosting the 10th 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! Rain or Shine! Tickets: $25 - $45. Parking $10. Enjoy a weekend of family fun with the best cowboys and cowgirls around! Arcadia Rodeo, 2450 NE Roan St., Arcadia, FL.

October Sarasota Events

October 21 - 22, 2023: Check out their 3rd Annual Fall Festival at University Town Center featuring Carnival Rides (Dates TBA), a Pumpkin Patch, TRUNK OR TREAT (October 22nd, 4pm-6pm), Pet Costume Contest (more info TBA), Community Performances, Market Vendors, Food Trucks & Beer Truck, Fall themed Photo Stops, and Fall themed Activities. 11 a.m- 6 p.m. Located in Parking Lot 4 (East Grand Entrance) of The Mall at UTC. The Mall at University Town Center., 140 University Town Center Dr., Sarasota, FL

October 22, 2023: It's the 12th Annual Tour de North Port Bicycle Ride. This year's theme is "It's The Green Pumpkin!" It's not a race. It is a fun bicycle ride among some of the most beautiful pine flatwoods forests that can still be seen in Florida! There are 15, 35, and 65 mile routes that highlight North Port’s most natural settings and the parks that border the Myakkahatchee Creek with each route having its own color-coded road markings. Breakfast, lunch, delicious desserts, fully-stocked rest stops with homemade snacks, full mobile Support And Gear (SAG). Pre-registration online by Oct. 20 is $50; day-of, $55. Groups of six or more, $45. Register on-line. The first 400 to register will receive a free ride t-shirt and goodie bag. Doors open at 7AM for check-in and breakfast, with group starts beginning at 8 AM from Imagine School, 2757 Sycamore St. North Port. Early pickup for registration packet/t-shirt and check-in available on Saturday, Oct. 21 from 10-12 NOON during the “North Port Food and Fest” hosted by the Local Ladies Social Network at the City Center Green (4970 City Center Blvd.) In-person registrations will also be accepted during this time, $50. Contact: Alice White/941-468-2486 or email treelady12001@yahoo.com  October Sarasota Events on Escape-to-Sarasota.com

October 22, 2023: 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 22 - 23, 2022: TBA for 2023. You're invited to Repticon Sarasota 2023, a two-day 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  9:00 a.m. - 12:45 a.m.,  1:15 p.m. - 4:00 p.m. Sunday: 10 a.m. - 12:45 p.m., 1:15 p.m. - 4 p.m. Various ticket prices on line. Online tickets only. Tickets not sold at the door. Sarasota County Fairgrounds, Robarts Arena, 3000 Ringling Blvd., Sarasota, FL.

October Sarasota Events

October 25, 2023: It's Trunk or Treat.  Bring the whole family for a ghoulishly good time at our 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 26, 2023: It's the return of Nathan Benderson Park’s annual NBP Trick Or Treat On The Lake. More than 6,000 children and families will come to NBP in their spookiest, silliest, star-studded costumes for an evening of not-too-spooky trick-or-treating along the candy trail, themed children’s activities, live music, and a Halloween movie  on a large video screen! Free. 5:30 p.m. - 8 p.m. Free admission but there is a $10 fee for parking on the island. Regatta Island. Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota FL.

October 26, 2023: It's the Bark-O-Ween Dog Costume Contest held in the Arlington Park Paw Park. from 5:45 p.m. - 6:15 p.m. Sure to be a howling good time! Dress up your dog and walk in the judged costume parade for a chance to win dog-friendly prizes. Free; pre-registration is encouraged for the costume contest. Treats and prizes. Free. Arlington Park and Aquatic Complex, 2650 Waldemere St, Sarasota, FL. 941-554-2110.

October 26, 2023: Celebrate Halloween with State College of Florida, Manatee-Sarasota’s (SCF) at “Trunk or Treat.” This kid-friendly activity will feature free candy, decorated vehicles and music.The free event is open to the public and will take place  6 p.m. - 8 p.m. at SCF Bradenton, 5840 26th St. W. between Buildings 17 and 18, Bradneton, FL.  October Sarasota Events on Escape-to-Sarasota.com

October Sarasota Events

October 27, 2023: Check out Jazz at Two featuring Kevin Celebi and Harmonic Sanity Septet. “World Jazz Tour” The band performs a variety of jazz from cities throughout the USA and other countries. Enjoy the swingin’ sounds of New Orleans, classic Detroit and NYC jazz, music Latin America, Brazil and Paris. Admission $15-$20 at the door. Unitarian Universalist Church 3975 Fruitville Rd, Sarasota. Admission $15-$20 at the door. Unitarian Universalist Church 3975 Fruitville Rd, Sarasota, FL.October Sarasota Events on Escape-to-Sarasota.com

October 27, 2023: Lost Creek is hosting their Annual Halloween Block Party. A huge hit last year, again this year there will be food trucks along with music and Trick or Treating, Costume parade is at 5 p.m. So be sure to dress up in your Halloween Costume! This event is open to the public! Additional Parking for non residents across the street at Lakewood Ranch Park.4 p.m. - 6 p.m. Free admission. Lost Creek, 11140 Lost Creek Terr, Bradenton, FL.Bring a bag for candy.

October 27, 2023: It's the Free Music Friday Night Concert. Enjoy the music of The Seamus McCarthy Band 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 27, 2023:  It's the annual BooFest at Lakewood Ranch Main Street! It's family-friendly fun including entertainment, food and drink vendors, and more. Have your children bring their trick-or-treat bags to collect the many treats that will be given out from their generous sponsors and merchants. Don’t forget to dress up for the children’s costume parade! Get ready to get spooky, you’re bound to have a HOWLING good time! This event is free and open to the public. 6 p.m. - 9 p.m. Main Street, Lakewood Ranch, FL.

October 27, 2023:  It's the 22nd Annual Clancy's Halloween Party and Costume Contest. They'll be giving away cash prizes for costume contest The entertainment will be Black Thorn Rose from 6 p.m.- 10 p.m. Costume contest after band. Open 11 a.m. - 2 a.m. Clancy's, 6218 Cortez Rd., West, Bradenton, FL. More info: 941-794-2489. October Sarasota Events on Escape-to-Sarasota

October 27 - 28, 2023: May the Force be with you! Sarasota Orchestra and Star Wars fans alike will be able to experience the scope and grandeur of this beloved film in a live symphonic concert experience at the Van Wezel. Be there as your Orchestra performs the Oscar® and GRAMMY®-winning score live to film as the movie plays in its entirety on the big screen.you to dress like your favorite Star Wars characters at this special concert happening right before Halloween! Or come as you are and prepare to experience the breathtaking film that launched the Star Wars universe. 7:30 p.m. Tickets: $49 - $110. Van Wezel Performing Arts Hall, 777 N Tamiami Trail, Sarasota, FL

October 27 - 29, 2023: Jiggs Landing turns into the "HAUNTED FISH CAMP."  Children (12 and under) are free, all others are $5. 7 p.m. - 9 p.m. Jiggs Landing, 6106 63rd St E, Bradenton, FL

October Sarasota Events

October 28, 2023: The 20th Annual Boo Run is a family oriented 5K run or walk. There is also a Virtual 5K Run or Walk. Exciting changes this year with a brand new certified 5k course in Lakewood Ranch! In-Person Option - Saturday, October 28th - 5k run or walk with pups at 8:05 am 5k run or walk with Humans starts at 8:00 a.m. Boo Dash starts at 7:30 a.m. Your race entry includes a chip-timed 5k, bib, finisher medal, and race shirt. Overall M/F and Age Group awards will be available to age group winners. Sponsor Village, along Tervis Tumblers and Costume Contest! October Sarasota Events on Escape-to-Sarasota

October 28, 2023: Check out the downtown Sarasota Farmer's Market for a spooktacular Halloween market! There will be many vendors going all out to decorate their booths with the most creative and festive displays for their chance to win a prize. And make sure to bring your little ones, because they have a special treat for them: trick or treating! Yes, your kids can go from booth to booth and collect candy and goodies from the friendly vendors of the Sarasota Farmer's Markt. 7 a.m - 1 p.m. Downtown Sarasota, FL.

October 28, 2023: 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 vendors, face painting with Manatee School for the Arts Academic Team from 9:30 a.m. - 12:30 p.m, and a dance performance by Slick Motion Studios at 10:00 a.m. Bradenton Public Market, 400 Old Main Street, Bradenton, FL.

October 28, 2023: Jaguar Festival d’Elegance Returns to St. Armands Circle! It is the 37th 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 28, 2023:  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. Check in at the Wiggins General Store at Manatee Village Historical Park on the morning of the tour to receive your free wrist band. Please note that this is an outdoor event. Participants will traverse over curbs and uneven terrain. There will be no seating during the tour. Tours may be canceled due to inclement weather and rain dates will not be given. 9:30 a.m. & 11 a.m.  (941) 749-7165. Manatee Village Historical Park,1404 Manatee Avenue East (State Road 64) Bradenton, FL.

October 28, 2023: This year, they're bringing back Snuffy's famous DRAGON EGG HUNT at The Children's Garden! Put on your costumes and join in for a magical scavenger hunt and find your own dragon eggs with treasure and candy inside! Then enjoy a coloring craft along with a spooky story. Whoever finds the decorated dragon egg hidden in the Garden can turn it in for a special prize! As a special treat, Sarasota Ben & Jerry's will be handing out FREE SCOOPS at the garden starting at 10am while supplies last! This event is included with the cost of admission and free for members while dragon eggs last.The hunt begins at 10:00 a.m. sharp. Admission::​0-2 Yrs.Free. 3-12 Yrs. $6. Teens-Adults $10.. 60+Seniors $9. How quickly can you find the dragon's eggs? The Children's Garden, 1670 10th Way, Sarasota, FL. The Children’s Garden is a 501 (c)(3) nonprofit public charitable organization.

October 28, 2023: The 16th 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. The Annual Dog-A-Ween costume contest returns to the Sarasota Farmers Market Halloween Festival. All proceeds benefit the Donte’s Den Foundation. 9:00 - 9:45 a.m. check in and get your entry number at Lemon Ave. & 1st Street Downtown Sarasota. Pre-register online here. Fee: $15 (Thank you in advance for pre-registering to participate by Oct. 25th) 10 a.m. Parade. 10:15 a.m. Contest. Parking is available in Whole Foods Parking Plaza. Registration Address: 1451 1st Street Sarasota FL

October 28, 2023: There's a Halloween Block Party in downtown Sarasota. It's the El Melvin Day of the Dead Block Party! Outdoor food drinks and live music. $1,000 cash giveaway to winner of the costume contest. Starts at 4 p.m., live band 6 p.m. - 9 p.m., costume contest 9 p.m. - 10 .p. m, DJ 10 p.m.- 2 a.m. El Melvin Cocina Mexican, 1355 Main Street, Sarasota, FL. 941-366-1618. October Sarasota Events on Escape-to-Sarasota

October Sarasota Events

October 28, 2023:  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. Enjoy free children's games, activities, a sensory area and community booths in the stadium concourse and on the baseball field from 5 to 6:45 p.m. At 6:45 p.m. join the Orioles' Bird, for a Halloween costume parade around the bases. The feature movie, "The Nightmare Before Christmas," rated PG, will begin at 7 p.m. Concessions available. Coolers are not permitted. Admission is one non-perishable food item. 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 28, 2023: It's the Joyland Live's 27th Annual Boo Bash featuring Scareland Haunted House plus yearly costume contest with $3,500 in prizes. Give-aways, food and drink specials, music with live DJ. Doors open at 5:30 p.m. Party starts at 9 p.m.. Cover charge. Joyland Live, 8341 Lockwood Ridge Road, Sarasota FL.

October 28, 2023: A night at the museum! BOO! at The Bishop is Back! Trick-or-Treat within the Museum while visiting with local community members. Light activities will also be provided for children as they explore! Child-friendly costumes are encouraged. Leave with candy and plenty of great memories! Tickets $5 | Under 2 Free. 6 p.m. - 8 p.m. The Bishop Museum of Science and Nature, 201 10th Street West, Bradenton, FL.

October 28, 2023: It's the Monster Beach Bash at Dry Beach at Fisherman's Village. There will be a DJ, Bunce Houses and Themed Cocktails. Activities include a costume parade for the little ones– a perfect chance for parents to capture those adorable moments in their spooky attire. Costume Contest, open to ALL ages. There's a category for every age group, top three in each category will be chosen by judges and win fabulous prizes, crowd favorite will receive grand prize! Groove to the beats of a live DJ and let the littles loose in the bounce houses while you enjoy an evening filled chilling fun! Free admission Fishermen's Village - Sunset Beach Club (Dry Beach located on west side of the village) 6 p.m. - 10 p.m, Fishermen’s Village (Sunset Beach Club Tiki Bar), 1200 W Retta Esplanade, Punta Gorda, FL

October Sarasota Events

October 28, 2023: It's the Gator Club's Annual Halloween Block Party with 2 live bands. Outside live music by 22N. Inside music will be by Johnny Diamond and DJ, Kelly Crawford. They will have two separate costume contests. $1500 in cash and prizes plus food trucks outside with Smokin Mama Lora's Barbecue, fo’cheesy and Killicks kitchen. 6 p.m. - 12 a.m. The Gator Club, 1490 Main Street, Sarasota, FL. 941-366-5969. October Sarasota Events on Escape-to-Sarasota

October 28, 2023: Check out the Main Street Live Halloween Celebration Block Party. Live music on stage by K-Luv and the United Funk Foundation, food trucks, dinks and vendors. Scary Dress Code. Free Entry. 7 p.m. - 11 p.m. Old Main Street, downtown Bradenton, FL.

October 28, 2023: Art Ovation Hotel hosts their Neon Terror 80s Halloween Dance Party with live music plus DJ, hanuted ballroom with laser dance floor and 80s horror decor, 3 bars, costume contest with $1,500 grand prize and more. $20 advance/$40 at the door. 8 p.m. Art Ovation Hotel, 1255 N. Palm Avenue, Sarasota, FL.

October 28 - 29, 2023: Get into the 32nd 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 29 - 30. Admission $15, kids 10 & under free, parking $5. Cash only. 9:00 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 28 - 29, 2023:  The 35th Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. 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.  Free admission and parking. East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota,

October 28 - 31, 2022: Sarasota Chalk Festival 2024! November 8-10, 2024 downtown Sarasota Florida. The Sarasota Chalk Festival at the Venice Airport Festival Grounds hosts scores of chalk artists from all over who will create artwork using the pavement of the Venice Airport Festival Grounds as their canvas, the 2022 theme being "A SPIRITED Museum in Motion." Attend in costume! Zombie field, Music, and interactive zones are only a part of the family fun activities to celebrate this 'Spirited' time of year! The grounds will also serve as the main parking area and site of the 4 day event. Over 500 national and international artists participate in the Sarasota Chalk Festival each year. Each day the Chalk Festival has an interactive zone for the 'Young and Young at Heart' for anyone to get creative with chalk (provided). Also, take part in the daily Massive Pumpkin Carving Contest! To enter, you purchase a pumpkin of your choice at the festival gift shop and fill out a contest entrance form and waiver. Only the carving tools provided may be used. Daily judging at 4 p.m. Also onsite at the Chalk Festival Artists are craft vendors, food vendors, and beverages and spirits of all kinds available so you can spend a few hours or all day getting lunch, shopping with vendors, having a drink and taking your time strolling the pavement art and interactive 3D illusions. Venice Airport, 610 Airport Avenue East, Venice, FL Click here for more.

October 29, 2023: The Florida Inline Skating Marathon returns to NBP for its third year, the largest skate race in Florida; and the second largest in the nation. A variety of race distances offer something for everyone, regardless of age or ability. Various races, fees and start times. Free admission. May be a fee for parking. Open to the public but if you would like to race you must register. In prior years there were   food trucks provided.  Nathan Benderson Park, 5851 Nathan Benderson Cir, Sarasota, FL

October 29, 2032: It's the 35th Anniversary Bill's Beer Run Marathon. 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. Because it's Halloween some runners wear costumes! 8 a.m. North Jetty Park, Casey Key, FL. Click here for more info. October Sarasota Events on Escape-to-Sarasota

October Sarasota Events

October 29, 2023: It's First Kids Pumpkin Fest! What's not to love about this event? Celebrate all things fall in their First Kids building featuring balloon artists, face painters, candy and more! Kids wear your costumes! While kids are enjoying this special event, parents will have the opportunity to hear from Christian Psychologist, Dr. Charles Lowery, as he speaks on mental wellness and balancing life's demands. 9 a.m. & 10:30 a.m. First Sarasota, 1661 Main Street, Sarasota, Fl. 941-365-2846.

October 29, 2023: Grab your racket and get ready to serve up some frightful forehands and ghoulish backhands! Payne Park Tennis Center is hosting its first-ever Trick or Triples tennis event! Think 3-on-3. Spooky! Prepare for a thrilling day of tennis, costumes, and surprises. Dress up in your scariest or silliest costume and compete in the costume contest for a chance to win some wicked prizes sponsored by the USTA. Admission is free for PPTC pass holders and $10 for non-pass holders. (Wear a costume and save $5!) Light refreshments will be served. Space is limited, so pre-register or call 941-263-6641 for more information. 9 a.m. - Noon. Payne Park Tennis Center, 2050 Adams Ln., Sarasota, FL

October 29, 2023: It's the Children's Garden's "Bubble and Brew - A Witchy Halloween Just for You!" The Garden has transformed into a Witch's Garden with a Halloween Nature Scavenger Hunt along with a Bubble & Brew Station that's sure to delight all little witches, goblins, ghouls. Color your black cat ear headbands, enjoy a story about a witch & her little animal friends, and sip on some yummy witch tea from the Garden - if you dare! Whoever wears the best witch hat will receive their own Halloween Witchy Wand craft kit. Don't forget to grab your "Hocus Pocus" trick-or-treat bag, too! This event is included with the cost of admission and free for members while supplies last. 10 a.m. - noon. Admission::​0-2 Yrs.Free. 3-12 Yrs. $6. Teens-Adults $10.. 60+Seniors $9. The Children's Garden, 1670 10th Way, Sarasota, FL. The Children’s Garden is a 501 (c)(3) nonprofit public charitable organization.

October 29, 2023: 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! Enjoy 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 an inflatable corn maze and storytelling.10 a.m. - 1 p.m. Members: Free, Member's Guests: $11. Regular admission: Adults $26, kids 5 - 17 $11. 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 SarasotaEvents

October 29, 2023: 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 29, 2023: Enjoy a Fall Festival hosted by The Lake front Church and featuring free music, food, games and fun. 5 p.m. - 7 p.m. 3100 Execturive Drive, Venice, FL. October Sarasota Events on Escape-to-Sarasota

October 30 - 31, 2023: This Halloween, once again, local artists Dave Gordon and Elln Hagney, will transform the cul-de-sac in front of their home into A FREE family-friendly mass wedding inspired walk-a-bout, Halloween on S. Lime Ave! The installation offers multiple distinct haunted 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. Madam Dementia invites you to celebrate the marriage of Joe Skeleton to Diana Moss Swamp Monster in a mass nuptial celebration. Attend or participate in the mass nuptials performed by celebrity JP Magic Mirror, get your picture taken with the bride and groom. For this most unique celebration Madam Dementia has planned a banquet filled with multiple interactive experiences, games, and entertainment. Including a DJ, Circus and of course the Singing Pumkin Trio. 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, 2023: For the 39th 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 Sarasota Events

October 31, 2023: Time for ghosts, goblins, monsters, and tricks or treats! The Anna Maria Island Chamber of Commerce is excited to announce the annual "TRAIL OF TREATS." This super fun event will kick off at the AMI Chamber of Commerce, 5313 Gulf Drive in Holmes Beach. A costume contest for ages up to 11 will be judged promptly at 4:00 p.m. and participants should plan to check in at the Chamber at 3:30 p.m. They will have four age groups for the contest, with trophies awarded! After the judging and snacks, kids will have the opportunity to safely trick or treat at area businesses in Bradenton Beach, Holmes Beach and Anna Maria. Approximate timetable for trick or treating: 4:30 p.m. – 6:30 p.m. City of Holmes Beach, City of Bradenton Beach, City of Anna Maria. AMI Chamber of Commerce, 5313 Gulf Drive in Holmes Beach, AMI, FL.

October 31, 2023: It's the Children's Costume and Halloween Parade in downtown Venice in Centennial Park. Meet at the Gazebo at 4 p.m. Children must be accompanied by an adult. Parade line up is at 4:30 p.m.  The parade down West Venice Avenue will begin promptly at 5 p.m. led by the Lions Club of Venice float and members. More than 500 children are expected to receive candy treats from its members. All ages welcome. Following the brief parade, children will be free to trick or treat for more goodies at participating locations along the avenues. Visit the Trunk-or-Treat in the parking lot of the Merchants of Venice building (206-210 Miami Avenue West). Historic Downtown Venice, FL. October Sarasota Events on Escape-to-Sarasota.

October 31, 2023: There's a Trunk or Treat event with free music, candy, games, prizes and a dunk tank. 4:30 p.m. - 7 p.m. Frist Baptist Church, 312 Miami Ave W,, Venice, FL.

October 31, 2023: It's the 15th 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. 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, 2023: The Gator Club Presents their Halloween Party complete with live music from DJ Ryan & DJ Kelly Crawford starting at 10 p.m. Costume contest with cash prizes. No Cover charge. 6 p.m. - ? The Gator Club, 1490 Main St, Sarasota, FL

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