Events
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Knockout Christmas Classic
Osceola Heritage ParkKnockout Christmas Classic is the toughest in-season wrestling tournament in the Southeast, bringing in teams from all over the country! Featuring the best high school boys, girls and youth in the country. This year we have added D1. Wrestling fans will not want to miss this event! Children under the age of 6 are free. […]
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Breakfast with Santa
St Cloud Community Center 3101 17th St, St. Cloud, FLAnnual event for kids. Each child gets breakfast, goodie bag, a book and a visit with Santa Claus. Live music by Denny GeeDoor prizes and elves Contact Linda Lokken for tickets407-569-7688
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Breakfast with Santa in Pajamas
Chambers Park Community Center 2380 N. Smith St, Kissimmee, FLJoin us for our 21st annual Breakfast with Santa! This year, come cozy in your favorite pajamas for a festive and magical morning. Families will enjoy a free breakfast spread, meet Santa, take holiday photos, and celebrate the season together. Don’t miss this heartwarming event that has been creating memories for two decades.
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Ugly Sweater Wine Walk in the Cloud
Downtown St. Cloud New York Avenue, St. Cloud, FloridaGrab your friends and your ugliest Christmas sweater for December’s wine walk in the Cloud! Get your tickets on the Eventbrite link below. Returning wine walkers buy your tix on site and bring your reusable plastic glass back with you to save five dollars off! https://www.eventbrite.com/e/wine-walk-in-the-cloud-tickets-1076743742519?aff=erelpanelorg
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Osceola County Sheriff Wrap Attack
Poinciana Lakes Plaza 325 Cypress Parkway, Kissimmee, FLThe Osceola County Sheriff’s Office is excited to host Wrap Attack, a gift-wrapping event by donation in support of Explorer Post 816 and our youth programs. From December 19 through December 22, our Explorers will be on site wrapping your gifts while raising funds that directly support leadership development, mentorship, and positive opportunities for local […]
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Holiday Lights Cruise
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLHop aboard the beautifully restored “Lillie” for a magical Holiday Lights Tour on the water! Enjoy a festive evening surrounded by sparkling holiday lights, cheerful décor, and the joyful spirit of the season — featuring live music by Skart from The Supervillains — as we cruise into a cozy holiday night. The Lillie offers a […]
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Soldier City Sundays Weekly Market
Veterans Park 1201 13th Street, St. Cloud, FLJoin us this Sunday from 11 a.m. to 2 p.m. at Veteran’s Park for our weekly community market celebrating St. Cloud’s heritage as the Soldier City.The community is invited to shop from local vendors, enjoy live music, and grab a bite to eat. Veterans can also connect with area veterans organizations all in one place. […]
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Osceola County Sheriff Wrap Attack
Poinciana Lakes Plaza 325 Cypress Parkway, Kissimmee, FLThe Osceola County Sheriff’s Office is excited to host Wrap Attack, a gift-wrapping event by donation in support of Explorer Post 816 and our youth programs. From December 19 through December 22, our Explorers will be on site wrapping your gifts while raising funds that directly support leadership development, mentorship, and positive opportunities for local […]
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Operation Save Christmas: A Live Radio Play and Day Cruise
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLJoin the Old Florida River Boat Company for a unique Holiday Fundraiser Cruise aboard The Lillie!Enjoy a relaxing scenic cruise on the beautiful East Lake Toho while being entertained by a captivating, LIVE radio play! It’s nostalgic fun for a wonderful cause. Departure: 3:00 p.m. sharp!Location: 1402 Lakeshore Blvd, St Cloud, FL 34769 Book your […]
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St. Cloud Winter Day Camps
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesWinter break is almost here, which means the kids will be home and ready for adventure. Keep them active, engaged, and having fun by registering for our Winter Day Camps at the St. Cloud Civic Center. Open to ages 5–12. Camps run December 22, 23, 26, 29, 30, 31, and January 2, from 7 a.m. […]
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Osceola County Sheriff Wrap Attack
Poinciana Lakes Plaza 325 Cypress Parkway, Kissimmee, FLThe Osceola County Sheriff’s Office is excited to host Wrap Attack, a gift-wrapping event by donation in support of Explorer Post 816 and our youth programs. From December 19 through December 22, our Explorers will be on site wrapping your gifts while raising funds that directly support leadership development, mentorship, and positive opportunities for local […]
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St. Cloud Winter Day Camps
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesWinter break is almost here, which means the kids will be home and ready for adventure. Keep them active, engaged, and having fun by registering for our Winter Day Camps at the St. Cloud Civic Center. Open to ages 5–12. Camps run December 22, 23, 26, 29, 30, 31, and January 2, from 7 a.m. […]
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Sit and Be Fit Seated Exercise Class
Robert Guevara Community Center 501 Florida Pkwy, Kissimmee, FLStay active, energized, and connected with Commissioner Viviana Janer’s Sit & Be Fit seated exercise class — part of our FREE Healthy Seniors Initiatives for residents 55 & up! This gentle, low-impact workout is perfect for seniors who prefer light movement while improving flexibility, circulation, and overall wellness. Bring a friend, move at your own […]
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Surfing Santas of Cocoa Beach
Cocoa Beach 2 Minutemen Causeway, Cocoa Beach, FLSurfing Santas 2025 is on Christmas Eve, 7:30 a.m. Where: End of Minutemen Causeway, in front of Coconuts on the Beach Hundreds of Surfing Santas will hit the waves, and thousands of spectators will fill the beach to celebrate love, joy, and holiday spirit together again. What started as a fun family surf day in […]
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St. Cloud Winter Day Camps
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesWinter break is almost here, which means the kids will be home and ready for adventure. Keep them active, engaged, and having fun by registering for our Winter Day Camps at the St. Cloud Civic Center. Open to ages 5–12. Camps run December 22, 23, 26, 29, 30, 31, and January 2, from 7 a.m. […]
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Exotic Cars & Coffee
Old Town 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FLJoin us for some coffee and car talk. The term “exotic” is used in marketing by automakers to mean “unusual or expensive,” but we like to think it means “the type of vehicle that dreams are made of.” Take in the sites of these exotic vehicles on display selected Sunday mornings of each month on […]
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Soldier City Sundays Weekly Market
Veterans Park 1201 13th Street, St. Cloud, FLJoin us this Sunday from 11 a.m. to 2 p.m. at Veteran’s Park for our weekly community market celebrating St. Cloud’s heritage as the Soldier City.The community is invited to shop from local vendors, enjoy live music, and grab a bite to eat. Veterans can also connect with area veterans organizations all in one place. […]
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St. Cloud Winter Day Camps
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesWinter break is almost here, which means the kids will be home and ready for adventure. Keep them active, engaged, and having fun by registering for our Winter Day Camps at the St. Cloud Civic Center. Open to ages 5–12. Camps run December 22, 23, 26, 29, 30, 31, and January 2, from 7 a.m. […]
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St. Cloud Winter Day Camps
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesWinter break is almost here, which means the kids will be home and ready for adventure. Keep them active, engaged, and having fun by registering for our Winter Day Camps at the St. Cloud Civic Center. Open to ages 5–12. Camps run December 22, 23, 26, 29, 30, 31, and January 2, from 7 a.m. […]
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St. Cloud Winter Day Camps
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesWinter break is almost here, which means the kids will be home and ready for adventure. Keep them active, engaged, and having fun by registering for our Winter Day Camps at the St. Cloud Civic Center. Open to ages 5–12. Camps run December 22, 23, 26, 29, 30, 31, and January 2, from 7 a.m. […]
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New Year’s Eve Celebration at Old Town
Old Town 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FLEnd 2025 with a bang at a New Year's Eve Celebration presented by Old Town and Fun Spot.Bring the family for Live Music & Entertainment featuring the band DRAW 4 and a drone show at midnight.At midnight, watch the night sky illuminate with a fantastic drone show closing out 2025 and ringing in the new […]
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Rockin’ the Cloud – New Year’s Eve
Downtown St. Cloud New York Avenue, St. Cloud, FloridaSt. Cloud’s biggest New Year’s Eve celebration returns. Rockin’ the Cloud takes place Wednesday, December 31, from 7 p.m. to 1 a.m. in Historic Downtown St. Cloud. We are excited to welcome Less Than Jake as this year’s main stage headliner! Enjoy free general admission or elevate your night with our $75 Cloud VIP experience, […]
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New Year’s Eve – Old Florida Gala
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLRing in the new year in unforgettable style aboard the beautifully restored Lillie! Join us for our exclusive inaugural Old Florida Gala, a formal celebration expected to sell out quickly. Enjoy an elegant evening of timeless riverboat charm featuring live music from local favorites Slickwood, delicious hors d’oeuvres, a champagne toast at midnight, and an […]
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St. Cloud Winter Day Camps
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesWinter break is almost here, which means the kids will be home and ready for adventure. Keep them active, engaged, and having fun by registering for our Winter Day Camps at the St. Cloud Civic Center. Open to ages 5–12. Camps run December 22, 23, 26, 29, 30, 31, and January 2, from 7 a.m. […]















