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St. Cloud 2025 Holiday Events
Downtown St. Cloud New York Avenue, St. Cloud, FloridaDowntown St Cloud is full of festivities this holiday season. Shop, dine & enjoy the downtown community this season. We hope this little list of dates helps in the busy […]
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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 […]
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Kissimmee Makers Market – Friday Nights
KMS Makers Market 413 Broadway, Kissimmee, FLKissimmee Main Street has invited the Grinch to the Friday night Makers Market the month of December. Join us for games, crafts, vendors, and a weekly “Kids Ugly Sweater” contest.
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Holiday Lights Cruise Featuring the Super Freak Duo
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 […]
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Commissioner Brandon Arrington’s Party with Santa
Valencia College Poinciana Campus 3255 Pleasant Hill Road, Kissimmee, FLGet ready for a holiday night your kids will not forget. Join Commissioner Brandon Arrington, Osceola County District 3, for Party With Santa on Friday, December 19, 2025, from 5–7 […]
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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 […]
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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 […]
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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, […]
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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 […]
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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 […]
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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 […]
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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 […]
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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 […]
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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 […]
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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 […]
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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 […]
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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 […]
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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 […]
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Three Kings Day 2026
Old Town 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FLThe Feast of the Three Kings is an intricate part of Latin Folklore. Traditionally, this day is very important, especially for children, for it is on this eve that they […]
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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 […]
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Walking tour of Mt. Peace Cemetery
Woman's Club of St. Cloud 1014 Massachusetts Ave, St. Cloud, FLWalking tour of Mt. Peace Cemetery on E 10th Street. Purchase tickets at the St. Cloud Heritage Museum Thursday, Friday, or Saturday 11 a.m.-3 p.m. For more information, call Cede […]
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Ninth annual 100 year house tour
Woman's Club of St. Cloud 1014 Massachusetts Ave, St. Cloud, FLJoin a bus tour to see historic homes in the area. Tours start at 12 p.m. and 2 p.m. Purchase tickets at the St. Cloud Heritage Museum Thursday, Friday, or […]
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Walking tour of St. Cloud downtown murals
Downtown St. Cloud New York Avenue, St. Cloud, FloridaJoin us for a walking tour of the downtown St. Cloud murals, starting at 1012 Massachusetts Ave. Purchase tickets at the St. Cloud Heritage Museum Thursday, Friday, or Saturday 11 […]
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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 […]
24 events found.
