Family events in Osceola County, FL

Discover Downtown St. Cloud through a guided walking tour that blends local history with long-told legends and present-day reports from people who live and work in its historic buildings. As you move between notable landmarks, your guide recounts stories of the people and places that shaped the city, including past fires, tragedies, footsteps no one can account for, doors that shake without explanation, and sightings of shadowy figures. Whether you love history or have an interest in the paranormal, this experience offers a different perspective on St. Cloud and the tales that still seem to echo there. Tickets are $30 per person.

Give little golfers a playful start with a parent‑child golf experience at Royal St. Cloud Golf Links in St. Cloud, Florida. Through age-appropriate games, lively movement, and hands-on activities, young children build confidence, make friends, strengthen coordination, and discover a love for the game in a relaxed, encouraging setting. This beginner friendly program is designed for ages 2 to 5 and welcomes families seeking a positive first sports experience, including children who enjoy being outdoors, staying active, and looking up to Mom, Dad, or an older sibling. Guided by Coach Roger, each class pairs one parent, grandparent, or trusted adult with their child throughout the activities. Children learn basic golf skills through fun games while developing balance, coordination, confidence, focus, listening, and the ability to take turns and work as a team. Golf safety, etiquette, and overall comfort on the course are emphasized as kids explore putting and chipping games, movement and coordination challenges, parent-child team moments, simple stations, and celebrations of effort and progress. Adult participation is required, and no prior golf experience is needed. Space is limited to eight parent-child pairs per six week session. The program investment is $199 per pair and includes all sessions and weekly activities.

Tiny Tees Juniors is a preschool golf experience for children ages 4 and 5 who participate alongside a parent, grandparent, or caregiver. Guided by Coach Roger and Florida Junior Golf at Royal St. Cloud Golf Links, each weekly session takes place outdoors and blends playful golf activities with movement and creative games that keep little learners active and engaged. Children practice putting and aiming, take turns, work together, and enjoy friendship-building moments, all while strengthening balance, coordination, listening skills, patience, focus, and confidence. Families appreciate the quality time, fresh air, and shared memories that come from learning through hands-on play and social interaction. The program is beginner friendly and does not require prior golf experience. To keep the experience personal and engaging, enrollment is limited to a maximum of six preschooler and adult pairs. The six-week program is $199 per parent-child pair and includes all sessions and weekly activities.

Sunbridge Farmers Market features in-season fruits and vegetables, artisan-made goods, and live music in a setting that highlights Sunbridge’s natural character. Local vendors emphasize waste-free options, and family-friendly nature activities add to the community feel. The information center shares updates about what is taking root in Sunbridge for anyone interested in learning more.

A showcase of muscle and classic cars fills Old Town with chrome, horsepower, and nostalgia, followed by a cruise through the brick-lined streets. Eligible vehicles include show-ready muscle cars from 1964 and newer, along with hot rods and classics from 1985 and earlier. Registration allows owners to take part in the cruise, and there is no charge for participating car owners or for spectators. Upon arrival, participating classic cars are greeted by event staff and escorted by security down the brick streets. Please do not drive on the bricks without permission. Old Town Cruisers can also take part in a monthly cash drawing totaling $2,000. Each Friday and Saturday cruise during the month earns an entry. After the final Friday cruise of the month, one name is drawn for $1,000, and after the final Saturday cruise, another $1,000 winner is selected, courtesy of Old Town Kissimmee.

Celebrate the season at Sunbridge with Hometown Harvest, a free community gathering open to everyone. Spend the afternoon with family and neighbors enjoying live country music from Megan Gunn & The Pistoleros, tractor hayrides, mini pumpkin painting, inflatables for kids, a petting zoo, and food trucks serving local favorites. The Sunbridge Information Center offers updates on community news, projects underway, and what is coming next. Free snacks and treats will be available, and a raffle provides a chance to win a Boxi Park gift card. Expect a warm, fall filled outing with plenty of fresh air and opportunities to connect and make new memories.

Every Saturday, Old Town hosts a classic car showcase and cruise that has been a local favorite for more than 30 years and is recognized as one of Central Florida’s leading weekly car shows. Show-quality vehicles from 1985 and earlier, including hot rods, street rods, and antiques, are welcomed. Registered cars take part in the cruise. The event is free for participants and free for the public, offering a family friendly experience for all ages. Participating classic cars are greeted by event staff upon arrival and then guided by security along the brick streets. Drivers are asked not to drive on the bricks without permission. Old Town Cruisers can also enter a monthly giveaway totaling $2,000, with $1,000 awarded on Friday and $1,000 on Saturday. Each cruise on Friday and Saturday during the month counts as an entry, and after the last Friday and Saturday cruises of the month, one name is drawn to receive $1,000 courtesy of Old Town Kissimmee.

As the day fades, the preserve comes alive with an evening of close-up animal encounters centered around the resident capybara family. A limited number of attendees begin with a complimentary sun-downer at check-in, along with time to meet a few animal ambassadors. A relaxed walk through the grounds follows, with stops to see many of the animals that call the preserve home. Highlights include the barnyard and the capybara exhibits, where hands-on moments with friendly goats, pigs, and donkeys are part of the experience, as well as unhurried time with the capybaras. The journey wraps up inside the Reptile House and the Gift Shop, a convenient place to find a memorable souvenir. Please arrive on time, since late arrivals cannot be accommodated. There will be no staff at the gate once the experience begins.