Introduction
When I planned my getaway to Kissimmee, I imagined it would be “just” the gateway to theme parks and big thrills. What I discovered, though, was so much more—a city that blends unforgettable attractions, nature escapes, nostalgic fun, and relaxing moments. Whether you’re coming with family, friends, or for a quirky adult outing, Kissimmee offers a fantastic mix of experiences. I explored a variety of spots, and here are 12 best & fun things to do in Kissimmee that I found memorable—along with tips and photo moments to bring them to life.
12 Best & Fun Things To Do In Kissimmee, FL (2026)
1. Explore the Iconic Old Town (Kissimmee)
One of my first stops was Old Town—a fun retro‑style entertainment and shopping complex that mixes rides, shopping, dining, and old‑school charm. According to sources, Old Town features more than 70 shops, restaurants, and weekly classic car shows.
Why I loved it:
- A Ferris wheel ride at night gave me a full view of fun lights and Florida sky.
- The classic car cruise nights felt nostalgic, with music, friendly crowds and vintage wheels.
- Easy to mix strolling, dining and ride‑time in one relaxed evening.
Tip: Visit just before dusk for good lighting and fewer crowds, then stay through until after dark for the neon‑vibe.
See Also: 31 Best & Fun Things To Do In Amarillo, TX
2. Get Your Thrills at Fun Spot America – Kissimmee
For adrenaline and fun big or small, I spent a whole day at Fun Spot America in Kissimmee. From go‑karts to sky‑coasters, arcade games to family rides, it’s a full entertainment park. One travel guide highlights its multi‑level go‑kart tracks and arcade fun.
What you’ll find:
- Multi‑level go‑kart tracks with bridges, turns and speed fun.
- Classic carnival‑style rides and a large arcade.
- Great for families, teens, and anyone ready to play.
Tip: Arrive when it opens for shorter lines; bring socks for climbing rides; consider an unlimited‑ride wristband if you plan to stay long.
3. Take a Nature Escape at Shingle Creek Regional Park & Waterside Trail
One afternoon, I swapped ride‑shoes for walking shoes and headed into Shingle Creek Regional Park. It proved to be a surprising nature escape just minutes from the bustle. Visit Florida lists it among top nature‑focused experiences in Kissimmee.
Why it stood out:
- Boardwalk through wetlands where you might spot birds, turtles or gators (at a distance!).
- Canoe or kayak launch available for a quiet paddle.
- A different, peaceful side of Kissimmee beyond theme‑parks.
Tip: Bring insect repellent, wear light colors, and plan for 1‑2 hours so you’re not rushed.
4. Soar in the Sky with a Hot‑Air Balloon Ride
One of the most memorable moments was floating above Kissimmee via a hot‑air balloon at sunrise. The aerial view—and quiet up there—was magical. According to Experience Kissimmee, balloon rides are among outdoor adventure highlights in the area.
What makes it special:
- A calm, scenic start to the day with views of lakes, palms and Florida horizon.
- Great photo opportunity and romantic if you’re with someone special.
Tip: Book in advance (spots fill up early). Wear layers—morning air is cooler before the balloon warms. Ask about pick‑up/return logistics.
5. Visit the Iconic Wildlife & Adventure at Gatorland
For wildlife and thrills combined, I spent time at Gatorland—“The Alligator Capital of the World.” Visit Florida recommends it for outdoor family fun.
Highlights:
- Alligator feedings, shows and a chance to learn about these creatures up close.
- Zip‑line over alligator pits for the adventurous.
- Family‑friendly, educational and fun.
Tip: Go earlier in the day when animals are more active. Wear closed‑toed shoes if you plan to use zip‑liners.
6. Enjoy the Sunset at Kissimmee Lakefront Park
I scheduled a relaxing evening at Kissimmee Lakefront Park, watching the golden hour on Lake Tohopekaliga. This park is listed among top free or low‑cost attractions in the city.
Why it works:
- A scenic waterfront walk, benches, pier and calm lake views.
- Great transition between a busy day and slowed‑down evening.
Tip: Bring a light jacket or sweater—it can get breezy by the water. Grab a bench and stay past sunset for the best light.
7. Dine & Dance at a Dinner‑Show Experience (e.g. Medieval Times Dinner & Tournament)
One evening I switched gears from typical dining to something theatrical: a dinner‑show at Medieval Times—a mix of jousting, feasting and live entertainment. Travel guides list it among the best family‑friendly evening spots in Kissimmee.
What you’ll experience:
- A four‑course meal while knights compete in a show of horsemanship, falcons and pageantry.
- Fun for families, groups and anyone looking for a memorable dinner.
Tip: Book ahead for the best seats. Arrive early to explore the Hall of Arms and snap photos with historic décor.
8. Take an Airboat or Wildlife Safari at Forever Florida
To break out into the wild side, I booked a safari‑style adventure at Forever Florida—offering airboats, zip‑lines and wildlife tours on 4,700 acres of conservation land. Visit Florida recommends it.
Why it was a highlight:
- A real chance to see Florida’s wildlife, from deer to birds, in a less‑touristy setting.
- Action and nature in one outing.
Tip: Wear sunscreen and closed shoes; some ground is swampy. Select your tour class (zip vs horseback) based on fitness and interest.
9. Ride the Ferris Wheel at ICON Orlando 360 (Nearby – Great for Views)
Just a short drive from Kissimmee is ICON Orlando 360, which features a massive observation wheel giving panoramic views—perfect if you’re staying in the area and want a relaxing vista.
What to love:
- A comfortable ride above the city with views of Orlando‑area and central Florida lakes.
- A change‑of‑pace from high‑energy attractions.
Tip: Visit at dusk for golden views and stay on for the city glitter as the wheel lights up.
10. Shop, Eat & Stroll in Historic Downtown Kissimmee
In between big attractions, I set aside a morning to wander the historic downtown of Kissimmee—charming streets, local eateries, mural art and fewer crowds. According to Visit Florida, this is a go‑to for families and visitors.
Highlights:
- Local boutiques and specialty shops off the tourist strip.
- Latin‑influenced dining, art murals and a quieter Florida vibe.
Tip: Grab brunch at a locally‑owned café, then stroll a few blocks photographing murals and architecture.
11. Grab Family Fun at Water Parks & Resort Attractions
When I visited with a mix of ages, we had a full afternoon at a water park near Kissimmee—just what Florida is known for! One article lists Island H2O among the state’s best family‑friendly water parks.
What we loved:
- Slides, lazy rivers, splash zones and fun for all ages.
- A great break from cruising between theme parks.
Tip: Bring swimwear, towels, and maybe waterproof phone pouch. Arrive early for lounger selection and lighter crowds.
12. Enjoy a Sunset or Nighttime View on a Lake or in the Countryside
One of the quieter, sweeter moments of the trip: watching the sunset over the lakes near Kissimmee or drifting quietly in a boat as the sky changed. It’s a reminder: you don’t always need a big ride to enjoy Florida.
Why it stuck with me:
- The light over the water, the quiet moments away from the hustle.
- Photographs that feel restful and memorable.
Tip: Dedicate at least one evening with no schedule—just head to a lakefront or book a sunset boat ride and really slow down.
Final Thoughts
Kissimmee completely exceeded my expectations. I arrived expecting a bustling theme‑park hub and left with memories of nature, fun, adventure and surprising calm. Here are some personal reflections and planning tips:
- Balance your days. Mix high‑energy time (rides, water parks, zip‑lines) with lower‑key moments (nature walks, sunset lake view, historic district strolling).
- Pack smart. Florida heat, sun and humidity demand sunscreen, hats, water bottle. But also a light jacket for evening lakeside breezes.
- Plan ahead. Book popular activities (balloon rides, water parks, dinner shows) early. Leave flexibility for spontaneous fun.
- Escape the tourist bubble sometimes. Yes the parks are amazing—but smaller nature spots or local dinners gave me what felt like a real slice of place.
- Stay somewhere convenient. Proximity to US‑192 or I‑4 and access to lakes made it easier to move between big attractions and relaxed spots.
If I were to return, I’d structure my itinerary like: - Morning ride or thrill activity → afternoon nature or water park → evening dinner show or stroll at Old Town.
- Another day: sunrise balloon ride → lunch downtown → sunset lake view.