Discover the best of Kissimmee–where history, flavor, and fun await!
Kissimmee is where small-town charm meets vibrant energy. With its mix of rich history, local flavors, and scenic outdoor spaces, there’s always something new to experience. Whether you’re wandering through historic landmarks, sampling delicious eats, or enjoying a lakeside breeze, this area offers the perfect blend of relaxation and adventure. Curious to know what makes this spot so special? Here are 10 must-do activities to add to your list!
Photo credit: Atlas Obscura
The Monument of States
If you’re all about unique landmarks, The Monument of States is a must-see. Built in 1942, this one-of-a-kind monument is made from stones donated by all 50 states and several countries around the world. It’s a quirky, colorful tribute to American unity and a great spot for a photo op. Bonus points if you can spot your home state’s rock!
Learn more here!
Food Trucks Heaven
Calling all food lovers! If you’re craving something delicious, Food Trucks Heaven is the place to be. Whether you’re in the mood for local eats, international flavors, or sweet treats, this food truck park has it all. Families can grab a variety of bites, while couples can enjoy a laid-back date night under twinkling lights. With music entertainment on the weekends, free parking, outdoor and indoor seating, and a fun, casual atmosphere, this is more than just a place to eat—it’s an experience.
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“This place is amazing!!! We were able to get food from so many different types of cuisines and all were just fantastic! There was even an area for indoor seating, which is a must in the Florida heat! The flea market alongside is a great addition, so I can find some nice trinkets!” – Google Review
Photo credit: Davids Coin Travels
Main Gate Flea Market
If you love treasure hunting for unique finds, head to Main Gate Flea Market. From handmade crafts and souvenirs to clothing, accessories, and collectibles, you never know what hidden gems you’ll uncover. Whether you’re shopping for a bargain or just browsing, it’s a fun spot to explore, especially if you enjoy supporting local vendors.
Check it out here!
Photo credit: Sunrail
SunRail Kissimmee Station
Even if you’re not hopping on a train, SunRail Kissimmee Station is worth a visit. This historic station connects Kissimmee to the greater Orlando area and features an old wagon cart from the early railroad days, offering a glimpse into the town’s past. Whether you’re catching a ride or just admiring the vintage charm, it’s a cool spot to soak in some local history.
Learn more here!
Photo credit: Experience Kissimmee
Orlando Bass Fishing
For fishing enthusiasts, Orlando Bass Fishing offers an unforgettable freshwater fishing experience on Florida’s famous lakes. Whether you’re a beginner or a seasoned angler, you’ll have the chance to catch trophy-sized bass while enjoying the peaceful beauty of Central Florida’s waterways. Guided trips ensure you’ll have expert advice, making it an excellent adventure for anyone looking to reel in a big one!
Photo credit: Hess
Kissimmee Lakefront Park
For a perfect relaxing day by the water, Kissimmee Lakefront Park has everything you need. Stroll along scenic walking trails, have a picnic by the lake, or let the kids enjoy the playground. Whether you’re watching the boats go by or just taking in the fresh air, it’s a peaceful escape right in the heart of town.
“A lovely place to visit, have a stroll, and relax away from the crowds. Free parking pretty much everywhere. It’s lovely just walking along the water’s edge, with open green space for the kids to run safely and a cute little playground with a small splash area.” – TripAdvisor Review
Photo credit: Medieval Times Dinner & Tournament
Medieval Times Dinner & Tournament
Step back in time for knights, jousting, and a royal feast at Medieval Times! Watch epic battles unfold as you enjoy a four-course meal fit for a king. With sword fights, equestrian stunts, and nonstop action, it’s an unforgettable dining experience packed with medieval fun.
Check out showtimes and tickets here!
Kissimmee Valley Farmers Market
More than just a market, this community hub supports local farmers, small businesses, and entrepreneurs. Hosted by Kissimmee Main Street, it’s the perfect spot to shop fresh produce, artisan goods, and handcrafted items while contributing to the city’s vibrant small business scene. Stroll through, meet the vendors, and enjoy a true taste of local charm!
Learn more here!
Photo credit: Kissimmee Main Street
Kissimmee Main Street
If you love exploring charming downtown areas, Kissimmee Main Street is the place to be. Packed with local boutiques, specialty shops, and cozy cafes, it’s ideal for an afternoon outing. Whether you’re grabbing a coffee, window shopping, or picking up a unique souvenir, this area has plenty of small-town charm with a modern twist.
Experience the best of Kissimmee!
From historic landmarks to mouthwatering food to hidden shopping gems, downtown Kissimmee is full of surprises. Whether you’re a local looking for a new adventure or a visitor exploring for the first time, these must-do activities will make your time in Kissimmee unforgettable.
After a day of exploring, there’s no better way to end the night than with amazing eats at Food Trucks Heaven. With a variety of flavors, live music, and a fun, casual vibe, it’s the perfect spot to kick back, grab a bite, and soak in the local energy.
Savor the flavors and enjoy the vibe!
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