Planning a sunshine-filled vacation near Orlando? Head to Kissimmee! From world-famous theme parks to airboat rides and historic charm, Kissimmee is the perfect family-friendly hub. Enjoy easy access to Walt Disney World, outdoor adventures, and vibrant dining, all with that laid-back Florida vibe. Our guide is packed with things to do in Kissimmee, Florida. The 2-day itinerary includes something for everyone, from history to water park fun.
Kissimmee, FL Highlights:
- For Thrill-Seekers: Explore Walt Disney World Resort – I’ve spent entire days hopping between the parks, and trust me—you’ll never run out of things to do. It’s only minutes from Kissimmee, and if you’re into rides and magic, you’re in for a treat.
- For Outdoor Lovers: Ride with Boggy Creek Airboat Adventures – I loved gliding through the wetlands and spotting gators up close. If you enjoy nature and a little excitement, you’ll love this ride as much as I did.
- For History Fans: Visit Pioneer Village at Shingle Creek – When I wanted a quieter day, this living history museum was a peaceful and fascinating stop. You’ll get a feel for 1800s Florida life, and I think you’ll appreciate the craftsmanship on display.
- For Families: Stroll through Old Town Kissimmee – I brought friends here for a fun, low-key evening. You can ride vintage rides, check out the weekly car show, and grab a bite—it’s easygoing and full of charm.
- For Animal Fans: Feed giraffes at Wild Florida – If you’re anything like me, you’ll be thrilled by the up-close animal encounters. It’s a safari park, zoo, and swamp tour all in one. I could’ve stayed there all day.
Best Time to Visit Kissimmee, FL
If you want the most pleasant weather, I suggest going between October and April. That’s when I usually visit to avoid the summer crowds and heat. You’ll get warm, sunny days—perfect for exploring without constantly seeking shade. But if you’re up for splashy summer fun, water parks and pool days are great between May and September—just pack for heat and afternoon showers.
How to Get to Kissimmee, FL
- If you are traveling by car: I’ve driven in using I-4 and U.S. 192—it’s a smooth route, and Kissimmee’s just 30 minutes south of Orlando.
- By Air: I usually fly into Orlando International Airport (MCO)—it’s only about 25 minutes away. You could also consider Sanford Airport if you find a good deal, though it’s a bit farther.
- By Train: You can hop on Amtrak or SunRail—I’ve used both to get into downtown Kissimmee, and it’s a relaxed, scenic option if you prefer not to drive.
Where to Stay in Kissimmee, FL
- Recommended for Families: Margaritaville Resort Orlando – I stayed here with my family and loved the pool and tropical vibe. The free shuttles to the parks made everything easy—you’ll barely need your car.
- For Couples: Magic Village Yards – When I wanted a quiet, upscale place, this villa-style resort delivered. You’ll love the peaceful surroundings and spacious, beautifully decorated rooms.
- For Budget Travelers: Comfort Suites Maingate East – I’ve recommended this to friends traveling on a budget. It’s clean, comfortable, and the location near Old Town makes it easy to explore without spending a lot.
If want to experience Kissimmee on a tour, book one of these:
Create lasting memories with a Private Photo Session with a Local Photographer in Kissimmee.
Go on a Private 8-hour Lake Toho Fishing Charter Near Kissimmee.
Or check out Kissimmee and St. Cloud Beach Tour on All Electric Trike
Day 1 in Kissimmee, Florida: Begin at the Museum of Military History in the morning, followed by a walk around Lake Tohopekaliga. Have a quick lunch followed by an airboat ride through wetlands. In the evening, enjoy a stroll through the charming Old Town.
Museum of Military History
The Museum of Military History pays tribute to those who have served the United States in warfare; its prime objective is to help visitors understand what is was like to be in the armed forces in times of conflict. It covers World Wars I and II, the American Civil War, the Korean and Vietnam wars, and the conflicts in the Gulf, Iraq, and Afghanistan.
It has exhibits of military artifacts, including uniforms, weapons, and vehicles as well as plenty of photographs and oral and written accounts of time spent overseas serving the country. The museum is a new venture that opened in 2012 and is still growing; its exhibits are increasing as people donate funds and artifacts to the museum.
- Address: 5210 W. Irlo Bronson Memorial Hwy., Kissimmee, FL 34746, Phone: 407-507-3894
- Hours: 10 am–6 pm Tuesday-Sunday; Closed on Mondays, Thanksgiving and Christmas Day.
- Admission Rates: $11-$14, Active Military Free, Children 5 and under Free
Lake Tohopekaliga
Lake Tohopekaliga, commonly known as Lake Toho, derives its name from the Seminole Indian word meaning “we shall gather here together." Lake Toho is world renowned for the excellence of its bass fishing and many marinas line the shore of this huge (22,000-acre) lake.
There is also a vast array of waterfowl here as well as gators and otters. On the north side of the lake, Lakefront Park has a scenic walking trail open to pedestrian traffic, chairs, sun loungers, barbecues, restrooms, and picnic shelters. It also has a children's playground and a splash area for toddlers and preschoolers.
Stop for Lunch at:
- Woodsby's Countryside Café – Delight in hearty breakfasts and fluffy pancakes.
- Tropical Paradise Restaurant – Taste Caribbean flavors with jerk chicken and plantains.
- Mediterranean Deli – Explore diverse flavors with gyros and falafel.
Boggy Creek Airboat Adventures
Boggy Creek Airboat Adventures in Kissimmee, Florida, brings visitors into the cypress-filled wetlands and swamps that mark the headwaters of Everglades. On seventeen-passenger U.S. Coast Guard approved airboats, the excursions allow riders a view of native Florida alligators, turtles, and an astonishing variety of bird life. Boggy Creek Airboat Rides offers half-hour and hour-long day trips, sunset tours, and 45-minute long nighttime voyages that guarantee alligator sightings.
At their boat launch on Southport Road visitors may dine at the new BBQ restaurant, have a close-up look at reptiles in the gator enclosure, and walk through an informative Native American village that demonstrates how early Americans hunted, cooked, and lived.
Address: 2001 E. Southport Road, Kissimmee, FL 34746, Phone: 407-344-9550
Old Town
No visit to Kissimmee is complete without spending some time in Old Town, a popular entertainment district in the city. This beloved attraction is a throwback to the city’s yesteryears, when lines were shorter, crowds a bit smaller, and fun a little bit simpler than it is now. The best way to enjoy Old Town is on foot, as the entertainment district features 18 lovely acres of tree-lined brick paths, boutique shops, family-owned restaurants, as well as some of the more mainstream establishments. In the evenings, visitors can also enjoy car shows like the Friday Nite Muscle Car Cruise or stop by small scale theme parks with great rides for older and younger generations to enjoy together.
Address: 5770 West Irlo Bronson Memorial Highway, Kissimmee, Florida 34746, Phone: 407-396-4888
Where to Eat after your Old Town stroll:
- Mizu Japanese Steak House – Savor handmade sushi and teriyaki bowls.
- Five Guys – Bite into classic burgers and loaded fries.
- The Wharf at Sunset Walk – Enjoy farm-to-table freshness and gourmet sandwiches.
- Mr. & Mrs. Crab – Dig into seafood boils and buttery crab legs.
Day 2 in Kissimmee, Florida: On the second day, take the kids to Fun Spot America or Gatorland. Couples can head to Island Grove Wine Company at Formosa Gardens. Last but not least, visit Busch Gardens Tampa for some outdoor fun.
Fun Spot America
Have the best day ever at one of Kissimmee’s most beloved theme parks, Fun Spot America. This family-owned theme park promises buckets of fun and attractions to entertain every visitor, no matter what their preference. Some of the most popular rides at the park include the Mine Blower Coaster, which boasts an incredible 80-foot drop, the Headrush 360, which will turn every rider’s world upside down, and the tallest Sky Coaster in the world called the Sky Sled. Some of the other rides include, but are not limited to, the Hot Seat, the Hurricane Coaster, and the Crazy Couch. From thrill-seekers to people who just want to chill, Fun Spot America is bound to deliver priceless memories that you and the family will look back on fondly.
Address: 2850 Florida Plaza Boulevard, Kissimmee, Florida 34746
Gatorland
Gatorland is a wildlife preserve and theme park in Orlando, Florida, famous for its conservation efforts and for its four exceedingly rare leucistic “white" alligators. Thousands of alligators and crocodiles reside in a natural breeding marsh, which can be viewed from a boardwalk or from observation towers. The park offers educational programs, reptile shows, a petting zoo, and an aviary.
The newest additions to the park are zip-lines, one 1,200 feet long that takes riders over a pool of alligators and the other a little shorter but accessible to guests with mobility issues. Special programs include opportunities to feed the alligators in the breeding marsh, venture out onto the boardwalk at night, and pose with 8-foot alligators in the arena.
Address: 14501 S. Orange Blossom Trail, U.S. 441, Orlando, FL 32837, Phone: 407-855-5496
Island Grove Wine Company at Formosa Gardens
Create incredible memories in a stunning destination when you visit the Island Grove Wine Company at Formosa Gardens. Nestled within the Formosa Gardens, this winery is home to a massive 13,000-square-foot winery in addition to 3,000 square feet of event and restaurant space. The winery is dedicated to setting a constructive example of sustainable enterprise and environmental responsibility to other establishments. As such, they make every effort to source sustainable produce, and to make their wine in a way that cares for the environment but also delivers utmost flavor to their vintages. When you come to Island Grove, don’t just stop at sampling their wine. Be sure to try their craft beers and to pay a visit to their gardens which share knowledge with visitors about natural produce growing methods and honey farming.
Address: 3011 Formosa Gardens Boulevard, Kissimmee, Florida 34747, Phone: 407-507-9888
Busch Gardens Tampa
Busch Gardens Tampa is one of the most popular theme parks in the United States, with visitors traveling from all over the world to experience many thrilling rollercoaster rides, encounters with animals, and child-friendly fun. Busch Gardens is dedicated to animal conservation across the globe, and the animals in the park are meticulously cared for and are part of the park's breeding and education initiatives.
The park has guided animal tours both during the day and at night, the most popular being the Serengeti Safari, in which visitors ride in open-air touring vehicles for photo-worthy viewing of zebras, giraffes, ostriches, and other residents of the African plains. The park has several casual restaurants, a multitude of shops, and gives kids and their families the chance to dine with favorite characters.
Address: 10105 N. McKinley Drive, Tampa, FL 33612, Phone: 813-884-4386
Day Two Lunch Ideas on Our Itinerary:
- Big John’s Rockin’ BBQ – Feast on slow-cooked ribs and tangy sauce.
- Romano’s Macaroni Grill – Indulge in rich pasta and creamy tiramisu.
- Taco Maker Mexican Grill – Sample authentic street tacos and zesty guacamole.
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