Trip Ideas for Your Kissimmee Vacation
Find inspiration for your trip to Central Florida with articles, lists and itineraries featuring things to do and places to explore.
Located minutes from Orlando, Kissimmee is your gateway to Central Florida’s must-do adventures: thrilling airboat rides, vibrant local festivals, family-friendly theme parks, and all the shopping and dining options you could dream of. The hard part is deciding where to start, but that’s where we come in.
1 - 10 of 56 results
1 - 10 of 56 results
Evenings in Old Town come alive around the illuminated fountain and the haunting façade of Mortem Manor.
Haunted Attractions & Spooky Experiences in Kissimmee
Looking for a fright-filled Florida adventure? Explore Kissimmee’s haunted houses, ghost tours, historic cemeteries, and eerie after-dark experiences — perfect for Halloween season or spine-tingling fun year-round.
Downtown St. Cloud comes alive during its nighttime market, where visitors can shop, stroll, and enjoy the local vibe under twinkling lights.
Discover the Artisans and Chefs of Kissimmee
From bold flavors to handcrafted goods, Kissimmee’s creative scene is powered by local artists, chefs, and entrepreneurs who bring passion to everything they make. Discover the tastemakers and businesses adding authentic flair to the destination.
Multi-generational fun is on the itinerary in Kissimmee
Activities in Kissimmee For Kids & Grandparents
Multigenerational vacations have a lot of benefits, like built-in babysitting services and plenty of quality time with the fam.
The whole family will enjoy a round of mini golf at Crane's Adventure Mini Golf
Kissimmee’s Best Mini Golf Courses: Family Fun & Unique Challenges Await
Ready to dust off your putter and hit the little links? Here are a few Kissimmee mini golf courses that are anything but par for the course.
Friends and family toast to a meal in Kissimmee
Alternatives to Cooking Thanksgiving Dinner
Thinking of doing something a little different this year? Here are a few ways to make this year's Thanksgiving unforgettable, rather than predictable!
Vacation Home for the Holidays
Explore the many vacation home rentals available in Kissimmee to find the perfect spot for you and your entire family to celebrate this holiday season!
Tinkerbelle arrives in Kissimmee and sits outside the Celebration Hotel
Tinkerbelle's 12 Days of Christmas
Follow Tinkerbelle the Dog on a pet-friendly holiday adventure in Kissimmee. Discover top attractions, restaurants, and places to stay where dogs are welcomed with open arms.
Strolling into golden-hour bliss at The BOATHOUSE in Disney Springs, where waterfront dining and warm-weather daydreams pair perfectly.
The Ultimate Valentine's Day Guide to Kissimmee
Whether you’re a couple of old-fashioned romantics or looking for a memorable day of fun, Kissimmee is the perfect place to spend this special holiday. Here are a few suggestions to make sure your Valentine’s Day is one to remember forever.
Kissimmee is the perfect place to camp with your pup @k_adden