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.

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41 - 50 of 58 results

41 - 50 of 58 results

Yvette Young sits outside Bok Tower, preparing some music for her performance inside the historic tower. — Surrounded by nature and inspiration, Yvette Young prepares her notes before stepping inside Bok Tower to make music.

Yvette Young Finds Quiet Wonder in Kissimmee

Musician and artist Yvette Young took a soulful approach to exploring Kissimmee, finding inspiration in the quiet, the magical, and the moments in between.

A baby alligator being gently held by two people during an animal encounter, its mouth slightly open as it rests in their hands. — A close-up moment with one of Florida’s most famous locals, small in size, big on unforgettable memories.

5 Animal Experiences in Kissimmee

Dolphins and gators and sloths, oh my! It’s more than just humans who call Kissimmee home. In fact, there are thousands of animals thriving here in Central Florida — and plenty of unique opportunities to experience them for yourself.

Girl in yellow dress takes photo in front of Monument of States in Downtown Kissimmee. — The Monument of States in Kissimmee, Florida, a colorful, tiered structure made of stones, plaques, and items representing all American states.

7 Fun Kissimmee Facts

From wildlife to accommodations, Kissimmee is full of surprises you may not know.

Photo: @Luis_Riv

7 Spots to Propose in Central Florida

Ready to propose, but looking for the absolute best place to pop the question? We can help!

Alligator in Kissimmee, Florida

7 Surprising Facts About Alligators & Where to See Them in Action

Learn about alligators and then interact with them at Kissimmee’s top attractions devoted to these awesome reptiles.

Father and son at the park.

9 Things to Do with Dad in Kissimmee

Celebrate Father's Day the Kissimmee way!

Woman golfer lines up a putt on a sunny day at the Omni Orlando Resort at ChampionsGate in Kissimmee, Florida, with the resort’s luxury hotel visible in the background. — Focus meets finesse at the Omni Orlando Resort at ChampionsGate, where scenic greens and world-class hospitality set the stage for a perfect game.

Fore Incredible Kissimmee Golf Vacation Ideas

Planning a golf getaway in Kissimmee? Here are a few must-tee courses we think are a real hole-in-one.

Nighttime scene at Old Town Kissimmee featuring classic cars cruising down the brick streets, colorful shops, and visitors enjoying the lively atmosphere. — Experience the charm of Old Town Entertainment District, where classic car shows, family fun, and vintage vibes light up the night.

Kissimmee Events: Your Year-Round Guide to Must-See Celebrations

Discover the top Kissimmee events, from festivals and rodeos to parades in downtown Kissimmee and more. Plan your trip for unforgettable celebrations all year long!

guy in red shirt on a zip line over Gatorland — Soar over Gatorland on the Screamin’ Gator Zip Line

Top 10 Tips For Visiting Gatorland

Gatorland was the first attraction to make its way to Central Florida, and they continue to add exciting features and events to matter how many times you’ve visited.

albino alligator at Gatorland — See an albino alligator at Gatorland

Top 4 Places to Experience Kissimmee by Air, Land, or Water

Kissimmee, Florida, has so many outdoor adventures that you can explore by air, land, or water. At some spots, you can even do all three! Experience these amazing activities just waiting for you and your entire family.