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

A woman smiles while gently feeding a sloth that hangs upside down from a branch in a lush, outdoor habitat. — Sharing a slow and sweet moment with one of Wild Florida’s most lovable residents.

Top Ways to See Wildlife in Kissimmee

Giant gators, beautiful birds, and elusive panthers, oh my! The local wildlife around Kissimmee is definitely diverse, and there are so many fun-filled ways to experience it.

Two red helicopters parked on a sunny day at International Heli-Tours in Kissimmee, Florida, ready for scenic flights over Central Florida. — Take to the skies with International Heli-Tours and enjoy a bird’s-eye view of Kissimmee’s top attractions.

Orlando Helicopter Adventures: Top Scenic Views

Whether you vacation in Central Florida every year or are planning your first family trip to Kissimmee, a bird’s-eye view of the area with the Orlando Helicopter Adventures Tour is a unique experience to start your vacation off right.

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.

Father and son at the park.

9 Things to Do with Dad in Kissimmee

Celebrate Father's Day the Kissimmee way!

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!

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.

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.

Fishing on Lake Toho

Best Fishing Spots Across Osceola County

Explore the top fishing spots across Kissimmee and St. Cloud for trophy bass and serene lake views — perfect for anglers of all levels.

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!

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.

Eventos en Kissimmee: Tu Guía de Celebraciones Durante Todo el Año

Descubre los mejores eventos de Kissimmee, desde festivales y rodeos hasta desfiles y mucho más. ¡Planea tu viaje para disfrutar de celebraciones inolvidables durante todo el año!