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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11 - 17 of 17 results

11 - 17 of 17 results

Melia — The Wilson at Meliã Orlando Celebration

Savor Kissimmee: Dining Destinations for Meetings and Events

Discover top-tier restaurants in Kissimmee that offer everything from resort luxury and chef-driven cuisine to local hidden gems — all perfect for groups, events, or attendees exploring on their own. With a range of private dining options, semi-private spaces, full buyouts, and outdoor seating, these spots are as flexible as they are flavorful.

Gatorland

Things to Do in Kissimmee

So Much to See & Do in Kissimmee, Florida

What is there to do in Kissimmee, Florida? Well, everything!

Three women take a selfie at Boardwalk Plaza in Kissimmee

Savor & Stroll: A Historic Walking Tour of Downtown Kissimmee

Explore Downtown Kissimmee’s rich history and food scene on a walking tour. From iconic landmarks to delicious local bites, there’s always more to discover in the heart of Florida!

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.

Image of the St. Cloud Hunter Arms Hotel — Source: St. Cloud Main Street

Architecture Tour of St. Cloud’s History

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Outdoor lawn at Gaylord Palms Resort & Convention Center at sunset. — Enjoy the artfully crafted outdoor spaces when you stay at Gaylord Palms Resort

4 Reasons to Meet in Kissimmee - The Big, Bold Heart of Florida

Two men and a woman walk the water front in Celebration. — Enjoy your next meeting or event in sunny Florida.

9 Hotels in Kissimmee for Hosting Your Next Meeting or Event

Where business meets innovation — and a bit of fun! Discover top meeting hotels in Kissimmee with flexible spaces, modern amenities, and unique venues for your next event.