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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1 - 10 of 31 results

1 - 10 of 31 results

Family Driving In Car On Road Trip — Make this roadtrip your family's favorite / Getty Images

Kissimmee Road Trip Bingo

Our Kissimmee Bingo cards highlight local wildlife, signs, and transportation, and are sure to make your road trip to Central Florida just as fun as the destination itself is.

The Ferris Wheel at Old Town Entertainment District on a beautiful cloud free day — Take your kids on the Ferris wheel at Old Town Entertainment District

Free Things to Do in Kissimmee

Looking for affordable fun in Central Florida? From outdoor adventures to cultural treasures, discover free things to do in Kissimmee beyond the theme parks.

St. Cloud Lake Toho

Celebrate Earth Day in Kissimmee

Looking for ways to celebrate Earth Day in Florida? Head to Kissimmee for family-friendly eco adventures, outdoor fun, and nature experiences that make every moment a little greener.

Central Florida Beer Guide: Lager Than Life Local Brews

Discover the best local breweries and beer experiences in Central Florida. Explore Kissimmee’s top spots for craft brews, taprooms, and unique beer-inspired fun on your next getaway.

Three friends enjoy lunch and cocktails at MOOR restaurant inside Gaylord Palms Resort in Kissimmee, Florida, surrounded by lush greenery and serene water views. — Relax and reconnect over fresh coastal flavors at MOOR, the signature restaurant inside Gaylord Palms Resort in Kissimmee, where every meal comes with a side of sunshine and good company.

The Perfect Night Out at Gaylord Palms Resort

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Woman relaxing in pool

Relax and Recharge: Your Guide to Wellness in Kissimmee

Unwind and rejuvenate in Kissimmee with top resorts, serene outdoor experiences, and mindful activities. Discover the perfect balance of relaxation and adventure in Central Florida.

A bartender pours a beer at Celebration Brewing Co. — Enjoy a crisp beer at Celebration Brewing Co. in Celebration, Florida.

Local Spots in Downtown Kissimmee & St. Cloud

Explore downtown Kissimmee and St. Cloud for local boutiques, elevated bars, and entertaining nightlife in Central Florida.

Red mocktail in a nest-like arrangement from the ette hotel.

Explore Kissimmee’s Best Zero-Proof Drinks and Alcohol-Free Experiences

Discover refreshing zero-proof drinks and alcohol-free experiences throughout Kissimmee’s vibrant culinary and entertainment scene. From handcrafted mocktails to family-friendly hangouts, you’ll find plenty of flavorful ways to sip, savor, and celebrate. No alcohol required.

Young girl with brown hair swims with a dolphin at Seaworld Discovery Cove in Orlando, Florida — Making unforgettable memories at Discovery Cove with a magical dolphin swim.

Find Paradise at Discovery Cove®

At this all-inclusive day resort, you’ll be in harmony with the natural world. Learn why it's a little piece of paradise, just a short drive from Kissimmee, Florida, where big memories are made.

A group of five people practice their swings on a green driving range at Reunion Resort, with a tall resort building and a bright blue sky with scattered clouds in the background. — On these fairways, every swing comes with a side of sunshine and a whole lot of Florida charm.

Reunion Resort & Golf Club: Stay & Play in Luxury

From morning golf sessions to evening fine dining and everything in between, it’s easy to live the luxe life at Reunion Resort & Golf Club in Kissimmee.