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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A group of people rides an airboat across a calm lake surrounded by tall grasses and trees under a partly cloudy sky. — Glide through Kissimmee’s serene wetlands, and enjoy front-row seat to the beauty of Florida’s great outdoors.

Off the Beaten Path - Bok Tower Gardens & Boggy Creek

It’s no secret that Kissimmee offers an abundance of attractions. But were you aware that in addition to its theme parks, the area has some of Florida’s greatest natural wonders and outdoor activities?

A family enjoying a picnic on a blanket near a brick lighthouse at a waterfront park, sharing food and conversation under a bright blue sky. — Sunshine, sandwiches, and stories shared by the water. This lighthouse picnic lights up the day in all the best ways.

Kissimmee Like a Local

From delicious dining and fun weekly attractions to appreciating the great outdoors, we’ve rounded up Kissimmee locals’ favorite things to do in this sunny part of Central Florida.

A family of four smiles and poses together in front of a looping roller coaster at a theme park, with parents holding their two young children. — Big smiles, little thrill-seekers, and a coaster waiting in the wings. This is what a family day of unforgettable fun looks like.

Top Central Florida Theme Park Rides

You'll find great rides for everyone, from laidback experiences for the young and old to fast-paced thrill rides for the brave and bold.

A couple plays a game of pool inside a modern vacation home game room, holding cue sticks beside a billiards table. — Friendly competition comes easy when your vacation home includes a game room made for unwinding together.

Vacation Homes in Kissimmee for Spring Break: Stay, Work, Play

Whether you’re coming to work, play, or just to get away, staying in a Kissimmee vacation home rental in Florida is the perfect way to spend spring break.

Pouring red wine into a flute from a bottle next a to a flute of white wine

Top Date Night Restaurants in Kissimmee

Add global flair to your date night and let your taste buds lead you on a delicious journey at these romantic restaurants in and around Kissimmee.

Two people hold hands outdoors, with a diamond engagement ring visible against a softly blurred green background. — A quiet moment of connection, where love takes center stage before the journey ahead.

Why Kissimmee is the Perfect Pre-Honeymoon Destination

Wedding planning can be stressful, which is why many couples are escaping for a pre-honeymoon getaway. Discover why Kissimmee, Florida, is the perfect destination for romance, relaxation, and adventure before the big day.

A Couple stands with birds on their arms in Kissimmee

Five Birding Hot Spots in Kissimmee

Grab your binoculars and explore Kissimmee’s top birdwatching locations — from wetlands to preserves, these sites are a birder’s paradise.

Friends enjoying St. Patrick's Day

Where to Celebrate St. Patrick's Day in Kissimmee

Celebrate St. Patrick's Day in a sun-filled, fun-filled destination that'll make your friends and family green with envy!

A Day in the Life of a Gator in Kissimmee, Florida

A Day in the Life of a Gator in Kissimmee

Curious about alligators in Florida? Explore a day in the life of a Kissimmee gator, plus top spots for seeing alligators on tours, trails, and airboats.

Children play and splash in the water at LEGOLAND® Water Park in Winter Haven, Florida, located just a short drive from Kissimmee. — The water at LEGOLAND Florida Resort includes a wave pool, lazy river, and 14 slides.

What to Pack for Your Kissimmee Vacation

We’ve created this guide on what you should pack when visiting Kissimmee, Florida. No matter what time of year it is, these must-have items should always be ready to go!