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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 74 results

downtown st cloud

Downtown St. Cloud

List

Downtown St. Cloud's Ultimate Sports Bar Guide

From family-friendly vibes and classic sports bar fun to a tropical retreat right in St. Cloud, FL, Sidelines Sports Grill, Garage Bar St. Cloud, and Island Cloud Grill promise great food, cold drinks, and vibrant game nights, ensuring a great experience for every fan.
A group of six children stand side by side on a brick street at Old Town Kissimmee in the evening, holding balloon animals with string lights and colorful storefronts behind them.

Six smiles, a pocketful of balloon animals, and an Old Town night just getting started.

List

8 Toddler-Friendly Restaurants in Central Florida

Toddlers are full of energy, and mealtime is no exception! Check out these toddler-friendly restaurants in Central Florida to make mealtime a great time for everyone.
A close-up of a restaurant table setting featuring a dish of fried calamari topped with peppers and herbs, accompanied by drinks including water, a cocktail, and a glass of sparkling wine.

When the flavors are bold and the company’s good, the meal becomes its own little celebration.

List

Top 9 On-Site Restaurants in Kissimmee Resorts

Whether you love to dine in a casual setting with the whole family or enjoy dressing up for a romantic dinner, the resorts in Kissimmee, Florida, have it all.
guy in red shirt on a zip line over Gatorland

Soar over Gatorland on the Screamin’ Gator Zip Line

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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 

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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.
Three women take a selfie at Boardwalk Plaza in Kissimmee
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Top 4 Things to Do in Downtown Kissimmee for First-Time Visitors

Discover the best things to do in Downtown Kissimmee, from dining at local favorites to exploring unique shops, scenic parks, and historic landmarks in the heart of Florida.
Modern two-story vacation home in Kissimmee at sunset, with warm exterior lighting, a spacious driveway, and an upper-level balcony.

A golden-hour welcome. This is what arriving in the Vacation Home Capital of the World feels like.

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Top 5 Most Unique Amenities at The Bear’s Den Resort Orlando

Whether you’re visiting Central Florida to escape the cold weather or planning your next vacation with the whole family, The Bear’s Den Resort Orlando is the ideal spot for luxury accommodations.
Group of people enjoying an airboat ride through the grassy wetlands at Wild Florida on a sunny day.

Glide across the headwaters of the Everglades on an exciting airboat adventure at Wild Florida Adventure Park.

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Top 6 Airboat Tours in Kissimmee

See another side of Central Florida on a wild airboat ride through lakes and waterways teeming with natural beauty and fascinating wildlife.
People gather for live entertainment in Old Town Kissimmee

Old Town Kissimmee is a great place for live entertainment 

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Top 9 Places to Watch Live Entertainment in Kissimmee

See top spots for exciting live entertainment, from major bands to local live music to popular stand-up comedians and beyond. It's always showtime in Kissimmee!
Family greeting each other in the driveway of a luxury vacation home in Kissimmee, Florida, with cars parked and luggage ready for a getaway.

Get ready to settle into your luxury Kissimmee vacation home, where comfort and togetherness begin at the front door.

List

Top Kissimmee Vacation Home Rentals for Families

Kissimmee has Central Florida’s best selection of family-friendly vacation home rentals. From budget-friendly condos to luxe retreats with private pools and game rooms, we've got the scoop on the best homes away from home for your whole crew.

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Experience Kissimmee recognizes the fundamental equality of all individuals and does not support the discriminatory or prejudicial treatment of any person, whether a resident or visitor to our destination. As the official tourism authority for Osceola County, FL, our goal is to always provide a welcoming environment and a positive experience for everyone. We embrace visitors from all backgrounds and cultures and do not discriminate against anyone based on race, color, creed, religion, sex, national origin, disability, sexual orientation, or gender identity.

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