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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51 - 60 of 74 results

51 - 60 of 74 results

two fruity drinks being enjoyed poolside — Enjoy a fruity poolside drink at the Meliã Orlando Celebration

Top 5 Resorts with the Best Pool Bars

Sunny Kissimmee wouldn’t be complete without plenty of pool bar options; here are a few of the most amazing pool bars in the area.

MCO

Airports & Airlines Information

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Brownie Wise Park

Kissimmee FAQs

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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.

Three pizza's on a wooden table beside a jar full of salt and a glass full of juice. — Explore endless pizza opportunities in Central Florida / @kndvg

10 of the Best Pizza Places in Kissimmee

Find your perfect slice at these top spots for pizza across the Kissimmee area.

A beautiful vacation home rental in Kissimmee — A Kissimmee Vacation Home is your home away from home

10 Reasons to Choose a Vacation Home Rental in Kissimmee

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Family enjoying Epcot

10 Things You Can't Miss at the EPCOT International Flower & Garden Festival

Check out these top attractions when you visit the EPCOT International Flower & Garden Festival!

Downtown Celebration — Market Street, Downtown Celebration

Where to Watch Soccer Games in Kissimmee and Central Florida

Discover watch parties, fan festivals, match-day specials, and soccer celebrations throughout the destination.

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

Architecture Tour of St. Cloud’s History

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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.