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 167 results

51 - 60 of 167 results

A plate of carnitas tostadas garnished with lime, cilantro, and queso fresco at Planet Hollywood in Disney Springs, with the Aerophile balloon visible in the background. — Carnitas Tostadas from Planet Hollywood pair perfectly with sunny skies and vibrant views at Disney Springs.

Vamos! Your 2026 Guide to Hispanic Heritage Month in Kissimmee and Central Florida

Hispanic Heritage Month runs Sept. 15 through Oct. 15, and Osceola County, one of Florida's three Hispanic-majority counties, throws quite the party. From a decades-old lakefront festival to gallery openings and a Central Florida concert calendar packed with Latin Grammy winners, here's where to catch the music, art, and flavor this year.

A smiling family poses for a selfie in front of a vintage-style mural in Downtown St. Cloud, Florida, depicting a historic scene with a woman in a car and the old Hotel St. Cloud. — Capturing memories in front of the historic Seminole Land Investment Company mural, one of many colorful, free-to-see murals in Downtown St. Cloud.

Downtown St. Cloud’s Most Captivating Murals

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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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Albino alligator at Wild Florida.

How Albino Alligators Thrive in Colder Weather

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Entrance to Orlando Vineland Premium Outlets

Complete Guide to Orlando Vineland Premium Outlets

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Pottery at shops in Downtown Kissimmee

Discover the Heart of Puerto Rican Artistry in Downtown Kissimmee

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Colorful fireworks burst across a dark night sky, with bright streaks of red, blue, green, and gold radiating outward. — A sky full of fireworks lights up the night, turning the celebration into a sparkling finale of color and energy.

The Best New Year’s Eve Fireworks Shows in Central Florida

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Group of 3 girlfriends walking down the sidewalk in downtown Kissimmee examining their shopping bags — Score the find of a lifetime shopping in Downtown Kissimmee

Stay Chill in Downtown Kissimmee: Your Guide to Indoor Activities

Discover the top indoor activities in Downtown Kissimmee, from unwinding at the library to dining at local hotspots. Get your guide to the perfect day of relaxation.

Three children smile and make playful faces while standing in front of a bright, colorful fish mural in Kissimmee. — Kissimmee’s vibrant murals make every family outing picture-perfect.

Instagram-Worthy Murals in Downtown Kissimmee You Can’t Miss

Discover downtown Kissimmee murals that are colorful, cultural, and Instagram-worthy. Perfect backdrops for your next shareable moment.

Kissimmee Lakefront Park

Stroll the Scenic Splendor: Best Walking Trails in Kissimmee, Florida

Kissimmee, Florida, is not only a gateway to world-famous theme parks and attractions, but also a paradise for nature enthusiasts seeking outdoor adventures.