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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91 - 100 of 175 results

91 - 100 of 175 results

Mother and Son Each in Their Own Pool Tube Floaty, Splashing and Playing in the Pool, Enjoying the Beautiful Kissimmee Weather — Make a splash in the pool at a vacation rental in Kissimmee

4 Ways to Stay Cool In Kissimmee, Florida

From high-speed thrills to places to chill, there are tons of ways to safely enjoy the sunshine in Kissimmee.

Pottery at shops in Downtown Kissimmee

Discover the Heart of Puerto Rican Artistry in Downtown Kissimmee

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A sunny view of the headwaters of the Everglades with calm blue water, green marsh grasses, and palm trees along the shoreline. — Discover the serene beauty of the headwaters of the Everglades in Kissimmee.

Discover the Nature That Locals Love in Kissimmee

Kissimmee, Florida, is home to tranquil lakes, scenic trails, and incredible wildlife, making it perfect for travelers looking to unwind, explore, and reconnect with nature beyond the theme parks.

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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Colorful frozen margaritas lined up on an outdoor patio bar, garnished with lime and surrounded by cactus and flowers on a sunny day. — A vibrant lineup of frozen margaritas adds a splash of color to a sunny afternoon in Kissimmee’s lively dining scene.

Savor Mexican Flavors in Kissimmee

From authentic cuisine and salty margaritas to the local activities, you'll find a taste of Mexico in Kissimmee, Florida!

Three women take a selfie at Boardwalk Plaza in Kissimmee

See, Eat, and Explore Downtown Kissimmee for Less Than $30

Explore Downtown Kissimmee without spending a fortune. A full day of adventure, food, and family fun is waiting — all for less than $30!

Cake pops covered in sprinkles. — Crave-worthy candied apples make a delightful fall treat / Event Octoberfest

Six Instagram-Worthy Kissimmee Treats

When it comes to Instagrammable sweets, these are just a few of the fabulous desserts you'll find on the menu in and around Kissimmee.

A young girl interacts with a giant light-up peg wall inside WonderWorks Orlando, placing colorful glowing pegs into the display. — Spark creativity at WonderWorks Orlando, where kids can light up their imagination with hands-on exhibits like this vibrant giant peg wall.

Smart Fun: Educational Adventures for Families in Kissimmee

Discover family adventures that spark curiosity, fuel imagination, and make learning feel like play. From hands-on science experiences to wildlife encounters and history-rich attractions, Kissimmee offers educational fun for every age.

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.

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.