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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81 - 90 of 161 results

81 - 90 of 161 results

Family walking down sidewalk at the Promenade at Sunset Walk — Enjoy shopping, dining, and entertainment at Promenade at Sunset Walk

Beyond the Theme Parks: Outdoor Adventures and Fun Things To Do in Kissimmee

Immerse yourself in a world of outdoor adventures, entertainment districts, and fun-filled shopping and dining in Kissimmee.

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.

Playground at Kissimmee Lakefront Park

Day of Wellness and Relaxation Across Downtown Kissimmee & St. Cloud

Discover a day of relaxation in Downtown Kissimmee and St. Cloud, Florida. From lakeside strolls to yoga, tasty bites, and self-care, unwind in style.

Blue P-51 Mustang aircraft named “Crazy Horse” soars through the sky at sunset, its propeller in motion against a vivid orange and purple horizon. — The iconic P-51 Mustang “Crazy Horse” takes flight at sunset during a Stallion 51 air experience in Kissimmee, Florida.

Defying Gravity: Aerial Adventures Await in Kissimmee

Explore Central Florida from a whole new angle with sky-high thrills of Kissimmee, from serene hot air balloon rides and breathtaking helicopter tours to heart-pounding ziplining and hang gliding.

View of boats gliding across East Lake Tohopekaliga, with tall shoreline grasses in the foreground and calm, shallow water near the dock. — Peaceful moments on East Lake Toho, where open water and wide horizons invite you to slow down.

Discover Fishing, Kayaking & Outdoor Fun on Kissimmee Lakes

Kissimmee’s scenic lakes are the perfect playground for outdoor lovers. From world-class freshwater fishing to kayaking, canoeing, and wildlife watching, discover unforgettable adventures on the water.

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!