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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171 - 180 of 246 results

171 - 180 of 246 results

Central Florida Beer Guide: Lager Than Life Local Brews

Discover the best local breweries and beer experiences in Central Florida. Explore Kissimmee’s top spots for craft brews, taprooms, and unique beer-inspired fun on your next getaway.

Young boy smiling while eating fried shrimp at an outdoor table at Crabby Bill’s in Kissimmee, Florida. — Every bite is a taste of Kissimmee sunshine at Crabby Bill’s.

Central Florida Local Foodie Favorites

Ready to eat like a local? These hometown eateries are some of our favorites in Kissimmee and the surrounding areas.

Aerial view of ChampionsGate Golf Club, National Golf Course

ChampionsGate Golf Club

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Pink and gold donuts with sprinkles at Savvy Sweets in St. Cloud

A Culinary Bike Tour Through St. Cloud, Florida

Explore St. Cloud, FL: a haven for foodies & cyclists with scenic routes & diverse cuisine. Gear up for a unique bike-friendly culinary journey!

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.

People stroll through a lively nighttime street market in downtown St. Cloud, with vendor tents, warm string lights, and shops glowing along the brick-paved street. — Downtown St. Cloud comes alive during its nighttime market, where visitors can shop, stroll, and enjoy the local vibe under twinkling lights.

Discover the Artisans and Chefs of Kissimmee

From bold flavors to handcrafted goods, Kissimmee’s creative scene is powered by local artists, chefs, and entrepreneurs who bring passion to everything they make. Discover the tastemakers and businesses adding authentic flair to the destination.

A man and a woman eating in a restaurant — Old Town Entertainment District

Discover the Best Restaurants and Flavors at Old Town Entertainment District

From all-American classics to global favorites, Old Town Entertainment District offers a wide array of restaurants serving up satisfying dining experiences both savory and sweet.

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.