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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1 - 10 of 34 results

1 - 10 of 34 results

Corporate Meetings and other Special Event Services

Kissimmee's grandest home rentals are event-ready spaces that easily accommodate special occasions and corporate gatherings.

A smiling woman wearing a wetsuit and turquoise life vest interacts joyfully with a dolphin in the clear waters of Discovery Cove. — Experience pure joy and unforgettable moments swimming with dolphins at Discovery Cove, a tropical paradise near Kissimmee where adventure meets serenity.

Lolo Spencer: Accessible Travel and Inclusive Experiences in Kissimmee

Explore the inclusive attractions, activities, and vacation experiences that make Kissimmee a welcoming destination for travelers of all abilities featured in The Kissimmee Experience.

Group of friends celebrating the holidays with sparklers and wine around a festive dinner table decorated with candles and Christmas lights. — Ring in the holidays with good food, bright lights, and even brighter smiles during your stay in Kissimmee.

Host Your Next Meeting in Kissimmee and Experience Holiday Magic

Combine productive meetings with the festive spirit of Central Florida’s top attractions and local holiday events.

Red Mustang on display during a car show at Old Town Kissimmee — Catch a car show at Old Town Kissimmee

Car Shows at Old Town Entertainment District

Experience the best Kissimmee car shows at Old Town Entertainment District, where classic cars, hot rods, muscle cars, and vintage vehicles shine every week with free admission — alongside family-friendly attractions, dining, and live music.

Sandy Escapes Without the Coastline in Kissimmee

Discover sandy spots in Kissimmee where you can relax, play, and soak up the sun.

The Surf Pool at Disney's Typhoon Lagoon Water Park — Cool off in the Surf Pool at Disney's Typhoon Lagoon

An Oasis of Fun at Disney's Typhoon Lagoon Water Park

There’s no shortage of sandy beaches, gentle waves, and thrilling water adventures to enjoy at Typhoon Lagoon water park. Let the fun flow!

Two knights sword-fighting on the backs of horses at Medieval Times Dinner & Tournament — Catch a showtime of Medieval Times Dinner & Tournament

Epic Feasts & Battles at Medieval Times Dinner & Tournament

Step into the castle, feast like royalty, and watch an epic battle of gallant knights and old-world chivalry at Medieval Times Dinner & Tournament.

Lounge chairs on a sandy beach face Krakatau Volcano with cascading waterfalls at Universal’s Volcano Bay, framed by palm trees under a clear blue sky. — Kick back at Waturi Beach and let the views of Krakatau Volcano set the tone for a sun-soaked day at Universal’s Volcano Bay.

Water Park Fun Flows at Universal Volcano Bay in Florida

With waterfalls, beaches, lagoons, slides, and even a volcano, this water park is a South Seas island oasis with plenty of fun and adventure on tap.

A stylish entertainment venue with pool tables, a bowling alley, and large-screen TVs glowing under red and blue lights in Kissimmee, Florida. — Enjoy a night of friendly competition with bowling, billiards, and big-screen entertainment at this vibrant venue in Kissimmee.

Food, Fun & Games at Kings Dining & Entertainment

With good food, creative cocktails, and a range of games with a high-end spin, Kings Dining & Entertainment in Orlando makes for a fun afternoon or night out.

Bright day view of the Dolphin Plunge water slide at Aquatica Orlando, surrounded by palm trees and a clear blue pool. — Take the plunge at Aquatica Orlando, where thrilling slides like Dolphin Plunge offer unforgettable fun under the Florida sun. Courtesy United Parks & Resorts.

Incredible Adventures at Aquatica Orlando

With lazy rivers, exhilarating slides, wave pools, and even animal encounters, Aquatica Orlando promises splashy fun for all, right in the heart of Florida.