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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11 - 20 of 25 results

11 - 20 of 25 results

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.

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!

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.

Two women pose playfully inside the Museum of Illusions, surrounded by mirrored walls and a geometric black-and-white ceiling that creates endless reflections. — Strike a pose and let reality bend a little at the Museum of Illusions, where reflections multiply the fun and every angle tells a different story.

Mind-Bending Fun at the Museum of Illusions

Cool optical illusions, brain-baffling scenes, and perplexing puzzles are just some of the immersive experiences at ICON Park’s Museum of Illusions in Orlando, just a short drive from Kissimmee, Florida.

Audra Miller sits on the stage at Dr Phillips Center singing into a microphone — Hear Audra's melodic performance in her episode of The Kissimmee Experience.

Audra Miller: Performance Venues Around Kissimmee

Take in the ambiance of Central Florida’s top performance venues with musician Audra Miller.

Ami Vitale

Ami Vitale: A Journey Through Kissimmee’s Wild and Peaceful Places

In this episode of The Kissimmee Experience, award-winning photographer Ami Vitale joins host Jen Bonner to explore the beauty, balance, and wonder of Kissimmee’s natural world, from wildlife encounters at Disney’s Animal Kingdom to serene moments at Bok Tower Gardens.

Couple walks through Universal Orlando Resort, smiling and waving near the iconic globe entrance. — Enjoy a sunny day exploring Universal Orlando Resort, one of the most thrilling and unforgettable attractions near Kissimmee, Florida.

A to Z in Kissimmee

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Girl in yellow dress takes photo in front of Monument of States in Downtown Kissimmee. — The Monument of States in Kissimmee, Florida, a colorful, tiered structure made of stones, plaques, and items representing all American states.

A Local’s Guide to Historic Downtown Kissimmee

See Downtown Kissimmee's top historical buildings and sites during your visit.

Welcome to Kissimmee Sign in Downtown Kissimmee — Welcome to Kissimmee

Historical Sites in Central Florida All History Buffs Should Visit

From iconic landmarks to intriguing museums and solemn memorials, the area offers a treasure trove of historical sites that every history buff should explore.

Knights in Tunnel

Kissimmee Dinner Show Roundup

Not sure which show is right for your crew? Our dinner show roundup breaks down the experiences, flavors and entertainment waiting behind the curtain, helping you find the perfect night out in Kissimmee.