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 27 results

1 - 10 of 27 results

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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Woman relaxing in pool

Relax and Recharge: Your Guide to Wellness in Kissimmee

Unwind and rejuvenate in Kissimmee with top resorts, serene outdoor experiences, and mindful activities. Discover the perfect balance of relaxation and adventure in Central Florida.

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.

Tasty Gluten-Free and Vegan Options in Kissimmee Restaurants

Explore Kissimmee's best gluten-free and vegan dining! From cozy cafes to family-friendly spots, enjoy a variety of tasty, inclusive options for everyone.

Knights in Tunnel

Kissimmee Dinner Show Roundup

Dinner is never a bore when there’s a high-seas pirate escapade, aerial artistry, or swordplay involved. See top spots in Kissimmee for a deliciously entertaining dinner show.

Group of people sitting, laughing and eating.

Adventure & Impact: Best Team-Building Activities in Kissimmee

Discover unforgettable team-building experiences in Kissimmee — where thrilling adventures, meaningful CSR opportunities, and unforgettable memories strengthen your team and leave a lasting impact.

A couple enjoys drinks and conversation at a stylish café inside the ette hotel in Kissimmee, Florida, seated together on a modern tan sofa under soft ambient lighting. — Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.

Romance & Adventure: A 4-Day Kissimmee Getaway Itinerary

Discover how to plan a romantic and adventure-filled 4-day getaway in Kissimmee, featuring top date spots, outdoor activities, dining, and must-try attractions across Central Florida.

Aseky Family Images

Spring Break Like a Local Itinerary

If you’ve ever been to Florida (or you’re lucky enough to live here), you know just how beautiful and fun it is in spring — not to mention year-round! Read on to discover memorable local favorites and hidden gems for families.

Two people exploring Shingle Creek on yellow kayaks — Kayaking on Shingle Creek

A Local’s 3-Day Guide to a Romantic Getaway in Kissimmee

Join Orlando local Aliya Burshan as she shares her favorite ways for couples to relax, reconnect, and rediscover the magic of Kissimmee in just three unforgettable days.

A woman enjoys zip-lining over an alligator-filled lagoon surrounded by lush greenery at Gatorland near Kissimmee, Florida. — Soar above it all at Gatorland with the Screamin’ Gator Zip Line, a thrilling way to take in Kissimmee’s wild side from high above the park’s iconic alligator breeding marsh.

Family-Friendly Kissimmee Itinerary

Looking for the perfect family escape without traveling far? Motherhood & Lifestyle Influencer @IzzyRose and her young family discovered just that in Kissimmee, a fun-filled destination right in the center of it all, just two hours from their home in St. Augustine.