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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31 - 40 of 42 results

31 - 40 of 42 results

Woman relaxing on a massage table wrapped in a white towel, surrounded by soft lighting, flowers, and candles in a tranquil spa setting. — Unwind and recharge with a soothing spa experience in Kissimmee.

Babymoon in Kissimmee

Calling all moms-to-be! Plan the ultimate babymoon in Kissimmee with this three-day itinerary filled with relaxation, pampering, and gentle adventures. From spa treatments to scenic nature spots, discover why Kissimmee is the perfect destination for a blissful pre-baby escape.

Gaylord Palms Christmas Snow Tubing

5 Spots to Experience Snow During the Holidays in Kissimmee

Experience the holiday season in Kissimmee with enchanting snow-filled activities. From nightly snowfall to ice sculptures and festive ice skating, discover the best spots for winter magic right in Central Florida.

Harvey Guillén smiles as he walks through a disappearing water curtain at Journey of Water, Inspired by Moana, in EPCOT®. — Harvey Guillén makes a splash at EPCOT®’s Journey of Water, where the curtain always rises for a little magic.

Harvey Guillén’s Coolest Role Yet? Vacationer.

What Harvey does in Kissimmee is far from the shadows. Think theme park magic, neon-lit skate nights, and a bar made of ice.

cars at Dezerland — One-of-a-kind cars at Dezerland

10 Ways to Play at Dezerland Park

Race through Florida’s fastest Go Kart track, conquer arcade games, and play trampoline dodgeball at the giant, indoor Dezerland Park.

Family enjoying Epcot

10 Things You Can't Miss at the EPCOT International Flower & Garden Festival

Check out these top attractions when you visit the EPCOT International Flower & Garden Festival!

Father and son at the park.

9 Things to Do with Dad in Kissimmee

Celebrate Father's Day the Kissimmee way!

Photo: @Luis_Riv

7 Spots to Propose in Central Florida

Ready to propose, but looking for the absolute best place to pop the question? We can help!

aerial shot from above of man in kayak

Reasons to Be Thankful for Kissimmee

Friends, family, food, and fun! So much to be thankful for when vacationing in Kissimmee, Florida.

Smiling girl in a sun shower with an umbrella. — Don't let a little rain ruin your Kissimmee vacation

6 Fun Vacation Things to do on a Rainy Day in Florida

Even in a downpour, there's family fun to be had in Kissimmee — just don't forget your umbrella!

Magic Kingdom Park

Magic Kingdom Park: Experience the Enchantment

Journey into fairytales, through jungles, back in time, or forward into the future in the six lands at Walt Disney World Resort’s beloved Magic Kingdom Park.