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 37 results

11 - 20 of 37 results

Dog treats. — Woof Gang Pastries specializes in gourmet dog treats for your pup

How To Plan A Paw-Some Vacation in Kissimmee, Florida

We want to make sure that every member of your family has the best time ever while vacationing in Kissimmee. Here are a few things we have to offer our four-legged visitors.

Christmas tree in the Gaylord Palms Resort

Christmas at Gaylord Palms 2025: Rudolph the Red-Nosed Reindeer™ and More Holiday Fun

From Nov. 14, 2025 to Jan. 7, 2026, Christmas at Gaylord Palms transforms the resort into a holiday wonderland featuring Rudolph the Red-Nosed Reindeer™, dazzling lights, and family fun.

A family arrives at their vacation home — Fun awaits in a Kissimmee Vacation Home

Top Things to Pack for Your Kissimmee Road Trip Vacation

The ultimate packing list for your next road trip to Kissimmee, Florida, includes games, comfort, and more!

A man, woman, and dog pose outside their tent — Kissimmee is the perfect place to camp with your pup @k_adden

What to Pack for a Central Florida Camping Trip

Camping in Kissimmee is the best way to make the most of an outdoor adventure. Here’s a quick look at a few of the essentials for a fun Florida camping experience.

A man and child run into the pool — Splash and play all day in Kissimmee

When’s the Best Time to Visit Kissimmee?

Whether it’s a spring break, a summer vacation, a fall road trip, or a winter escape from cold weather, every season in Kissimmee offers opportunities for enjoyment.

Family of four, wearing red shirts, taking a selfie with an aligator in the background — Multi-generational fun is on the itinerary in Kissimmee

Activities in Kissimmee For Kids & Grandparents

Multigenerational vacations have a lot of benefits, like built-in babysitting services and plenty of quality time with the fam.

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.

Mother and Son Each in Their Own Pool Tube Floaty, Splashing and Playing in the Pool, Enjoying the Beautiful Kissimmee Weather — Make a splash in the pool at a vacation rental in Kissimmee

4 Ways to Stay Cool In Kissimmee, Florida

From high-speed thrills to places to chill, there are tons of ways to safely enjoy the sunshine in Kissimmee.

A young girl interacts with a giant light-up peg wall inside WonderWorks Orlando, placing colorful glowing pegs into the display. — Spark creativity at WonderWorks Orlando, where kids can light up their imagination with hands-on exhibits like this vibrant giant peg wall.

Smart Fun: Educational Adventures for Families in Kissimmee

Discover family adventures that spark curiosity, fuel imagination, and make learning feel like play. From hands-on science experiences to wildlife encounters and history-rich attractions, Kissimmee offers educational fun for every age.

Family Driving In Car On Road Trip — Make this roadtrip your family's favorite / Getty Images

Kissimmee Road Trip Bingo

Our Kissimmee Bingo cards highlight local wildlife, signs, and transportation, and are sure to make your road trip to Central Florida just as fun as the destination itself is.