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 51 results

31 - 40 of 51 results

Family playing Mini Golf on a sunny day — The whole family will enjoy a round of mini golf at Crane's Adventure Mini Golf

Kissimmee’s Best Mini Golf Courses: Family Fun & Unique Challenges Await

Ready to dust off your putter and hit the little links? Here are a few Kissimmee mini golf courses that are anything but par for the course.

Wild Florida Drive Through Safari

Wild Florida Adventure Park: Wildlife Adventures

Ride an airboat, stroll around to see animals, or take a drive through the Safari Park at this outdoor treasure in Central Florida

Two children dressed in Halloween costumes pose playfully with a LEGO® mummy character during Brick-or-Treat at LEGOLAND® Florida Resort. — Spooky fun for the whole family! Kids can show off their costumes alongside a LEGO® mummy at Brick-or-Treat at LEGOLAND® Florida Resort.

Fall Events, Halloween Fun & Things to Do in Kissimmee

Celebrate the season with unforgettable fall events in Kissimmee, from family-friendly festivals and foodie favorites to haunted houses and Halloween thrills at top theme parks.

A woman walking her small brown dog on a sunny day at Dan Tarrell Memorial Point in St. Cloud, Florida, with trees lining the paved path. — A calm day by the lake with tails wagging and sunshine shining at Lakefront Park.

Your Dog-Friendly Guide to St. Cloud

Discover the best dog-friendly activities in St. Cloud, Florida! From scenic parks and pet-friendly cafés to off-leash play areas, explore top spots to enjoy with your furry friend.

A sloth hangs upside down from a wooden structure at Wild Florida, peeking curiously at visitors. — Take it slow and meet the friendly sloths at Wild Florida Adventure Park, where unforgettable animal encounters await just outside Kissimmee.

Fascinating Facts About Kissimmee’s Awesome Animals

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Christmas tree in the Gaylord Palms Resort

Christmas at Gaylord Palms 2026: The Polar Express™ and More Holiday Fun

From Nov. 13, 2026, to Jan. 3, 2027, Christmas at Gaylord Palms transforms the resort into a holiday wonderland featuring The Polar Express™, dazzling lights, and family fun.

Celebrate Mother’s Day Weekend: 48 Hours of Family Fun in Kissimmee

Treat the special mom, mother figure, or loved one in your life to an unforgettable Mother’s Day weekend in Kissimmee. From relaxing spa moments to thrilling adventures, discover two days of exciting activities, delicious dining, and memorable experiences for the whole family.

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.

Wild Florida airboat with people riding on it gliding on top of water surrounded by lush greenery.

Family Vacation in Kissimmee: Airboats, Alligators & Adventures

Discover how a four-day Kissimmee getaway delivers unforgettable family fun from airboat rides and wildlife encounters to kid-friendly attractions and spacious vacation homes. Inspired by creator Aseky Bonnaire’s trip, this itinerary shows you how to plan a stress-free, adventure-filled vacation your whole family will love.

A family with young kids goes on an airboat ride in Kissimmee — A family-friendly airboat ride in Kissimmee

Family-Friendly Itinerary to Kissimmee

Looking for a family vacation that keeps every kid smiling and every parent sane? Take inspiration from a recent four-day trip to Kissimmee, where dermatologist and Florida mom Dr. Laura Scott and her crew explored the destination’s most playful parks, attractions, trails, and stays. From outdoor adventures to splash-worthy fun, here’s how families of all sizes can experience Kissimmee at its best.