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 27 results

11 - 20 of 27 results

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.

Mother and daughter walking through Walt Disney World — Walt Disney World never fails to exceed expectations

A Three-Day Guide to Magic Kingdom Attractions

Why rush the magic? With this three-day guide, you’ll have plenty of time to ride the classics, meet your favorite characters, and still stop for a Mickey-shaped snack (or two) — all in the heart of sunny Florida.

Ultimate Relaxation Weekend Itinerary

If you’re craving more me time, this itinerary will let you experience a slice of paradise right here in Kissimmee.

Woman in tube on water — Relaxing in the pool

Your Itinerary for Vacation Nirvana

This two-day itinerary full of thrills and relaxation is just one example of how you can achieve vacation nirvana in Kissimmee, Florida.

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.

Wooden boardwalk winding through a peaceful cypress swamp surrounded by tall trees at Gatorland near Kissimmee, Florida. — Explore the natural side of Gatorland along its scenic boardwalk, where towering cypress trees and still waters showcase the beauty of Florida’s wetlands.

Outdoor Adventure & Indoor Leisure in Kissimmee

Discover how Florida Instagrammer Angela Jones and her husband, Matthew Lewis, embraced the best of Kissimmee—from serene vacation-home downtime to standout moments in nature, dining, and after-dark fun. Their trip showcases just how effortlessly a Kissimmee getaway can balance relaxation with adventure.

A young adventurer navigates a suspended rope obstacle course at Tree Trek Adventure Park, balancing across hanging wooden logs surrounded by tall trees. — A little balance, a lot of bravery, and views from the treetops. Tree Trek Adventure Park is where outdoor fun climbs to new heights.

36 Hours of Family Fun in Kissimmee, Florida

With world-famous theme parks, thrilling outdoor adventures, and countless attractions right in our backyard, Kissimmee is the place for an unforgettable getaway. Here's how to make the most of a quick family trip.

Couple walking and smiling near the iconic Universal globe at Universal Orlando Resort on a sunny day in Central Florida. — Step into adventure at Universal Orlando Resort, where unforgettable thrills and world-famous attractions await just minutes from Kissimmee.

Weekend Trips to Kissimmee

Gather around friends, vacationers, and trip planners for an unforgettable tale of two weekend trips — one that’s full of theme park joy and another all about outdoor fun!