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 23 results

11 - 20 of 23 results

7 Days of Shark Week in Kissimmee: How to Celebrate on Your Vacation

Celebrate your very own Shark Week at one or all of the shark attractions available here in Central Florida, from roller coasters to swimming beside sharks!

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.

Bump Up the Fun with a Blissful Three-Day 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.

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.

Romantic Kissimmee Weekend Getaway Guide

Planning a long weekend getaway in Kissimmee for just the two of you? Leave the daily grind (and the kids) behind and check out our vacation ideas for couples that make planning a romantic retreat effortless.

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.

Itinerary: 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.

Kissimmee: A Tale of Two-Day Trips

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

Guests wearing crowns enjoy dinner and live entertainment at Medieval Times Dinner & Tournament in Kissimmee, Florida, where medieval knights and royal festivities create an unforgettable dining experience. — Enjoy a feast fit for royalty at Medieval Times Dinner & Tournament in Kissimmee, where jousting, cheering, and delicious dining make for a night of epic family fun.

A Perfect Day

Kissimmee is a dawn 'til dusk destination where visitors can go full throttle all day for a week and still feel like there will be even more to see and discover during the next visit.

A couple walks across a wooden bridge at SeaWorld as a roller coaster full of riders swoops overhead. — A thrill overhead, a laugh below. SeaWorld keeps the energy soaring from every angle.

Theme Park Enthusiast Itinerary

If you’re a theme park lover, you’re in for the ride of your life here in Central Florida! From Disney to Universal, there's just no wrong way to spend a day exploring some of the most famous theme parks around.

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.

Two people lounging by the pool at the Gaylord Palms Resort and Convention Center enjoying drinks and food. — Enjoying drinks and food poolside at the Gaylord Palms Resort and Convention Center

A Three-Day Itinerary for a Quiet Getaway

There’s a quieter stretch on the Kissimmee calendar when the pace softens, the weather cooperates, and the destination feels refreshingly open. Fewer crowds, easier reservations, and more room to enjoy familiar favorites make this an ideal time for a long weekend or spontaneous escape. This three-day itinerary highlights how Kissimmee shines when timing does the work, and everything feels just a little easier.