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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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141 - 150 of 193 results

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.

Itinerary

Influencer Itinerary: 4 Days of Outdoor Adventure & Indoor Leisure

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

4-Day Family Vacation in Kissimmee: Airboats, Alligators & Outdoor 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.
Mother and daughter walking through Walt Disney World

Walt Disney World never fails to exceed expectations

Itinerary

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.
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.

Itinerary

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.
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

Itinerary

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.
A woman smiles while gently feeding a sloth that hangs upside down from a branch in a lush, outdoor habitat.

Sharing a slow and sweet moment with one of Wild Florida’s most lovable residents.

List

9 Ways to See Wildlife in Kissimmee

Giant gators, beautiful birds, elusive panthers—oh my! The local wildlife around Kissimmee is definitely diverse, and there are so many fun-filled ways to experience it.
Exterior entrance of Meliã Orlando Celebration, framed by palm trees and a circular fountain in front of the hotel.

Arrive in style at Meliã Orlando Celebration, where palm-lined paths lead straight into vacation mode.

List

Top 5 Reasons to Stay at Meliã Orlando Celebration During Your Central Florida Vacation

Central to everything, Meliá Orlando Celebration boasts fine dining, pet-friendly accommodations, and the perfect spot to relax.
albino alligator at Gatorland

See an albino alligator at Gatorland 

List

Top 4 Places to Experience Kissimmee by Air, Land, or Water

Kissimmee, Florida, has so many outdoor adventures that you can explore by air, land, or water. At some spots, you can even do all three! Experience these amazing activities just waiting for you and your entire family.
Wrapped Christmas gift in front of Christmas tree in  Old Town Kissimmee

Find unique gifts for everyone on your list at Old Town Kissimmee

List

5 Best Ideas for Unique Gift Shopping in Kissimmee

Get your happy holidays on with this gift guide for all your beloved friends and family. This guide takes the hard choices out of finding the perfect gift. We’ll have you singing a love song as you go along, shopping in a Kissimmee wonderland.
A bald eagle soars low over grassy wetlands, wings spread wide against a backdrop of dense green trees.

A bald eagle sweeps across the wetlands, turning a quiet Kissimmee morning into a front-row wildlife moment.

List

Top 5 Things You’ll Learn About Florida at Boggy Creek Airboat Adventures

Boggy Creek Airboat Adventures features over 32 acres of nearly pristine Florida nature that includes many unique activities such as a Butterfly Garden, Fossil & Gem Mine, a restaurant, and much more just a short drive from Kissimmee.

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