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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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.

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.

Two people use binoculars and a camera to observe wildlife beside a lakeside trail in Kissimmee. — Quiet mornings on Kissimmee’s trails offer some of the best views for curious wildlife watchers.

4 Incredible Places to see Wildlife in Kissimmee

Embark on a wild adventure in Kissimmee! From serene waterways to thrilling airboat rides and stargazing in pristine parks, discover five must-visit spots to connect with Florida’s incredible wildlife.

Group of 3 girlfriends walking down the sidewalk in downtown Kissimmee examining their shopping bags — Score the find of a lifetime shopping in Downtown Kissimmee

Celebrate Small Business Saturday: 10 Must-Visit Local Gems in Kissimmee

The holidays are a time for giving, and what better way to spread the cheer than by supporting the local businesses that make Kissimmee truly special?

A person pulls a book out of a shelf. — Discover stories that enhance your Kissimmee adventure

Discover Must-Visit Bookstores in Kissimmee for a Literary Adventure

Enhance your Kissimmee adventure with a literary twist! Discover indie bookstores where stories unlock secret speakeasies, spark community connections, and unleash epic comic book quests.

aerial shot from above of man in kayak

8 Reasons to Be Thankful for Kissimmee

Friends, family, food, and fun! So much to be thankful for when vacationing in Kissimmee, Florida.

Smiling girl in a sun shower with an umbrella. — Don't let a little rain ruin your Kissimmee vacation

6 Fun Vacation Things to do on a Rainy Day in Florida

Even in a downpour, there's family fun to be had in Kissimmee — just don't forget your umbrella!

A young girl smiles while feeding two giraffes from a wooden platform at an outdoor wildlife attraction. — A tall order of fun. Meet-and-greet moments with giraffes make every Kissimmee day a little more magical.

Top 6 Animal Selfies to Take at Wild Florida Adventure Park

Whether you enjoy watching the exotic animals from the Drive-Thru Safari Park or want to get really close to some incredible creatures, Wild Florida Adventure Park near Kissimmee, Florida, has it all.

Group of people enjoying an airboat ride through the grassy wetlands at Wild Florida on a sunny day. — Glide across the headwaters of the Everglades on an exciting airboat adventure at Wild Florida Adventure Park.

Top 6 Airboat Tours in Kissimmee

See another side of Central Florida on a wild airboat ride through lakes and waterways teeming with natural beauty and fascinating wildlife.

Chelsea Green dressed as a pirate on stage at Pirates Dinner Adventure in Kissimmee, proudly holding two WWE championship belts. — Chelsea Green trades the ring for the high seas at Pirates Dinner Adventure.

Chelsea Green Unwinds with Pirates, Pints & Purring Cats

Wrestling icon Chelsea Green brings her bold spirit to Kissimmee, where she finds high-flying stunts, self-care, and the perfect balance of fun and chill.

Two men and a woman walk the water front in Celebration. — Enjoy your next meeting or event in sunny Florida.

9 Hotels in Kissimmee for Hosting Your Next Meeting or Event

Where business meets innovation — and a bit of fun! Discover top meeting hotels in Kissimmee with flexible spaces, modern amenities, and unique venues for your next event.