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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51 - 60 of 246 results

51 - 60 of 246 results

A mother and her young son enjoy a meal together while riding the Brightline train, with sunlight streaming through the window and a scenic view outside. — Enjoy a comfortable ride aboard Brightline, savoring snacks and scenery on the way to Kissimmee.

Getting Around Kissimmee by Train: Brightline, SunRail, and More

Discover how to ride the rails in Kissimmee, from fast and convenient train services like Brightline and SunRail to iconic theme park rides like the Walt Disney World® Monorail. Whether you're traveling around Central Florida or hopping aboard a rail-themed adventure, this guide has your ticket.

A man helps his son pretend to fly in Kissimmee, Florida

How to Survive a Long Flight with Little Kids

Air travel with little ones can be challenging if you're not fully prepared. So, we thought we'd share some tips to help make the journey as much fun as your stay in Kissimmee.

Brightine

Helpful Guide for Brightline Orlando

Brightline makes it easier than ever to explore Florida with modern, eco-friendly trains connecting top destinations in the state. With convenient service between Orlando and major cities like Miami, West Palm Beach, and Fort Lauderdale, Brightline is a stress-free alternative to driving or flying — perfect for visitors looking to experience more of the Sunshine State.

Get up close with colorful wildlife in Kissimmee, where every encounter — from playful flamingos to majestic sea life — sparks wonder and smiles.

SeaWorld Orlando's All-Day Dining Plan

Review the information and decide for yourself whether SeaWorld's All-Day Dining Deal is worth the price.

Girl sitting in a rocket ship bed at a Kissimmee vacation home.

Themed Vacation Rentals in Kissimmee: Where Imagination Meets Home Comfort

With game rooms, bedrooms, and in-house theaters, these vacation home rentals make for a magical place to stay.

A bright vintage car drives past the colorful Old Town entrance arches in Kissimmee, with the Ferris wheel and visitors in the background. — Rolling into Old Town style, where classic cars and classic Florida fun cruise side by side.

Top Car Shows and Automotive Experiences in Kissimmee

Kissimmee is a dream destination for car lovers. From weekly meetups and classic-car cruises to world-famous auctions and auto attractions, the area is full of experiences that get engines — and enthusiasts — fired up.

What Kissimmee Halloween Costume Matches Your Personality?

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A family of four smiles and poses together in front of a looping roller coaster at a theme park, with parents holding their two young children. — Big smiles, little thrill-seekers, and a coaster waiting in the wings. This is what a family day of unforgettable fun looks like.

Top Central Florida Theme Park Rides

You'll find great rides for everyone, from laidback experiences for the young and old to fast-paced thrill rides for the brave and bold.

Pouring red wine into a flute from a bottle next a to a flute of white wine

Top Date Night Restaurants in Kissimmee

Add global flair to your date night and let your taste buds lead you on a delicious journey at these romantic restaurants in and around Kissimmee.

Golf course with flag and water — Kissimmee's Famous Golf Courses

Top Golf Courses in Kissimmee

Surrounded by lush greenery and towering trees, Kissimmee golf courses are as scenic as they are challenging. Find the best fairways here.