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.

31 - 40 of 53 results

A father and son laugh with excitement while riding a fast roller coaster under a bright blue sky at LEGOLAND® Florida Resort in Kissimmee. — Hold on tight for big thrills and even bigger smiles at LEGOLAND® Florida Resort, where every ride is built for family fun.

Central Florida Theme Park Accessibility Guide

Discover accessible theme parks in Central Florida with this guide. Learn about disability services, sensory-friendly options, and inclusive experiences.

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

SeaWorld's All-Day Dining Plan: Is It Worth It?

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

A two story Mediterranean style vacation home sits in the back ground, with a pool, chairs and fire pit in the foreground at dusk. — Enjoy the comforts of a Kissimmee Vacation Home Rental

Vacation Homes in Kissimmee for Spring Break

It won’t be long before spring has sprung, and that can only mean one thing: spring break! You can have everything you’ve ever dreamed of in a vacation, right here in Kissimmee.

Red Mustang on display during a car show at Old Town Kissimmee — Catch a car show at Old Town Kissimmee

Revving Up: Car Shows at Old Town Entertainment District

Experience the best Kissimmee car shows at Old Town Entertainment District, where classic cars, hot rods, muscle cars, and vintage vehicles shine every week with free admission — alongside family-friendly attractions, dining, and live music.

Group of people sitting, laughing and eating.

Adventure & Impact: Best Team-Building Activities in Kissimmee

Discover unforgettable team-building experiences in Kissimmee — where thrilling adventures, meaningful CSR opportunities, and unforgettable memories strengthen your team and leave a lasting impact.

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.

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 family enjoying an outdoor meal together at a restaurant patio, smiling and talking over drinks and plates of food on a sunny day. — Good food, good laughs, and that laid-back Florida patio glow. Moments like this taste even better than the barbecue.

3 Spots with the Best Live Entertainment in Downtown Kissimmee

Downtown Kissimmee is not just a destination; it's an experience waiting to be explored.

A large green roller coaster travels over water on a sunny day in Kissimmee.

Fan Favorites: The 3 Most Thrilling Roller Coasters

The votes are in and it's official: We asked our Facebook fans to give us their picks for the area's top roller coasters, and they answered.

Gaylord Palms Christmas Snow Tubing

5 Spots to Experience Snow During the Holidays in Kissimmee

Experience the holiday season in Kissimmee with enchanting snow-filled activities. From nightly snowfall to ice sculptures and festive ice skating, discover the best spots for winter magic right in Central Florida.