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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Beaumont House in Downtown Kissimmee

Unveil the Secrets of Downtown Kissimmee’s Ghost Tour

Discover the haunted side of Kissimmee with Main Street Ghost Tours! Hear chilling tales, explore eerie spots, and enjoy a spooky adventure with friends and family.

Beaumont House in Downtown Kissimmee

Descubre los Espíritus en el Centro de Kissimmee

Descubre los lugares más embrujados de Kissimmee en un tour familiar lleno de historia, espíritus, y aventuras sobrenaturales. ¡Ideal para todas las edades!

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.

A smiling woman wearing a wetsuit and turquoise life vest interacts joyfully with a dolphin in the clear waters of Discovery Cove. — Experience pure joy and unforgettable moments swimming with dolphins at Discovery Cove, a tropical paradise near Kissimmee where adventure meets serenity.

Lolo Spencer: Accessible Travel and Inclusive Experiences in Kissimmee

Explore the inclusive attractions, activities, and vacation experiences that make Kissimmee a welcoming destination for travelers of all abilities featured in The Kissimmee Experience.

Family in a white SUV observes a herd of wildebeest up close during a drive-thru safari experience at Wild Florida in Kenansville, Florida. — Buckle up for an awe-inspiring animal adventure at Wild Florida's Drive-thru Safari Park.

3-Day Accessible-Friendly Itinerary

From shopping to zip lining and more, everyone can enjoy these accessibility-focused activities in Kissimmee!

Families enjoying outdoor entertainment at Promenade at Sunset Walk in Kissimmee, Florida, with a woman and young girl hula-hooping under palm trees on a sunny afternoon. — Fun and sunshine go hand in hand at Promenade at Sunset Walk in Kissimmee, where live entertainment, dining, and family-friendly vibes create the perfect Florida day out.

Discover the Joy of Accessible Travel with This 2-Day Kissimmee Itinerary

In Kissimmee, unforgettable experiences await visitors of all abilities from outdoor escapes to inclusive attractions that celebrate every traveler.

Image of the St. Cloud Hunter Arms Hotel — Source: St. Cloud Main Street

Architecture Tour of St. Cloud’s History

As we stroll through the beautiful red brick streets of Downtown St. Cloud, Florida, we're not just walking through a city; we're journeying through time.

Three women take a selfie at Boardwalk Plaza in Kissimmee

Savor & Stroll: A Historic Walking Tour of Downtown Kissimmee

Explore Downtown Kissimmee’s rich history and food scene on a walking tour. From iconic landmarks to delicious local bites, there’s always more to discover in the heart of Florida!

Two red helicopters parked on a sunny day at International Heli-Tours in Kissimmee, Florida, ready for scenic flights over Central Florida. — Take to the skies with International Heli-Tours and enjoy a bird’s-eye view of Kissimmee’s top attractions.

Top 10 Things to See on the Orlando Helicopter Adventures Tour

Whether you vacation in Central Florida every year or are planning your first family trip to Kissimmee, a bird’s-eye view of the area with the Orlando Helicopter Adventures Tour is a unique experience to start your vacation off right.