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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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1 - 10 of 23 results
1 - 10 of 23 results
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Tasty Gluten-Free and Vegan Options in Kissimmee Restaurants
Explore Kissimmee's best gluten-free and vegan dining! From cozy cafes to family-friendly spots, enjoy a variety of tasty, inclusive options for everyone.
Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.
Itinerary
Romance & Adventure: A 4-Day Kissimmee Getaway Itinerary
Discover how to plan a romantic and adventure-filled 4-day getaway in Kissimmee, featuring top date spots, outdoor activities, dining, and must-try attractions across Central Florida.
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Spring Break Like a Local Itinerary
If you’ve ever been to Florida (or you’re lucky enough to live here), you know just how beautiful and fun it is in spring — not to mention year-round! Read on to discover memorable local favorites and hidden gems for families.
Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.
Itinerary
Romantic Kissimmee Weekend Getaway Guide
Planning a long weekend getaway in Kissimmee for just the two of you? Leave the daily grind (and the kids) behind and check out our vacation ideas for couples that make planning a romantic retreat effortless.
A thrill overhead, a laugh below. SeaWorld keeps the energy soaring from every angle.
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Theme Park Enthusiast Itinerary
If you’re a theme park lover, you’re in for the ride of your life here in Central Florida! From Disney to Universal, there's just no wrong way to spend a day exploring some of the most famous theme parks around.
The Wheel at ICON Park lights up the night sky, creating a stunning centerpiece for dining, entertainment, and fun near Kissimmee.
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5-Day Baby-Friendly Kissimmee Vacation: The Ultimate Family Getaway
Discover how easy — and genuinely fun — it can be to vacation with a baby in Kissimmee. This five-day family-friendly itinerary, inspired by Sam and Ryan Looney of Our Travel Passport, highlights top attractions, relaxing stays, and gentle adventures perfect for little travelers and their parents.
Explore all the amenities when you stay at an area resort
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1-Day Valentine's Day Couples Itinerary
Take the day to enjoy the entertainment and cuisine Kissimmee has to offer with your favorite person.
Buckle up for an awe-inspiring animal adventure at Wild Florida's Drive-thru Safari Park.
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3-Day Accessible-Friendly Itinerary
From shopping to zip lining and more, everyone can enjoy these accessibility-focused activities in Kissimmee!
Itinerary