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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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71 - 80 of 246 results

Woman smiling while painting a sunset-themed canvas on an easel at Ex Animo Creations in St. Cloud, Florida.

An instructor at Ex Animo Creations leads a colorful painting session, where every brushstroke brings your creativity to life.

Article

Unleash Your Inner Artist in St. Cloud

Discover hands-on art studios, family-friendly workshops, and fun, creative activities near Kissimmee.
Hand holding freshly picked strawberries beside rows of strawberry plants in a u-pick field.

Fresh from the field and still warm from the Florida sun, these hand-picked strawberries capture the simple joy of slowing down and savoring the season.

Article

U-Pick Farms Near Kissimmee: Where to Pick Strawberries, Citrus, and Flowers in Central Florida

Step into harvest season at these Central Florida u-pick farms near Kissimmee, where visitors can gather strawberries, blueberries, citrus, and flowers straight from the field.
Woman trying on vintage bracelets and smiling while shopping for jewelry at Southern Roots Antiques in St. Cloud, Florida.

Exploring vintage jewelry at Southern Roots Antiques — from costume pieces to timeless classics.

Article

Vintage Shopping & Antiques in Downtown St. Cloud, Florida

Discover Southern Roots Antiques in Downtown St. Cloud, Florida. This vintage shop is filled with antiques, collectibles, and handmade goods in the city’s historic district.
Family of four each sitting on a lounge chair by the pool
Article

What's Your Kissimmee Vacation Home Style?

What does your dream vacation home look like? Take our quiz and discover your vacation home style.
A man unloads his car in front of a vacation home as his family enters the home.

Plan your next stay in Kissimmee at one of our many vacation homes.

Article

Where to Stay in Kissimmee: Hotels, Resorts, and Vacation Homes for Every Traveler

Kissimmee offers lodging to fit any need, from 4-star resorts to motels to vacation rentals. Learn more about all the ways you can stay in Central Florida!
Backlit silhouettes of fans cheering at a basketball game.

Cheer on the Orlando Magic at the Kia Center in Orlando.

Article

Where to Watch the Game: Top Kissimmee Sports Bars & More

Cheer on your team and be part of the action or just enjoy a good meal while keeping a close eye on the score. Here’s a round-up of great game-viewing spots in Kissimmee.
Two people hold hands outdoors, with a diamond engagement ring visible against a softly blurred green background.

A quiet moment of connection, where love takes center stage before the journey ahead.

Article

Why Kissimmee is the Perfect Pre-Honeymoon Destination

Wedding planning can be stressful, which is why many couples are escaping for a pre-honeymoon getaway. Discover why Kissimmee, Florida, is the perfect destination for romance, relaxation, and adventure before the big day.
A roseate spoonbill spreads its pink wings while perched atop green branches against a clear blue Florida sky.

A roseate spoonbill is one of many beautiful bird species you can spot in Kissimmee’s natural spaces.

Article

Wild Facts About Central Florida’s Native Animals

Central Florida is known for its wildlife from around the world at eco-friendly attractions, but the native wildlife is just as fascinating.
Two golfers on a putting green at a scenic Kissimmee golf course, with one person preparing a putt and another holding the flag.

Where the greens stay generous, the views stay wide, and every putt comes with a little extra Florida sunshine.

Article

Links-Style Golf Courses in Kissimmee

Though true links golf courses primarily exist in the United Kingdom, there are many courses right here in Kissimmee, Florida, that have similar qualities and provide an experience that will make you feel like you're teeing off across the pond.
Girl in yellow dress takes photo in front of Monument of States in Downtown Kissimmee.

The Monument of States in Kissimmee, Florida, a colorful, tiered structure made of stones, plaques, and items representing all American states.

Article

A Local’s Guide to Historic Downtown Kissimmee

See Downtown Kissimmee's top historical buildings and sites during your visit.

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Experience Kissimmee recognizes the fundamental equality of all individuals and does not support the discriminatory or prejudicial treatment of any person, whether a resident or visitor to our destination. As the official tourism authority for Osceola County, FL, our goal is to always provide a welcoming environment and a positive experience for everyone. We embrace visitors from all backgrounds and cultures and do not discriminate against anyone based on race, color, creed, religion, sex, national origin, disability, sexual orientation, or gender identity.

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