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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 29 results

Playground at Kissimmee Lakefront Park
Article

Todo lo que puedes hacer en Lakefront Park en Kissimmee

¡Vive la experiencia del Lakefront Park en Kissimmee! Sumérgete en la belleza de Lake Toho mientras disfrutas de pesca, paseos escénicos, y momentos inolvidables en familia. Además, descubre los sabores locales en este pintoresco refugio al aire libre.
Dr. Laura and her family on an airboat at golden hour
Article

A Family Road Trip to Kissimmee

Join Dr. Laura Scott and her family on a road trip to Kissimmee, Florida, where family fun meets relaxation, local flavor, and the kind of sunshine that makes every moment brighter.
Red Mustang on display during a car show at Old Town Kissimmee

Catch a car show at Old Town Kissimmee

Article

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.
A mother and child run toward the swimming pool
Article

Enjoy Kissimmee’s Resort Pools with a Day Pass

Looking for a way to unwind poolside at a Kissimmee resort? Discover top spots offering day passes so you can enjoy the luxurious amenities Kissimmee resorts have to offer.
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.

Article

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.
Aerial view of a resort pool complex with winding lazy river, palm trees, lounge chairs, and blue umbrellas surrounded by lush landscaping.

A bird’s-eye view of laid-back luxury, where winding pools and palm-lined paths set the pace for a perfect resort day.

Article

Top Unique Hotel Experiences in Kissimmee

From lounging in a tropical lagoon to riding water slides to playing footgolf, find fun resort experiences when you stay in Kissimmee, Florida.
Beautiful exterior of Gaylord Palms Resort at dusk with clear reflection in the water below.

Enjoy a luxurious stay at Gaylord Palms Resort in Kissimmee, Florida.

Article

An Unforgettable Retreat at the Gaylord Palms Resort

With its great dining options, fun-filled water park, cool animal encounters, and incredible events, the Gaylord Palms Resort is much more than a place to stay.
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!
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.
Three friends enjoy lunch and cocktails at MOOR restaurant inside Gaylord Palms Resort in Kissimmee, Florida, surrounded by lush greenery and serene water views.

Relax and reconnect over fresh coastal flavors at MOOR, the signature restaurant inside Gaylord Palms Resort in Kissimmee, where every meal comes with a side of sunshine and good company.

Article

The Perfect Night Out at Gaylord Palms Resort

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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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