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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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21 - 30 of 31 results

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.
Audra Miller sits on the stage at Dr Phillips Center singing into a microphone

Hear Audra's melodic performance in her episode of The Kissimmee Experience.

Article

Audra Miller: Performance Venues Around Kissimmee

Take in the ambiance of Central Florida’s top performance venues with musician Audra Miller.
Ami Vitale

Ami Vitale

Article

Ami Vitale: A Journey Through Kissimmee’s Wild and Peaceful Places

In this episode of The Kissimmee Experience, award-winning photographer Ami Vitale joins host Jen Bonner to explore the beauty, balance, and wonder of Kissimmee’s natural world, from wildlife encounters at Disney’s Animal Kingdom to serene moments at Bok Tower Gardens.
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.
Red Mustang on display during a car show at Old Town Kissimmee

Catch a car show at Old Town Kissimmee

Article

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.
Welcome to Kissimmee Sign in Downtown Kissimmee

Welcome to Kissimmee

Article

Historical Sites in Central Florida All History Buffs Should Visit

From iconic landmarks to intriguing museums and solemn memorials, the area offers a treasure trove of historical sites that every history buff should explore.
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.

Itinerary

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.
Nighttime scene at Old Town Kissimmee featuring classic cars cruising down the brick streets, colorful shops, and visitors enjoying the lively atmosphere.

Experience the charm of Old Town Entertainment District, where classic car shows, family fun, and vintage vibes light up the night.

List

Kissimmee Events: Your Year-Round Guide to Must-See Celebrations

Discover the top Kissimmee events, from festivals and rodeos to parades in downtown Kissimmee and more. Plan your trip for unforgettable celebrations all year long!
Nighttime scene at Old Town Kissimmee featuring classic cars cruising down the brick streets, colorful shops, and visitors enjoying the lively atmosphere.

Experience the charm of Old Town Entertainment District, where classic car shows, family fun, and vintage vibes light up the night.

List

Eventos en Kissimmee: Tu Guía de Celebraciones Durante Todo el Año

Descubre los mejores eventos de Kissimmee, desde festivales y rodeos hasta desfiles y mucho más. ¡Planea tu viaje para disfrutar de celebraciones inolvidables durante todo el año!
Three women take a selfie at Boardwalk Plaza in Kissimmee
List

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!

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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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