Trip to City of Kissimmee, Florida

City of Kissimmee

Kissimmee is a city in Osceola County, Florida. It is the county seat of Osceola County. The area was originally named Allendale, after Confederate Major J. H. Allen who operated the first cargo steamboat along the Kissimmee River - the Mary Belle. It was renamed Kissimmee when incorporated as a city in 1883. The name, Kissimmee, came from 'Cacema', a Native American name meaning 'long water'. It’s defined by its proximity to the region’s multitude of amusement parks, including the massive Walt Disney World Resort complex.

Start Your Trip Today

Classic Vietnam: Hanoi to the Mekong

Discover the magic of Vietnam on this 12-day adventure packed with culture, cuisine, and connection. Begin with a serene sail...

View details »

Solo-ish Jordan

The magic of Jordan is undeniable. From the ancient wonders of Petra to the sweeping desert landscapes of Wadi Rum...

View details »

Journeys: Wonders of Bhutan

Set out on an adventure through the remote Himalayan kingdom of Bhutan, the only country in the world that measures...

View details »

2026 Irish Spirit Self-Drive - 8 Days/7 Nights

Authentic Local Experiences: Drive the rugged coastlines and countryside as you explore. See Dublin’s highlights, then head to Belfast as you...

View details »