A brick-street time capsule on US-192

Old Town is Kissimmee's open-air entertainment district — brick streets, old-Florida storefronts, bars, shops, and amusement rides, a few minutes from the Disney gates. But the reason car people across Florida know it is the cruise: Old Town's weekly car cruises are among the longest-running in America, and on cruise nights the district fills with classics rolling slowly down the brick streets while crowds line the curbs.

The car culture, on video

  • Friday and Saturday night cruises — the signature events. The Friday video on this page follows an SRT10 Dodge Viper through the pack; the 2018 cruise film is wall-to-wall American muscle, V8s rumbling down the brick streets.
  • Full car shows — the 2025 show walk-through lines the district with classics and show cars; a separate 2025 exotic show brought supercars to the same streets.
  • Cars and Coffee mornings — the daytime, caffeine version: classics, customs, and exotics meeting up in the same district.

Beyond the cars

Ride the Ferris wheel — the Chance Rides wheel on the strip, operated by neighboring Fun Spot America — for the on-ride view in the video here, then wander: Old Town runs shops, restaurants, bars, and carnival-style attractions, and sits next door to Fun Spot Kissimmee if the night needs go-karts. It's the easiest no-park-ticket evening in the Disney corridor: show up, park, and let the chrome come to you.

Sources: the six videos on this page — Friday night cruise, car-show and exotic-show walk-throughs, a muscle-car cruise film, a Cars and Coffee meet, and a Ferris wheel ride — summarized from their entries in our catalog.

Watch: Old Town Kissimmee and Saturday Night Car Cruise, on video

6 videos · summaries from the actual guides

SRT10 DODGE VIPER OLD TOWN KISSIMMEE FRIDAY NIGHT CRUISE 2026

hicksboyz travels

Friday night at Old Town Kissimmee's classic car cruise, following a Dodge Viper SRT10 through the brick streets as the weekly cruise packs the strip with classic cars.

Ferris Wheel at Old Town

Themeparkfanatic

An on-ride video aboard Old Town Kissimmee's Ferris wheel, the Chance Rides wheel on US-192 operated by neighboring Fun Spot America.

Kissimmee FL old town car show 2025

hicksboyz travels

A full walk through Old Town Kissimmee's 2025 car show, with classics and show cars lining the brick streets of the entertainment district.

OLD Town Kissimmee florida exotic car show 2025

hicksboyz travels

Old Town Kissimmee's 2025 exotic car show, with supercars and exotics taking over the brick streets for the day.

AMERICAN MUSCLE OLD TOWN CRUZE IN KISSIMMEE FLORIDA 2018

hicksboyz travels

American muscle takes over the Old Town cruise in Kissimmee in 2018, V8s rumbling down the brick streets for the weekly cruise-in.

Cars and Coffee Kissimmee, FL Old Town 2020

hicksboyz travels

Cars and Coffee at Old Town Kissimmee in 2020, a morning meet-up of classics, customs and exotics.


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