Monthly and weekly recurring events are shown in blue
Every month on the second Friday. Hosted by the Mayhem Street Club of South Florida. Hot rod and antique car enthusiasts are welcome Riding from IBIS shopping center at 6:30pm. Leaving IBIS shopping center at 6:45pm. Arriving at Rafiki Tiki approximately at 7pm.
Every month on the second Friday. Hosted by the Mayhem Street Club of South Florida. Hot rod and antique car enthusiasts are welcome Riding from IBIS shopping center at 6:30pm. Leaving IBIS shopping center at 6:45pm. Arriving at Rafiki Tiki approximately at 7pm.August 08, 2025 7:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.August 15, 2025 3:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". August 15, 2025 5:00 pm
Every Friday. Hosted by the Vice City Muscle Club and Jet's Pizza Davie. Join us for our weekly family-friendly social night. Open to all makes, models, and years of trucks, classics, and modern. All are welcome. Music, discounted food for car show attendees, and discounted rated for hair salon ($19.99 for males). Please respect the property. Do not block parked cars or drive recklessly in/out the property.
Every Friday. Hosted by the Vice City Muscle Club and Jet's Pizza Davie. Join us for our weekly family-friendly social night. Open to all makes, models, and years of trucks, classics, and modern. All are welcome. Music, discounted food for car show attendees, and discounted rated for hair salon ($19.99 for males). Please respect the property. Do not block parked cars or drive recklessly in/out the property.August 15, 2025 6:00 pm
Every month on the 1st & 3rd Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.
Every month on the 1st & 3rd Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.August 15, 2025 6:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.August 22, 2025 3:00 pm
Every month on the 2nd & 4th Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.
Every month on the 2nd & 4th Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.August 22, 2025 5:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". August 22, 2025 5:00 pm
Every Friday. Hosted by the Vice City Muscle Club and Jet's Pizza Davie. Join us for our weekly family-friendly social night. Open to all makes, models, and years of trucks, classics, and modern. All are welcome. Music, discounted food for car show attendees, and discounted rated for hair salon ($19.99 for males). Please respect the property. Do not block parked cars or drive recklessly in/out the property.
Every Friday. Hosted by the Vice City Muscle Club and Jet's Pizza Davie. Join us for our weekly family-friendly social night. Open to all makes, models, and years of trucks, classics, and modern. All are welcome. Music, discounted food for car show attendees, and discounted rated for hair salon ($19.99 for males). Please respect the property. Do not block parked cars or drive recklessly in/out the property.August 22, 2025 6:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.August 29, 2025 3:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". August 29, 2025 5:00 pm
Every Friday. Hosted by the Vice City Muscle Club and Jet's Pizza Davie. Join us for our weekly family-friendly social night. Open to all makes, models, and years of trucks, classics, and modern. All are welcome. Music, discounted food for car show attendees, and discounted rated for hair salon ($19.99 for males). Please respect the property. Do not block parked cars or drive recklessly in/out the property.
Every Friday. Hosted by the Vice City Muscle Club and Jet's Pizza Davie. Join us for our weekly family-friendly social night. Open to all makes, models, and years of trucks, classics, and modern. All are welcome. Music, discounted food for car show attendees, and discounted rated for hair salon ($19.99 for males). Please respect the property. Do not block parked cars or drive recklessly in/out the property.August 29, 2025 6:00 pm
Every month on the last Friday. Presented by Everglade Energy and O'Reilly Auto Parts. Each month has a different feature. August is Kid's Night. There will be a kid's zone and a supply drive. Spectators are free. Sponsorship and vendor opportunities available. Please email if you have a large group attending.
Every month on the last Friday. Presented by Everglade Energy and O'Reilly Auto Parts. Each month has a different feature. August is Kid's Night. There will be a kid's zone and a supply drive. Spectators are free. Sponsorship and vendor opportunities available. Please email if you have a large group attending.August 29, 2025 7:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.September 05, 2025 3:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". September 05, 2025 5:00 pm
Every month on the 1st & 3rd Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.
Every month on the 1st & 3rd Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.September 05, 2025 6:00 pm
Every month on the first Friday. We’re kicking fun into high gear with an evening full of games, treats, and exotic cars. Meet us in the middle for larger-than-life yard games, live music, and treats from your favorite Midtown retailer. Then take a walk around our community to see Corsa Car Rally’s showcase of luxury and sports cars on display.
Every month on the first Friday. We’re kicking fun into high gear with an evening full of games, treats, and exotic cars. Meet us in the middle for larger-than-life yard games, live music, and treats from your favorite Midtown retailer. Then take a walk around our community to see Corsa Car Rally’s showcase of luxury and sports cars on display. September 05, 2025 6:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.September 12, 2025 3:00 pm
Every month on the second Friday. Open to all years, makes, and models. Art & craft vendors, food trucks, DJ & live music, door prizes, and lighted parking.
Every month on the second Friday. Open to all years, makes, and models. Art & craft vendors, food trucks, DJ & live music, door prizes, and lighted parking.September 12, 2025 5:00 pm
Every month on the 2nd & 4th Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.
Every month on the 2nd & 4th Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.September 12, 2025 5:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". September 12, 2025 5:00 pm
Every month on the second Friday. Hosted by the Mayhem Street Club of South Florida. Hot rod and antique car enthusiasts are welcome Riding from IBIS shopping center at 6:30pm. Leaving IBIS shopping center at 6:45pm. Arriving at Rafiki Tiki approximately at 7pm.
Every month on the second Friday. Hosted by the Mayhem Street Club of South Florida. Hot rod and antique car enthusiasts are welcome Riding from IBIS shopping center at 6:30pm. Leaving IBIS shopping center at 6:45pm. Arriving at Rafiki Tiki approximately at 7pm.September 12, 2025 7:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.September 19, 2025 3:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". September 19, 2025 5:00 pm
Every month on the 1st & 3rd Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.
Every month on the 1st & 3rd Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.September 19, 2025 6:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.September 26, 2025 3:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". September 26, 2025 5:00 pm
Every month on the 2nd & 4th Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.
Every month on the 2nd & 4th Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.September 26, 2025 5:00 pm
Every month on the last Friday. Presented by Everglade Energy and O'Reilly Auto Parts. Each month has a different feature. August is Kid's Night. There will be a kid's zone and a supply drive. Spectators are free. Sponsorship and vendor opportunities available. Please email if you have a large group attending.
Every month on the last Friday. Presented by Everglade Energy and O'Reilly Auto Parts. Each month has a different feature. August is Kid's Night. There will be a kid's zone and a supply drive. Spectators are free. Sponsorship and vendor opportunities available. Please email if you have a large group attending.September 26, 2025 7:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.October 03, 2025 3:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". October 03, 2025 5:00 pm
Every month on the 1st & 3rd Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.
Every month on the 1st & 3rd Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.October 03, 2025 6:00 pm
Every month on the first Friday. We’re kicking fun into high gear with an evening full of games, treats, and exotic cars. Meet us in the middle for larger-than-life yard games, live music, and treats from your favorite Midtown retailer. Then take a walk around our community to see Corsa Car Rally’s showcase of luxury and sports cars on display.
Every month on the first Friday. We’re kicking fun into high gear with an evening full of games, treats, and exotic cars. Meet us in the middle for larger-than-life yard games, live music, and treats from your favorite Midtown retailer. Then take a walk around our community to see Corsa Car Rally’s showcase of luxury and sports cars on display. October 03, 2025 6:00 pm
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.
Every Friday. Join the heart pounding excitement for our Muscle Car Show every Friday night. The Friday Muscle Car Show will begin at 3:00pm and the qualifications are *Show-quality 1964 and newer muscle cars and 1985 and older hot rods and classics. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners and free for the public to attend. ***$2,000 Giveaway Every Month ($1,000 on Friday and $1,000 on Saturday)*** Exclusive for Old Town Cruisers - Each time you cruise at Old Town on Friday and Saturday during the month, you’re entered for the chance to win $1,000. After the cruise on the last Friday and Saturday of each month, one name will be drawn and that Cruiser will win $1,000 courtesy of Old Town Kissimmee. PARTICIPATING CLASSIC CARS: enter Old Town from Highway 192 under the east (left) side of the Jukebox signs where you’ll be greeted by Event Staff. They will then direct you to a security escort down the brick streets. Please do not drive on the bricks without permission.October 10, 2025 3:00 pm
Every month on the second Friday. Open to all years, makes, and models. Art & craft vendors, food trucks, DJ & live music, door prizes, and lighted parking.
Every month on the second Friday. Open to all years, makes, and models. Art & craft vendors, food trucks, DJ & live music, door prizes, and lighted parking.October 10, 2025 5:00 pm
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month".
Every Friday night. A free event, with all makes, models & years welcome of show car quality. Music by DJ Scotty B and Company, plus the very best regional live bands performing nightly. Gift card giveaways every week to show car winners, “Top 3 Merchant’s Choice” trophies awarded the 2nd & 4th Fridays, plus the selection of the "Show Car of the Month". October 10, 2025 5:00 pm
Every month on the 2nd & 4th Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.
Every month on the 2nd & 4th Fridays. Open to all cars, trucks and motorcycles. Bring your ride finished or still under construction. This is a casual meet and greet, so come tell your stories. No awards, door prizes, or any other competition. Just good times and conversations. Please no burnouts, alcohol, loud music. This is family-oriented event.October 10, 2025 5:00 pm