Live Music – Eklectik Haze

The hottest new thing to hit the streets of Central Florida, Eklectik Haze is a youthful, high energy band that will get you on your feet!

Live Music – Smooth Play

Exotic Cars & Coffee

Join us for some coffee and car talk.  The term "exotic" is used in marketing by automakers to mean "unusual or expensive," but we like to think it means "the type of vehicle that dreams are made of.…

Import Car Show

Join us on the last Sunday of every month from 4:00pm – 9:00pm on Trophy Row for our Import Car Show. **All cars must be SHOW QUALITY and will enter parking area off of Florida Plaza filling in a…

Live Music – The Dukes

Jim grew up in the Boston area where he hosted an oldies radio show and started singing with a local doo wop group. He is an avid record collector, and has been in the entertain…

Live Music – Occasional Astronauts

Occasional Astronauts is a premier Central Florida-based band specializing in performing your favorite Rock, Country, and Pop hits from the 60's to today.

Live Music – Dakota Hurley

Latin Fest

Join Southern Breeze on the first Sunday of every month as they host Latin Fest at the Old Town Stage. Únase a Southern Breeze el primer domingo de cada mes, ya que organizan la Fest Latina en el …

Live Music – BarFly

Live Music – The Greg Warren Band

The Greg Warren Band is a young high energy modern country band based out of Orlando Florida. Formed in 2011, their very first show was headlining the House of Blues in Orlando with support from Jared…

Live Music – Sass

SASS is a high energy band playing your favorite music from yesterday to today!! Including Top 40s, Rock and Country!! Rachel Stump on lead Vocals/Harmonies, has over 20 years professional experien…

Live Music – The Good Stuff

Good Stuff began as a father/daughter duo based in "sunny" Lakeland, Florida over 20 years ago. Their “full sound” is unique, rich with family harmonies. With a repertoire of hundreds of songs spa…

Live Music – Switch

SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great.

Live Music – Groove Infusion

Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance!

Old Town Jeep Show

Welcome to the Old Town Jeep Show where the rugged spirit of adventure meets the iconic design of the legendary off-road vehicles. The Jeep Show is not just an event; it's a celebration of the off-roa…

Live Music – Eklectik Haze

The hottest new thing to hit the streets of Central Florida, Eklectik Haze is a youthful, high energy band that will get you on your feet!

Live Music – Will Yancy

From Elvis to George Jones to Buddy Holly, Will's smooth vocals move across the most favored musical genres to insure an unforgettable experience for all. Will spends a great deal of time traveling…

Live Music – Draw4

Draw 4 is a 5 member cover band. They play a large variety! Rock to Country! Classic to Current! Something for everyone!

Live Music – Smooth Play

Exotic Cars & Coffee

Join us for some coffee and car talk.  The term "exotic" is used in marketing by automakers to mean "unusual or expensive," but we like to think it means "the type of vehicle that dreams are made of.…

Import Car Show

Join us on the last Sunday of every month from 4:00pm – 9:00pm on Trophy Row for our Import Car Show. **All cars must be SHOW QUALITY and will enter parking area off of Florida Plaza filling in a…

Live Music – Karen Kallin

Go back in time with Karen as she sings all of your favorite Doo-Wop songs of the past!

Live Music – Napoleon Complex

Old Town Live – MPiRE

With a polished sound and assorted mix of FIVE never-to-forget vocalists, MPiRE satisfies any and all musical appetites. Performing a broad repertoire of great songs from all genres, MPiRE delivers th…

Latin Fest

Join Southern Breeze on the first Sunday of every month as they host Latin Fest at the Old Town Stage. Únase a Southern Breeze el primer domingo de cada mes, ya que organizan la Fest Latina en el …

Live Music – The Dukes

Jim grew up in the Boston area where he hosted an oldies radio show and started singing with a local doo wop group. He is an avid record collector, and has been in the entertain…

Live Music – Draw4

Draw 4 is a 5 member cover band. They play a large variety! Rock to Country! Classic to Current! Something for everyone!

Live Music – Groove Infusion

Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance!

Live Music – Sass

SASS is a high energy band playing your favorite music from yesterday to today!! Including Top 40s, Rock and Country!! Rachel Stump on lead Vocals/Harmonies, has over 20 years professional experien…

Live Music – The Good Stuff

Good Stuff began as a father/daughter duo based in "sunny" Lakeland, Florida over 20 years ago. Their “full sound” is unique, rich with family harmonies. With a repertoire of hundreds of songs spa…

Live Music – The Greg Warren Band

The Greg Warren Band is a young high energy modern country band based out of Orlando Florida. Formed in 2011, their very first show was headlining the House of Blues in Orlando with support from Jared…

Live Music – Occasional Astronauts

Occasional Astronauts is a premier Central Florida-based band specializing in performing your favorite Rock, Country, and Pop hits from the 60's to today.

Old Town Jeep Show

Welcome to the Old Town Jeep Show where the rugged spirit of adventure meets the iconic design of the legendary off-road vehicles. The Jeep Show is not just an event; it's a celebration of the off-roa…

Live Music – BarFly

Live Music – Will Yancy

From Elvis to George Jones to Buddy Holly, Will's smooth vocals move across the most favored musical genres to insure an unforgettable experience for all. Will spends a great deal of time traveling…

Live Music – Eklectik Haze

The hottest new thing to hit the streets of Central Florida, Eklectik Haze is a youthful, high energy band that will get you on your feet!

Live Music – Rocktown

Rocktown is Orlando Florida’s #1 party rock cover band. Members of Rocktown have shared the stage with many national acts including Joan Jett and the Blackhearts, Foreigner, Cindy Lauper, Puddle …

Exotic Cars & Coffee

Join us for some coffee and car talk.  The term "exotic" is used in marketing by automakers to mean "unusual or expensive," but we like to think it means "the type of vehicle that dreams are made of.…

Live Music – Napoleon Complex

Live Music – Karen Kallin

Go back in time with Karen as she sings all of your favorite Doo-Wop songs of the past!

Live Music – The Rundown

The Rundown's repertoire includes arrangements by Queen, Toto, Bruno Mars, Zack Brown Band, The Police, Bob Marley, Van Halen, Journey, Gavin DeGraw, Spin Doctors, U2, Stone Temple Pilots, Duran Duran…

Live Music – Smooth Play

Import Car Show

Join us on the last Sunday of every month from 4:00pm – 9:00pm on Trophy Row for our Import Car Show. **All cars must be SHOW QUALITY and will enter parking area off of Florida Plaza filling in a…

Live Music – Will Yancy

From Elvis to George Jones to Buddy Holly, Will's smooth vocals move across the most favored musical genres to insure an unforgettable experience for all. Will spends a great deal of time traveling…

July 4th Celebration & Free Fireworks

Celebrate the Red, White, and Blue with free fireworks presented by Old Town and Fun Spot America Kissimmee. Bring the family for an entire day of fun including streetmosphere entertainment and live m…

Live Music – Rocktown

Rocktown is Orlando Florida’s #1 party rock cover band. Members of Rocktown have shared the stage with many national acts including Joan Jett and the Blackhearts, Foreigner, Cindy Lauper, Puddle …

Live Music – Occasional Astronauts

Occasional Astronauts is a premier Central Florida-based band specializing in performing your favorite Rock, Country, and Pop hits from the 60's to today.

Old Town AutoFest – Judged Car Show

Join us for Old Town AutoFest - a judged car show - featuring Muscle and Classic Cars.  Participating cars must be show quality 1964 and newer muscle and high performance cars and trucks and 1985 and…

Old Town Live – MPiRE

With a polished sound and assorted mix of FIVE never-to-forget vocalists, MPiRE satisfies any and all musical appetites. Performing a broad repertoire of great songs from all genres, MPiRE delivers th…

Latin Fest

Join Southern Breeze on the first Sunday of every month as they host Latin Fest at the Old Town Stage. Únase a Southern Breeze el primer domingo de cada mes, ya que organizan la Fest Latina en el …

Live Music – The Good Stuff

Good Stuff began as a father/daughter duo based in "sunny" Lakeland, Florida over 20 years ago. Their “full sound” is unique, rich with family harmonies. With a repertoire of hundreds of songs spa…

Live Music – The Greg Warren Band

The Greg Warren Band is a young high energy modern country band based out of Orlando Florida. Formed in 2011, their very first show was headlining the House of Blues in Orlando with support from Jared…

Live Music – The Rundown

The Rundown's repertoire includes arrangements by Queen, Toto, Bruno Mars, Zack Brown Band, The Police, Bob Marley, Van Halen, Journey, Gavin DeGraw, Spin Doctors, U2, Stone Temple Pilots, Duran Duran…

Live Music – Napoleon Complex

Live Music – The Dukes

Jim grew up in the Boston area where he hosted an oldies radio show and started singing with a local doo wop group. He is an avid record collector, and has been in the entertain…

Live Music – Rocktown

Rocktown is Orlando Florida’s #1 party rock cover band. Members of Rocktown have shared the stage with many national acts including Joan Jett and the Blackhearts, Foreigner, Cindy Lauper, Puddle …

Live Music – Groove Infusion

Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance!

Live Music – BarFly

Live Music – Karen Kallin

Go back in time with Karen as she sings all of your favorite Doo-Wop songs of the past!

Live Music – Eklectik Haze

The hottest new thing to hit the streets of Central Florida, Eklectik Haze is a youthful, high energy band that will get you on your feet!

Live Music – Smooth Play

Live Music – Sass

SASS is a high energy band playing your favorite music from yesterday to today!! Including Top 40s, Rock and Country!! Rachel Stump on lead Vocals/Harmonies, has over 20 years professional experien…

Old Town AutoFest – Judged Car Show

Join us for Old Town AutoFest - a judged car show - featuring Muscle and Classic Cars.  Participating cars must be show quality 1964 and newer muscle and high performance cars and trucks and 1985 and…