Cutlass Grille Restaurant specializes in Jamaican cuisine and American barbeque. It is an independently owned family restaurant that provides delicious fresh cooked home style food. The restaurant has been a true labor of love. Shawn and Rachel started this journey 25 years ago, when Shawn casually stated that he would love to open a restaurant after retirement. Shawn grew up helping his mom cook classic Jamaican dishes. Not only did he love to learn the cuisine, but he also had a natural talent to replicate everything his mother cooked. As an adult, Shawn discovered that his talent and love for cooking is a gift from God. They came up the name “Cutlass Grille” in honor of Shawn’s Jamaican heritage. A cutlass, also referred to as a machete, is used as an everyday tool used for farming in the islands.

In 2005, Shawn, Rachel and their children started working the concession circuit on weekends. They served their signature dish, Jerk Chicken and Jerk Pork. Shawn was eager to cook jerk chicken the same way it is cooked in Jamaica. In 2010, Shawn was laid off from his corporate job. After praying, they decided to open a restaurant. They opened a small restaurant in the Greenbrier area of Chesapeake. The restaurant quickly became a favorite with locals. They put their hearts into every aspect of the business. Shawn cooks every dish as if he’s cooking for his family. They moved to their current location in 2013.

Q Catering

Please contact us at (757) 382-0015 for catering and banquet requests.

In addition to our catering out services, we have a separate banquet/party room. Seating for up to 45 people. For more information please call us 757-382-0015.

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  • Tuesday11:00 AM - 09:00 PM
  • Wednesday11:00 AM - 09:00 PM
  • Thursday11:00 AM - 09:00 PM
  • Friday11:00 AM - 10:00 PM
  • Saturday11:00 AM - 10:00 PM
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