Cutlass Grille - Chesapeake, VA

Labor of Love

Welcome to Cutlass Grille

Island-Style Jamaican Restaurant in Chesapeake

Cutlass Grille is more than a restaurant — it’s a gathering place rooted in Jamaican culture, bold flavor, and genuine hospitality... 

From the aroma of jerk on the grill to the rhythm of live bands and DJs filling the room, Cutlass Grille captures the spirit of the islands right here in Chesapeake. Whether you’re joining us for dinner, brunch, Groove on the Green, or a special celebration, you’re stepping into an atmosphere where strangers become friends and guests become family.

read more about us

Party & Group Reservations

Flavor, Rhythm, and Your Crew

Host your next milestone in a space that moves with your energy. With live music, patio seating, and a welcoming private dining area, your group can settle in and celebrate without interruption. Our team keeps the flow smooth, the hospitality attentive, and the atmosphere vibrant. Reserve your date early, and let's start planning your gathering.

BOOK A PARTY

Jamaican
Feasts,
Catered

Bringing the Heat to Chesapeake

From corporate events to anniversaries and family gatherings, our catering delivers slow-cooked meats, tender braised entrées, and comforting sides designed for sharing. Choose trays of jerk chicken, curry chicken, oxtails, and seasoned pork, paired with rice and peas, mac and cheese, or sweet plantains. Let us handle the food while you focus on your guests.

catering

Bold Jamaican Dishes Await

Craving something rich and satisfying tonight? Dive into tender oxtails, buttery crab-stuffed salmon, curry goat, or whole red snapper, each dish bringing depth and balance to your table. Add a side of collard greens or rice and peas to round it out. Skip the wait and place your order now.

Order