Oh my!! Must try. Recommend to all. Something different My party was happy with everything. Thank you. read more

I was craving Jamaican food and heard nothing but great things about Cutlass Grille, so I couldn't wait to try it out. Since it was a Wednesday evening, I figured it shouldn't be busy, but boy was I wrong lol. When we arrived, the wait was almost an hour and we contemplated leaving but thankfully, there were two, open seats at the bar, so my daughter and I decided to grab those seats and dine in. The restaurant was very colorful and vibrant and I loved all the Jamaican decor. The bar was just as packed and it took a while for someone to get us menus but after looking over the menu, we decided on the Brown Stew Chicken and the Curry Chicken. We also ordered Frozen Bob Marleys, which were very good. As we waited, we were able to hear the sounds of the band nearby and it made for a nice vibe. It took an hour for us to get our food but our server/bartender, Meka, was very sweet and apologetic. The Brown Stew Chicken was amazing! It was seasoned wonderfully and extremely flavorful. The Rice & Peas and Plantains were just as good. My daughter enjoyed her Curry Chicken as well. Neither one of us cared for the Mac & Cheese. Wednesdays are Groove on the Green, which is a free, Music Concert Series that Cutlass Grille hosts so I believe that's what caused it to be busy. Plus, we saw a few graduates out there as well having graduation dinners. Overall, I enjoyed my food but we definitely picked the wrong day to go. If I'm ever in the area, I would probably return in hopes for a better dining experience. read more

See all

Wonderful happy hour specials and atmosphere. Bar staff is absolutely amazing and on top of everything. Enjoyed read more

A must try! Amazing food, great and quick service, and tons of different options to choose from! I ordered the jerk chicken and because the plantains were so popular, they were out. Ended up with some of the vegetables which were cooked and seasoned well. read more

After an initial bad experience in Virginia Beach, in general, we opted to have dinner at this restaurant. So so glad that we did. We arrived and discovered that they had a live old school band. What a pleasant surprise! There was about a 20 minute wait but we wandered over to the bar and my husband got a drink. The band was so good. We were finally seated and I ordered the curry shrimp dish with beans and rice and my husband ordered the jerk chicken with a side of greens. The food wasn't bad. The greens were very good. He asked if he could have a combo of white and dark meat but that was an emphatic no. No problem though. The food wasn't as tasty and delicious as other Caribbean restaurants we've eaten at but it was good and spicy. The band and drinks certainly make up for the food. I had the Bob Marley drink and it was good and my husband thoroughly enjoyed his (giant) drink. The band played music from mostly the 90's and some older school music. We really enjoyed the band and are so glad that we got to hear them. They played until 10 pm. If I'm not mistaken, the gratuity was automatically added and it was 20%. They also had a spot to add an addl gratuity and we added it bc our waitress was very good. Thank goodness for this restaurant that saved our VB experience and made it worthwhile! read more

See all

Food was so good. We just got back from Jamaica and were craving Jamaican food. The jerk chicken was flavorful but the rice was just okay. The conch fritters were my favorite. The food did take a long time to come out. We were waiting for our entrees for a good 20 minutes. read more

Cutlass Grille - Conch fritters - Caribbean Near Me - Chesapeake, Virginia

Best Oxtails in Va! Their Jerk Steak is excellent love their curry! Jerk chicken is great just not enough chicken

Came for their gospel brunch with some friends. We had a reservation so we were seated quickly. The event was listed from 3-6pm. I wasn't sure if they would have brunch food or regular menu and it was the regular menu. It was happy hour so several of my friends ordered off that menu. I got the Rasta pasta with salmon and asked for it to be spicy. The pasta was flavorful, the salmon was a nice seize and the portion was huge. Definitely enough for two meals. It was pretty busy but we didn't have to wait too long for our food. The music was in the patio area but luckily we were able to hear it in the regular dining area. Eveyone enjoyed their dishes whether it was the beef patties, coconut shrimp, oxtails, wings or lamb chops. Definitely a nice spot for live music and happy hour. read more

See all

Loveee loveee loveeeee this place! This is my go to happy hour spot (happy hour is everyday from 3pm-6pm) on drink and food specials. The service from EVERYONE (owner included!) is amazing, the bartenders makes the best drinks and the food is delicious! The ambiance is nice - perfect for a girls night/ family dinner/etc. On weekends (Friday & Saturday) they have live music perfomances that start at 6pm and then a dj from 10pm-2 am it is a great time with no cover charge read more

Cutlass Grille - Lamb chops - Caribbean Near Me - Chesapeake, Virginia

I've been to Cutlass Grille several times, and while it's definitely one of those places with great food and a fun vibe, I'd say the experience can sometimes be hit or miss--for me, at least. My friends? They love it! They always have a great time and say the food is consistently excellent. If it wasn't a bit pricey, they'd probably eat here even more often. On this visit, I ordered the Rasta Pasta with shrimp, but I honestly didn't care much for the taste. However, when I took a bite of my friend's beef ribs and paired it with the pasta, that combo was perfect. The beef ribs alone (which come with two sides) ran about $44, and the Rasta Pasta varies depending on the protein. With shrimp, it was close to $30. The plantains were okay--not my favorite this time--and the cabbage lacked seasoning in my opinion. I can only speak for my own taste, though. Everyone's palate is different! As for service, you could tell the staff had been working hard all week. Some seemed a little tired, but that's understandable. One thing I really appreciated was this one particular guy who's always upbeat and friendly. Even though he wasn't our server today, he still made the effort to stop by and check on us. That made a difference. The decor has a true Rasta/island feel, which I love. The crowd is usually friendly, and the overall atmosphere is always welcoming and laid-back. Would I go back? Yes. But next time, I'm skipping the pasta and going straight for the beef ribs--those were a winner! #CutlassGrille #ChesapeakeEats #JamaicanFood #RastaPasta #BeefRibs #IslandVibes #FoodieReview #FoodieInVirginia #HamptonRoadsEats #RestaurantVibes #HitOrMissButWorthIt #SupportLocalRestaurants #FoodWithFlavor #RastaDecor #DiningExperience #FoodieFavorites #PlantainsAndPasta #BlackOwnedRestaurants #GoodEatsVA #MissysFoodJourney #SandraLeesFoodJourney read more

See all

Great food, great music to eat to, awesome atmosphere!!! I personally had curry chicken, rice & peas, and fried plantains.

I have been twice before here, but not on a Friday, where there was a live band. The band was great, food, and ambiance was great. Service was good. I'm going to keep it short, since I have already reviewed this establishment, but I found an aluminum wire in my leftover mac and cheese the next day (leftover for lunch). It looks like stainless steel scrubbing pad. Also,the women's bathroom was atrocious. Toilet paper on the floor, non flushed toilets with #2 inside. I almost lost my appetite. Managers please keep up with the cleanliness and safety. I would like to come back again for the food. read more

See all

Came here on a Saturday night. Was definitely expecting live music, but they didn't have any. I'm weary of Caribbean restaurants because I'm used to authentic food and not being served just anything basic. Anyways I ordered the rum punch, it was sweet as expected. My friend ordered the beef patties, they were ok. We kept looking at the menu and nothing really stood out to us. We compared the menu with the Yelp pictures and decided not to eat there. As a jerk pork lover, I was disappointed in the cut meat that they used. It just wasn't for me. But the place is nice, the bartender was pleasant and you can tell if there was live music then it would be a vibe. read more

See all

I went and sat at the bar. The bartender was very nice. I ordered the rum punch and the mini beef patties. The rum punch was ok. Tasted more sweet than anything. The mini beef patties were excellent! The filling was pouring out which I appreciated. I would definitely like to check it out on a Friday when they have the DJ in there. However the music they were playing was nice. read more

Cutlass Grille - Mini beef patties - Caribbean Near Me - Chesapeake, Virginia

See all

This is probably the best Caribbean food place I've eaten ate in years and in the 757. I have to admit I was doubtful as I haven't had any good Caribbean food lately but this place has changed that. The jerk wings were good and seasoned well. They're dry not wet but you still get that full jerk flavor. The cabbage was actually good. It's usually watery in most places but they nailed it here. The mac and cheese...it's usually the biggest let down but again, they got it right! Nothing dry and brick shaped but creamy and cheesy. Now the jerk steak was something I was truly worried about but the waitress assured me I wouldn't be disappointed, and she was right. While it's not something I would want on a normal occurrence, I have to say it's a twist on steak and one that I wasn't mad at. Again the jerk flavoring was abundant and really made the steak stand out all by itself. The scenery isn't much to talk about but there's plenty of seating even though the place looks small. Try this place out if you're looking for a little Jamaican flavor. read more

Cutlass Grille - Caribbean Near Me - Chesapeake, Virginia

See all

Came here twice to get food as the restaurant is really good and they are one of the best restaurants close to my hotel. I tried to come here a third time but I think they were closed due to the heavy snowfall and the fact that the parking lot was not plowed very well. The interaction with the staff (hostesses and register) have been very good and friendly. Although the inside of the restaurant looks really upbeat and fun, they are really busy inside and I rather eat back at my hotel rather than eating alone at the restaurant so I only order takeout. For food, I tried both the rum glazed pork chop and the oxtails. The rum glazed pork chop is large, perfectly cooked, and delicious. The oxtails which are one of their specialties disappointed me, too small, a little tough, just not enough portion size in my opinion. Taste was ok but I think I will stick to the pork chop. The only sides I tried was their collard greens and boy is this a winner! I really love their collard greens and they give a very generous portion which is awesome. This is by far, my favorite restaurant I have found so far on this trip and I will definitely be eating here again as it is close to the hotel and so delicious. read more

Cutlass Grille - My take out pork chop with collard greens - Caribbean Near Me - Chesapeake, Virginia

See all

My wife said this is the nicest looking Jamaican restaurant we've been to in the US. Yes we travel quite often to Caribbean and Jamaica. And I would agree with her. Now to be honest, we had the coconut shrimp appetizer, which was OK. Had the jerk shrimp taco, which was exceptional. But that was nothing. I ordered the brown stew snapper fish And my wife ordered escovitch fish. Now she said hers was really good. But my brown stew fish reminded me of a trip we made to Port Royal Jamaica about 10 years ago. In Port Royal they literally caught the fish, brought it to the kitchen and cooked it. This tasted similar to that. Perhaps the best fish I've had in the US at a restaurant in over 30 years. Will certainly come back. read more

Cutlass Grille - Brown stew, snapper fish with rice and peas and mac & cheese. - Caribbean Near Me - Chesapeake, Virginia

See all

Flavorful, festive, and always reliable--Cutlass Grille never disappoints Cutlass Grille is one of our family's go-to spots for a consistently delicious meal. We've been here many times, and it's always a hit. The food is flavorful and reliable--every dish we've tried has been tasty, especially the rasta pasta, which is a standout favorite. Cocktails are another highlight. On our most recent visit, I had the Bob Marley and the Rum Punch--both were vibrant, refreshing, and perfectly mixed. Everyone at the table enjoyed their drinks and their meals, which is saying something! The space is warm and welcoming, and the service is solid--friendly and attentive without being overbearing. Whether you're celebrating or just craving a great dinner, Cutlass Grille delivers every time. read more

We booked a room for my nephews high school graduation. The restaurant double booked, so they gave our table away. We ended up getting a bunch of tables pushed together. It took over 30 minutes to get our drinks. We placed our order and waited over an hour to get our food only for them to tell us they closed the kitchen and they never cooked our food! If you couldn't accommodate us, just say that. We could have gone somewhere else. It was a Wednesday evening, we had options. Waste of time. Tried to support a black owned business and they treat us like that. Utterly ridiculous. read more

Came here on Sunday for lunch. I sat at the bar and Jennifer was my server. She was great. Ordered a Free Verse hazy IPA form Virginia Beer Co. On this occasion I ordered the Jerk Lamb Chops appetizer. If I had ordered it with a side it would have been enough for a meal. Five stars, it was absolutely amazing. Enjoyed the reggae music and the island vibe. Got to come back here when I'm more hungry. read more

See all

I try to go visit Cutlass Grille everytime I come back home to Virginia as it's one of my favorite Jamaican spots in the city. I love the new larger location at Greenbrier. One thing about Cutlass is that it has weird hours. The hours on the website differ from the hours on Google, and both differ from the hours posted outside the restaurant on its front door. The day we went, all three happened to be wrong as the restaurant decided it was golden to close early that night. First recommendation is to call before going to ensure it's open when you get there. Luckily, we beat all 4 closing times. We sat at the bar, which was relatively full. The bartender was nice although at times it seemed like she could use some help. When we went to order drinks, the first 2 drinks we wanted to order the bar was out of the ingredients (it was 8:30pm). We ended up with a punch that was pretty good. We ordered the jerk lamb chops as an appetizer. 2 of the lamb chops were perfect, but the 3rd was thicker than the others but was cooked the same amount of time, so it was basically raw. It was so raw we couldn't eat it and just pushed it aside. For entrees we ordered curry goat and stewed chicken. Both were fantastic, as usual, along with the sides. The portions are good and the meat was flavorful. We had no leftovers and left pretty satisfied. Overall, I'm happy I came and brought someone else with me for their first visit. I'll be back, but I hope the hours get consistent and for the price of the lamb chops, that all 3 are edible. I still highly recommend! read more

See all

I've been eating here for years but haven't been for a very long time. I know they changed locations and I believe management as well. Now let me tell you.. I LOVE me some greasy food BUT WOAH. I got some oxtails, rice and peas with mac and cheese. Unfortunately the mac and cheese was ALL oil. The oxtails were bangin'. The rice and peas was slightly undercooked but I think having the gravy poured over it saved it. I personally couldn't finish the food but it was aii! I picked up so I can't say much about the service or ambiance. read more

The staff was incredibly friendly, welcoming, and provided great customer service, which was easily the best part of the experience. Unfortunately, the food just didn't live up to the hype or the price. As someone who travels to Jamaica and Trinidad every few months and is very familiar with authentic Caribbean cuisine, this felt like a heavily Americanized version rather than true island food. The oxtail lacked the tenderness you'd expect and definitely wasn't falling off the bone. The lamb chops were seasoned and weren't too bad, but they weren't anything memorable. The cabbage was disappointing, and the Rasta pasta wasn't authentic at all--it tasted more like a generic creamy pasta than traditional Rasta pasta. I appreciate the atmosphere and the kind staff, but if you're looking for genuine Caribbean flavors, this probably isn't the place. Overall, the food just wasn't worth the price for me. read more

Food was delicious! Staff was very nice but the service was slow. They ambiance was nice as well read more

Cutlass Grille - Brown stew chicken w/ Cabbage a Jamaican rice - Caribbean Near Me - Chesapeake, Virginia

An awesome birthday dinner with a lovely live band. The ladies of the band sung a beautiful "Happy Birthday" with a remix. Then there was Sherry our lovely waitress. The atmosphere was live and mature for a Saturday night. The food was just as expected...DELICIOUS!!! Thank You read more

See all

This place has an excellent rating for a reason, delicious food and great service. Okay that's two reasons. Went there with some coworkers, we started with charbroiled oysters. They were delicious, had a good amount of cheese which we liked but just be aware. We had some frozen Bob Marley drinks which has rum but is on the sweet side, again very good but beware if you don't like sweet drinks. One of my coworkers had oxtails and thought they were great. Another one had the beef ribs with Mac n cheese, clean dish no complaints. I had the Rasta Pasta with chicken. As you would expect it had a little heat to it, pasta was good, chicken was tasty, overall a very good dish. If you're in the area give this place a try, seems like the best spot of many decent ones. read more

Cutlass Grille - Rasta Pasta with chicken - Caribbean Near Me - Chesapeake, Virginia

See all

Upon entering the establishment I was greeted by the hostess who seated us. After several minutes we were welcomed by a waitress who was very knowledgeable and friendly. I believe her name was Shanique. I ordered the jerk lamb chops, which were amazing!!! The DJ presented during my visit, and had everyone engaged. I would definitely recommend that you check this place out. read more

This place was what I needed and more. I got the Rasta pasta with shrimp. The ambience was amazing!!! It happen to be what I refer to as soul Sunday. Food and praise and worship. The customer service was A1, I HIGHLY recommend it. read more

I have eaten here many times. Each time. The food is excellent and the service is superb. Try the jerk chicken.

This place is is a whole vibe. The live music and food was everything!. The staff was fast and ND friendly and the restroom was clean. I will return. read more

See all

The service was like family. The live music was like a family reunion. The food was like being back in Jamaica and made w love. Only sad thing was they ran out of chicken! the crab stuffed salmon was buttery good, the best cabbage I've had in my life, fresh bread, and my babe said the chops almost made his eyes role into the back of his head- I aint having that! Can't wait to be back! read more

See all

I made in time for their great happy hour and enjoyed the Jamaican Jerk Lambchops cooked perfectly to order (med rare) and the Shrimp Tacos. Perfect amount of spice. Washed it down with a half off specialty cocktail (Jamaican Jack). read more

I recently had lunch at the Cutlass Grill and I had a great experience. The staff was friendly and helpful with menu questions and suggestions. The restaurant was clean and so were the bathrooms. I ordered the Jerk Chicken and I enjoyed it very much. Their prices are very reasonable for what is offered. read more

Cutlass Grille - Outside signage - Caribbean Near Me - Chesapeake, Virginia

I was excited to find a Jamaican place near my house and couldn't wait to try it. Stopped by after shopping to get dinner to go. For me, I ordered the brown stew redsnapper. For $37 and only 1 side, it was a little pricey. But I was craving it so I gave it a try. The food was delicious until I found a long hair in my fish! That was disappointing! Needless to say, I won't be going back here again. They need to do better! read more

Cutlass Grille - Long hair in my fish! that cost me $37. - Caribbean Near Me - Chesapeake, Virginia

See all

The food is always great but after having had poor service the past few times we've eaten here we've decided to go elsewhere. I had to ask several times for refills to no avail. And the bread seems to be reserved for only "special" customers. After asking several times for the bread they finally brought a loaf after we were done eating. When a restaurant has forced tipping the service is always poor. There are plenty of other places to eat where the servers actually work for their tips. read more

The food was good.... Oxtails were amazing and they gave me more than enough. Little pricey, but I would definitely go back to try more on the menu.... read more

I got the oxtail, rice and peas, cabbage with an extra side of plantains for $42. To be honest, this was a waste of money. The oxtails were overly salty and not tender. Didn't taste like authentic Jamaican food AT ALL. Not trying to be rude but It was actually disgusting and way too expensive. The only reason I gave it 2 stars is because of the amount of food they give you! read more

Cutlass Grille - Oxtail - Caribbean Near Me - Chesapeake, Virginia

Over priced and under flavored. Coconut Shrimp was way over fried, rubbery. Chargrilled oysters didnt tase chargrilled, smoked beef spareribs didn't taste smoked (i have been smoking this past year, didn't taste any smoke). After cruising to Jamaica a few times, this felt disappointing. read more

Tuesday 8/13/2024 I came across this spot on a tik tok comment section and after looking through the menu and photos I was highly anticipating my visit. I came for a dine-in visit which automatically comes with an 18% service charge to the bill. I was with my family and we arrived during their 3-6 pm happy hour (HH) so I ended up trying plenty of different items. The service was okay and the food came out pretty quick. I had/tried the HH coconut shrimp $10, HH grouper tacos $11, HH hot wings $10, HH jerk lamb chops $12, HH jerk shrimp tacos $9, Rasta pasta $14.69, jerk chicken (white meat) with 1 side: plantains $15.99, curry goat with 2 sides: rice & peas and collard greens $24.39, carrot cake $9.39, mango bread pudding $10.39, and the plantain foster $10.69. - coconut shrimp: it was decent. - grouper tacos: it was average. - Hot wings: tasted like average Buffalo wings from your local pizza spot (nothing special). - Jerk lamb chops: these were GREAT and definitely my favorite of all the items I tried. Also the green sauce was a great addition. - Jerk shrimp tacos: it was average. - Rasta pasta: this was pretty good and had nice flavor to it. - Jerk chicken (white meat): it was alright but I've had plenty better. It was also a bit cold and the portions were much smaller than I expected based on the price tag. - Plantains: they're good but getting ONLY 5 pieces for a nearly $5 price is ridiculous. - Curry goat: it was decent but there was just too much bones and not enough goat. - Rice & peas: they were solid. - Collard greens: these were a huge disappointment, tasted very bland. - Carrot cake: it was okay but I didn't think it was worth it. - Mango bread pudding: easily the best of the 3 desserts I had and it was pretty solid. I think it would've been ALOT better with ice cream and a sauce that was more similar to the plantain foster. - Plantain foster: it's just 6 piecies of plantain in a sweet syrup type of sauce with 2 scoops of ice cream. It was solid but I was expecting it to come with a baked dessert of some sort but that's on me. - (Bonus) Mac n cheese: sampled some from my cousin and it was alright to me but he really enjoyed it. Overall, the food was very expensive for the portions you get and only a few of the items standout in terms of flavor and taste. My food expectations weren't met but it was alright. Also there was a card issue after splitting the bill which had to get itself sorted out with the owner 2 days later. If you're interested in trying this place out, I'd recommend you come for the happy hour or order takeout. read more

See all

Visited Cutlass Grille this weekend for a birthday dinner, and it was a great experience! We had a party of about 17 people. The person organizing the dinner called ahead to make sure we'd have seating, and the staff combined tables so we could all sit together. Initially, they didn't want to seat us until everyone arrived, but once they learned we were surprising the birthday honoree, they let the rest of us (about 15 people) go ahead and sit. That was appreciated! Our drink orders were taken pretty quickly. Pro tip: Happy Hour runs until 6 PM on Saturdays. I went with the Red Sangria--so good! For food, my family ordered the jerk chicken with collard greens and rice & peas. I had the jerk lamb chops (my fave!) with cabbage and rice & peas. My son had the kids' fried shrimp with fries and added a side of mac and cheese. Everything was flavorful and well-seasoned, as always. Our server was friendly and helpful, and overall, I had a great time celebrating with family. I'll definitely be back especially for those lamb chops! Visited Cutlass Grille this weekend for a birthday dinner, and it was a great experience! We had a party of about 17 people. The person organizing the dinner called ahead to make sure we'd have seating, and the staff combined tables so we could all sit together. Initially, they didn't want to seat us until everyone arrived, but once they learned we were surprising the birthday honoree, they let the rest of us (about 15 people) go ahead and sit. That was appreciated! Our drink orders were taken pretty quickly. Pro tip: Happy Hour runs until 6 PM on Saturdays. I went with the Red Sangria which was good! For food, my family ordered the jerk chicken with collard greens and rice & peas. I had the jerk lamb chops (my fave!) with cabbage and rice & peas. My son had the kids fried shrimp with fries and added a side of mac and cheese. Everything was flavorful and well-seasoned. Our server was friendly and helpful, and overall, I had a great time celebrating with family. I'll definitely be back, especially for those lamb chops! read more

See all