This is my first time trying this place. I have to say, food is a solid 4/5 for me. I would give it a 5/5 if the rice had a little more flavor. Maybe add some salt or bouillon to the rice. The macaroni and cheese is 5/5, hands down. One of the best I've ever eaten in my life. The staff is awesome. They are friendly and answered any and all questions I asked. Keep the staff!!!! As for the ambiance, great vibes in there. Not crowded and not too big. Nothing bad to say about this place honestly. I just wish they had togo cups for drinks that wasn't alcohol. I just wanted a ginger ale to go but they don't do togo drinks. A in my book. read more

Cutlass Grille - Jerk chicken with rice and macaroni' and cheese. - Caribbean Near Me - Chesapeake, Virginia

Came in on a Wednesday night. We were seated fairly quickly. Our waiter was very nice and quick. She checked on us often which shows great customer service. Much Appreciated. The restaurant wasn't completely full. The bar area was pretty full but the dining area only had 4 tables occupied( including ours). I dont recall if there was music playing, but the environment was pretty nice and relaxed. The food, I ordered the Oxtails, fried Plantain and rice and peas with oxtail gravy. It was very good! My boo ordered the lamb chops, with mac n cheese and collard greens. I didn't try his but he enjoyed it. Im not local but he is. And he said he would definitely come back. Really enjoyed the food. read more

Cutlass Grille - Oxtail, Rice and Peas w/ Gravy & Fried Plantain - Caribbean Near Me - Chesapeake, Virginia

I can't say that we had bad service this evening at Cutlass Grill , actually we had no service. We came in , we're seated and then... Nothing. No menu, nothing. After 15 minutes we just left. Amazing. read more

Graciously greeted. You know right then you are I. For a special experience! The warm bright atmosphere filled with folks relaxing and bonding with friends and family is welcoming. Sat in dining room but the bar looked amazing too! Service is very informative and understanding. We started with the familiar coconut shrimp and grouper taco appetizer. Stellar! Then it was time to explore the Jamaican specialties. Lamb chops, jerk wings. Insanely incredible! Sides: Mac and cheese & rice/peas oxtail gravy yep the best ever! We will be dreaming about this meal forever! Ok the drink menu. Caribbean influenced delicious balance. In closing our server spent time preparing us for what to try on our next visit ( rib eye and beef ribs and whole snapper). We left filled feeling like we received a huge dose of kindness and love delivered through a special meal. Yelpers, and my fellow business traveler road warriors: do not miss this one! read more

Cutlass Grille - Appetizer:lamb chops and sides rice/pease and oxtail sauce. Mac and cheese - Caribbean Near Me - Chesapeake, Virginia

See all

$135 will get you dinner with the roaches . This was one of MANY we experienced while attempting to eat on the patio. We had only eaten a few bites before we had visitors and the quality of food has significantly declined from past visits. Super disappointing and disgusting. It was a very busy night and close to closing so my husband paid and we left. Will be contacting management in the morning for a refund because this was unacceptable. read more

See all

Great service and food. The band that played that night was awesome. I would recommend anyone local or visiting the area.

Visited on a Wednesday evening with high expectations and was severely let down. Had been looking forward to it for months based on a previous visit years ago and more recent reports from ppl I know. I'll say that the service was top tier. Our waitress was kind and polite. The vibe was nice with old school reggae playing at a nice volume. We had jerk shrimp tacos for an appetizer and they were really good. Fresh and not too much spice. I ordered the red snapper escovitch style and my date ordered it brown stew style. First of all the snapper was entirely too small. My escovitch did not have any peppers at all just picked onions and carrots. The rice and peas was very dry--I should have known when I was offered oxtail gravy to top it. None of my food was hot. The cabbage had a good taste. My date's collard greens tasted like they were Glory Greens from a can. There were at least 4 parties that came in after us and received their food before us--we thought it was just a red snapper thing and that our food would be hot and fresh. Boy were we wrong. Maybe we'll go back and try something a little more basic like curry or jerk chicken, but it's a long drive for disappointment. read more

Weekday working lunch, 4.5 overall. Close to the office, plenty of parking in shared lot. Great menu, wonderfully executed in both flavor profiles and presentation. Bargain jerk chicken lunch special with 2 sides for $9.99! Friendly, fast, and informative service from Courtney. She advised I stick with collard greens and red beans with rice and ox tail gravy; so glad I listened. While keeping our drinks constantly refilled, she shared their Curry Chicken is becoming more popular than Jerk Chicken. My dark meat jerk meal was heat hot and smelled oh so good. Chicken had the perfect cook that created a Smokey flavor with a welcomed bite of heat after chewing. Way different from Carib Shack in Va Beach but definitely on park quality wise. I loved the Ox tail gravy, guess you'd say it was Cardi-Yak arrest?!? Greens were also hit, fresh and flavorful. Co-worker enjoyed his salad, which looked delicious and was definitely a healthy portion. There's no doubt I'll be back here in the near future. read more

See all

Food is good. A bit over priced in my view. Servings is noticeable smaller as well. The restaurant atmosphere is a vybe though. And they service is great. read more

Cutlass Grille - Mango Bread Pudding - Caribbean Near Me - Chesapeake, Virginia

See all

I never thought that I would find such wonderful Jamaican food in this town. Unfortunately, we went too late and the place was at max capacity for indoor dining. But regardless, take out was just as scrumptious and tasty as if we were eating food at the restaurant. We ordered the lamb chops and the jerk chicken. The food was so flavorful that the rice soaking in the gravy from the chicken was even more tasty the next day. A couple other notes: Ambiance 4/5 - A festive, fun bar area that I'd love to go back to for a sports event. Service 3.5/5 - They're a bit busy so you'll have to work to get their attention. Cleanliness 4/5 - They're doing everything to be covid-friendly. read more

Cutlass Grille - Jerk Chicken - Caribbean Near Me - Chesapeake, Virginia

See all

Best Jamaican chicken, rice&beans, cabbage in the area!! We have been coming here on the regular and the quality is spot on every single time!! It's getting to where we won't eat chicken anywhere else!! read more

I hate to do 3 stars because the food was delicious and plentiful. Also, Da'Lisa's service was great. But I don't like AUTO GRATUITY. There is no reason why a solo diner should be subjected to that and we should be made aware BEFORE dining. This Should be illegal especially when I ended up tipping more because I didn't know tip was already on my bill. Comes off greedy. Loved this place but won't be back due to high pricing and required 18% tip even on solo parties like myself. read more

Cutlass Grille - Brown stew snapper spicy, peas and rice, collars and plantain. - Caribbean Near Me - Chesapeake, Virginia

Service was good and so was the food. I had the red snapper and green beans. Also was not too busy at 1pm when we arrived. read more

Cutlass Grille - Red snapper and green beans - Caribbean Near Me - Chesapeake, Virginia

Food is so good and service is fantastic We will be back again Can't wait to go back for date night. read more

Food is awesome, service is spot on, great atmosphere for your island time! Owner was there and stopped by our table. We really enjoyed our dinner! read more

We've been going here when they were on Battlefield Blvd. Food so good, we followed them to their new location on Eden Way. Last time we went, they had a live band and it was . And it was packed, super busy. Very friendly staff. Clean, which is a plus for me. That last star is always saved for cleanliness, and they get it. Actually, writing this review has got me craving their stew chicken and green beans. Imma have that for dinner tonight! read more

Loved the mood and atmosphere, The staff was courteous and efficient, however; the food was a major letdown. I had the curried chicken, cabbage, peas and rice...The curried chicken and The peas and rice had little to no seasoning. Not too keen on a return trip... read more

I kept hearing Friday happy hours were pretty good here, so I decided to see for myself with about 5 other fellas. It is pretty popular and busy during this time, so expect for a long wait. With that being said, we were able to get some seats at the bar. The reason for three stats because my group had the best and worse experience Herr. The FOOD: Truly make you wanna slap yo momma! Just ridiculous good. Somebody in that dam kitchen need a promotion like yesterday. I know my plate didn't last 4 minutes. Broke all my little keto rules that day. Just can't say enough. The BAR: Trash. Don't even attempt to get a grown drink in here like upper level Bourbons, whiskeys, tequilas. They measure in the smallest shot container you ever seen in your life. Bartenders rude all night. Putting folks drinks on other folks tab and though it was funny. Mixed drinks with bottom shelf liquor, just bad. I would highly advise stick to beer or wine that you can't mess up. Overall, I would come back for the food, band, and atmosphere alone. The live Carribean band did their thing. Outside of the bar, everyone on the staff where very friendly and accommodating. Lots a grown folks and no drama, which was awesome. If it wasn't for the bar, it would be 5 stars. read more

Cutlass Grille - Jerk Chicken (dark) with Mac &Chesse, cabbage, rice&gravy - Caribbean Near Me - Chesapeake, Virginia

I had a taste for good Jamaican food after visiting Dallas. One of my cousins suggested I try Cutlass as they serve some of the best tasting Caribbean food in the area. When we went in we were greeted right away with a smile and a table. Our waitress made a few suggestions on drinks and food. We had the Jamaican Cowboy and it was FABULOUS! I ordered the curry chicken and oxtails. While my aunt had the jerk chicken. Our food arrived piping hot and full of flavor. I will definitely be back again..... I'm hooked! read more

See all

First time and I cannot wait to return and try more from their large menu. Cutlass Grille has been on my bucket list to try for years. It has also been one of the most recommended restaurants in Chesapeake. The high caliber reviews from local Elites tell a story of how strong the business has been for years. I'm really late, but totally get the hype. The location off Battlefield is terrific, but it is hidden as it sits off the road. Parking is spacious and it was overall pretty clean with minor debris. The outside may fool ya as it's nothing special. However, just trust that you have arrived at the right place for some of the best Caribbean food in the area. When entering I was immediately greeted and offered a booth or the bar. My visit was right at open for a weekday lunch. I saw no other customers when entering, but shortly after several to go orders picked up and a steady flow began. The interior is casual with a Caribbean vibe. The lime green colors accented by white is comforting. The spacious bar offers cocktails, beer and wine. They dining room is spacious with overflow event area. Island music was the perfect touch to pull the setting together. The restrooms are in the rear by the kitchen. The Men's room was small, but clean with proper supplies. My waitress was fantastic from beginning to end and made appropriate recommendations with regards to dishes. Most importantly steering away from selections that brought too much heat. I loved her energy about the menu and quality of food. I was warned portions are large. My order was the lunch special for $10. Jerk Chicken w/ rice & plantains. It took a mere 15 minutes for a large hot plate with wonderful aromas of curry to appear. The meal was excellent! Every bite offered an opportunity for my taste buds to rejoice with a hallelujah! The plantains were so good I ordered an additional side. I'm going the distance with a 5 Star review. This was a bit of a struggle after a single visit. However I was so thrilled with my meal and service it would not be fair to hold back. They are currently serving to go orders only due to COVID-19. read more

See all

Food was great!! My server had a nasty attitude even after I tried to change her attitude...she was NASTY!! The ambiance and hostess 10 stars!! Waitress was a zero!!!!!!!!!!!! read more

Not authentic Jamaican food at all. You know when your ice melts in your juice and it tastes watered down? Well that's how the dishes at this restaurant tasted, watered down versions of Jamaican cuisine. Very lacking in flavor. If you're looking for real Jamaican food I do not recommend read more

Loved the Jamaican theme. Had stewed chicken, it could have been sweeter. Also had plantains. Friends had oxtails said they were just okay. Asked for the honey bourbon cocktail and they did not have the bourbon was disappointed. read more

Customer Service was great, the quality of the food was very good. More importantly, I didn't have to wait long to be serve, or receive my meal. read more

Cutlass Grille - a drink and menu on a table - Caribbean Near Me - Chesapeake, Virginia

See all

One star due to this establishment adding a surcharge on our bill for what? Jerk chicken & mac/cheese was ok. Waitress was friendly. We ordered food to go before we left and they again added a surcharge to that. Will not be returning. Thank you for your response. It is a poor business practice to impose a surcharge. Allow the consumer to make that choice with their own money. read more

Cutlass Grille has by far the best Jamaican food. I ordered takeout. The first dish was curry chicken with white rice & collard greens. I requested extra sauce and they gave me a lot! I love extra sauce. I also ordered the jerk chicken (dark meat) with mac n cheese and collard greens. Their Mac n cheese is deliciously cheesy and has a unique spiciness to it. I think there's pepper jack cheese inside it. read more

Cutlass Grille - Jerk Chicken - Caribbean Near Me - Chesapeake, Virginia

See all

I have been back to Cutlass about 6 times after my first review. I like to recommend this place to friends or anyone looking for a unique place to eat in Chesapeake Greenbrier area! The atmosphere is fun, fun, fun!!!! Owner and servers are friendly and every song they play is a bop! Lol ! I always stick to my favorite jerk chicken , beans and rice and plantains. Appetizer must - the beef pies. I have had the salmon dish and highly recommend this exquisite dish! A friend of mine claims it's the best salmon she had ever had! Now about that new policy they have in place , so whatever you order , and whether you're a small party, if you're just getting a small appetizer, a drink whatever- there is an automatic 20% charge. I've only seen that applied with big parties . I always tip well so I wasn't too bothered, But a customer next to got really upset about that and that's totally understandable too. So just heads up on that charge. Also, their "Specials" of the day caught me off guard this time too, for me "specials" are usually reasonably priced like a good deal option, I love me a good deal! Got the special and it was $40 bucks, it was pricey. Maybe I have a misunderstanding of what a special is. Anyway, I still recommend Cutlass, I went back 2 weeks later, and loved my time there. read more

Cutlass Grille - Jerk Chicken - Caribbean Near Me - Chesapeake, Virginia

See all

I've been to Cutless Grill multiple times and my last visit I was disappointed. I was unaware the kitchen closes at a certain time on Saturdays. Upon my arrival I realized that it turns into a club and they charge a cover at the door of $10. Once we walked in to find a seat there were no servers to serve us unless you were sitting at the bar. Only thing that is served is appetizers that were not plentiful. I ordered the jerk tacos which only had 2 shrimp in each of the 2 tacos. read more

Food excellent! Service a bit slow Ambiance good would love To hear more ragga style music otherwise Love this place! 4 star no one perfect read more

The food and service is amazing, The place is nice with live music ,the oxs tails ,red beans and rice ,the ribs the greens are all amazing read more

Wish I could leave 0 stars, but 1 will have to do i guess... I'll keep this short and to the point. We walked in and immediately noticed a sign that read "18% SERVICE CHARGE AUTOMATICALLY ADDED"... I'm assuming not many people leave tips because that's really the only time I see a sign like that. I'm really not that surprised because the service was HORRIBLE! We were seated and no one bother to come and take our order. No one came to check in us. No one offered us any water... NOTHING! Finally decided to go someplace else and proceeded to walk out. Saw SEVERAL employees standing around talking. I doubt anyone even noticed that we left. What a shame. Will definitely NOT come back and will share this experience to all who will listen. I'm pretty sure the service would've been bad if we actually got to experience it... and i would've been disputing the 18% INCONVENIENCE fee. You've been warned!! read more

They charging a premium price for mediocre food and mediocre service. The food is not bad, don't get me wrong but, my little a$$ jerk chicken leg quarter was about the size of a 4 pc McNugget with a price not even complimentary to the portion size. Drinks took forever and my lady's oxtails seemed like they skimped on the portion as well. Im so disappointed because I want to support this establishment but, I work hard too and not going to settle for BS. read more

Cutlass Grille - Baby jerk chicken - Caribbean Near Me - Chesapeake, Virginia

Went to Cutlass Grille on Father's Day 2023. Each plate was $55. As soon as I went in, I got a bad vibe from the hostess and a lady by the name of Jay. Who is our waitress. I guess Jay did not want to work anymore that day, and the host told her to take us. It took over 25 minutes to get water or anything to drink and 15 minutes just to get silverware. I've been to this location, 100 times and this by far what is the worst. We had reservations, and we were just thrown in the corner. This was my first time eating at this location inside normally I get my food to go. This will be the last time I ever eat inside. Customer service was not of an essence, especially for Father's Day. My family did not have a good time eating and to be honest I was not comfortable paying $55 per plate for four people. It was not worth it. Two stars because food was good, but not a good quality and poor customer service. read more

Everything was great as per usual! The food, drinks and service never fails. Aside from this, the bathrooms are always clean! read more

Cutlass grille never misses, best rum punch in the city and the red snapper always HITS! I've had the curry chicken, curry shrimp, mini beef patties and many other items and they we all delicious. There's usually some sort of entertainment and they servers and waitresses are always very pleasant and educated on the menu items which helps if you want to try something new! read more

Feel good Vibes on. Friday night. Food was delicious and the live band was great! Will be back with my crew next week!! read more

See all

I want to be clear this rating is purely based on service only. I LOVE cutlass and the food never disappoints. But today we had waiter Mark who seemed super aloof. And while he apologized saying there was "so much going on" I on several occasions witnessed him lolli-gagging in the kitchen and around the restaurant. Every time we need something refills, napkins, to go plate and the check we had to look around from him. For our to go utensils and tab we finally asked another waiter who brought the containers. Mark brought the terminal to our table and left it for us to complete payment on our own which we had an issue but figured it. Thankfully we aren't the type to walkout on a check. If you are going to charge automatic gratuity your service experience should be top tier. As many times as I've been here I've never needed to write a review so hopefully so extra training is provided and the next experience will be better (fingers crossed). read more

Good meal, good environment, good service. I got the oxtails, fried plantains, red beans and rice, and collards. All good, but not the best Jamaican style oxtails I've ever had. The plaintains were fried to a great consistency and taste. The best part of this meal was the frozen Bob Marley I had - never had one, so I was pleased. read more

Cutlass Grille - Caribbean Near Me - Chesapeake, Virginia

See all

Already turned off, and I just sat down... So, if you sit at the bar, 20% is added?! For what?!?! Once I eat and experience the service, I'll return and adjust my review accordingly. 10 minutes later: Ok, I'm done; to NEVER return! They bring rolls to the table. We have 12 people clearly in our party, and they bring 6 rolls... waitress say, "they're shareable." UNACCEPTABLE! They get 1 star for the live music and the Sangria was good. read more

Cutlass Grill was a good experience ! I was so excited to eat Jamaican food in Virginia to warm up my soul a little bit . Oysters were impeccable! Really good and well seasoned . Oxtails was good too but the portion size for $29 was not really adequate in my opinion! Jerk chicken was good but i had better jerk chicken before. Too bad they couldn't serve any alcoholic beverages in the new location yet because of their licence. Now the staff was so friendly and we felt really welcomed ! So good experience and would definitely recommend!!! read more

Cutlass Grille - Chargrilled Oysters - Caribbean Near Me - Chesapeake, Virginia

See all