Cancel

Open app

Search

Cutlass Grille

4.3 (846 reviews)
ModerateCaribbean, Barbeque, Bars
Open 11:00 am - 11:00 pm
Updated 3 months ago

Cutlass Grille Caribbean Restaurant Photos

Business Info

CUTLASS GRILLE ATMOSPHERE

What's the vibe?
Moderate noise
Live music
Casual
Good for groups

You might also consider

More like Cutlass Grille

Recommended Reviews - Cutlass Grille

Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
Yelp app icon
Browse more easily on the app
Review Feed Illustration

Reviews With Photos

Lamb chops
Breyona A.

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

Beef Ribs
Sandra L.

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

Kevin R.

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.

1/4 white meat Jerk chicken with a side of rice and peas and Mac and cheese
Sabrina C.

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.

My take out pork chop with collard greens
Peter T.

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.

Jazz T.

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.

Mini beef patties
Alexis N.

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.

Brown stew, snapper fish with rice and peas and mac & cheese.
Dennis D.

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.

Curry Goat
Demeka F.

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!

Entrance
Kerry B.

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.

Curry Shrimp
Twanda C.

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

Rasta Pasta with chicken
Ozzie C.

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.

Oxtails

See all

Photo of Stan S.
437
33
10

3 years ago

Helpful 3
Thanks 0
Love this 0
Oh no 1
Photo of Jim A.
0
64
92

4 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

2 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of Mia B.
39
161
318

4 years ago

Helpful 2
Thanks 0
Love this 1
Oh no 0

4 years ago

Helpful 1
Thanks 0
Love this 2
Oh no 0
Photo of Thomas N.
81
46
29

4 years ago

Helpful 2
Thanks 0
Love this 2
Oh no 0
Photo of LaShea R.
93
81
57

6 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

3 years ago

Food was ok the service was great she was very attentive and never left us always asking if we were in or needed of anything.

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of Patty G.
138
33
21

4 years ago

Helpful 1
Thanks 0
Love this 0
Oh no 0

3 years ago

Food is ok I think when they were in the smaller building the food was much better and not rushed. Drinks are good tho

Helpful 0
Thanks 0
Love this 0
Oh no 0

2 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

4 years ago

Helpful 1
Thanks 0
Love this 0
Oh no 0

4 years ago

Helpful 2
Thanks 0
Love this 1
Oh no 0

2 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of Tami C.
821
448
4094

6 years ago

Business owner information

Photo of Shawn D.

Shawn D.

Helpful 9
Thanks 0
Love this 11
Oh no 0
Photo of D. R.
0
24
22

5 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of A F.
7
169
2

3 years ago

Business owner information

Photo of Shawn D.

Shawn D.

Helpful 2
Thanks 0
Love this 0
Oh no 0

4 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of N F.
269
40
40

3 years ago

Helpful 0
Thanks 0
Love this 1
Oh no 0

4 years ago

Helpful 2
Thanks 0
Love this 1
Oh no 0

4 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0
Photo of Devaneé T.
314
524
998

3 years ago

Helpful 0
Thanks 0
Love this 1
Oh no 0

4 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

3 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of Will R.
6
19
35

6 years ago

Business owner information

Photo of Shawn D.

Shawn D.

Helpful 1
Thanks 0
Love this 1
Oh no 0

4 years ago

I recall this food being very good, but in small portions. Real Jamaican spots don't ration like that.

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of M Z.
0
26
0

2 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

3 years ago

I've been there several times. Good food great atmosphere. They are packed sometimes but still receive great service

Helpful 0
Thanks 0
Love this 0
Oh no 0

7 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0

5 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0

6 years ago

Helpful 0
Thanks 0
Love this 1
Oh no 0

3 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

4 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

3 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

6 years ago

Business owner information

Photo of Shawn D.

Shawn D.

Helpful 0
Thanks 0
Love this 0
Oh no 0

5 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0

5 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0

7 years ago

Business owner information

Photo of Shawn D.

Shawn D.

Helpful 2
Thanks 0
Love this 1
Oh no 0

2 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of Dee N.
229
8
0

3 years ago

Expensive but worth the price! Food was great and the strawberry margaritas we had were bomb!

Helpful 0
Thanks 0
Love this 0
Oh no 0

Page 5 of 22

Ask the Community - Cutlass Grille

How's the barbecue?

FANTASTIC

Did anyone attend brunch on Mother's Day?

Yes we had a full restaurant.

Don’t See Your Question? Ask Away!

You might also consider

725 Lounge

725 Lounge

4.2(6 reviews)
1.2 mi
$$

Good menu with a lot of standards from crab cakes and salmon to steak and baby back ribs…read more The bartenders are very attentive and try to make you feel comfortable quick It was a pretty good crowd overall on a Tuesday night but the food came out quickly and was well-prepared I may not make it a destination restaurant if I was in the area but definitely a good choice if you're staying at the Delta Hotel

My babe and I ate here for breakfast two days in a row. We ordered pretty much the same thing…read moreSaturday and Sunday morning. Made to order omelets...ahhhmazing!! And not just amazing one day, both days the food was equally good!! Idk if it was the same chef both days, but the consistency and goodness, mannnnn I couldn't stop saying "oh my goodness this is so so good" The first morning, our waitress was Heather and then Sequoia took over for her. The next day Charice (spelling wrong I know). All three ladies had superb customer service skills. All were attentive and friendly. Charice was the best if I had to choose. :) She went a little more over the top!! Our hotel stay was already 100% and now our dining experience was 150%... I'm loving it!! We didn't try any thing other than breakfast, but we already have plans to return again. Booth seating, table seating and seating lounge style in front of personal TV's are available. I'd recommend you give this place a try!! Have fun :)

Photos
725 Lounge - HH pricing

HH pricing

725 Lounge - Here's their menu

Here's their menu

725 Lounge - HH pricing

See all

HH pricing

W XYZ Bar

W XYZ Bar

4.3(8 reviews)
0.6 mi

When my husband and I were dating, he took me to a WXZY lounge in Durham NC on two occasions and it…read morewas a great vibe each time. So, I was hopeful that the WXYZ lounge and bar in Chesapeake would be similar and provide a great atmosphere to get together for a fun, chill hangout with our friends. We were not disappointed. There was ample seating and a large table where we were able to share a meal and play board games. The lounge has games in the lobby area, which we weren't expecting, but was nice to see. We had brought our own games. My friend ordered a mocktail and enjoyed it. The four of us ordered chicken buffalo dip and fish and chips to share. I couldn't eat the chicken buffalo dip because I have a dairy allergy, but everyone said it was good. I did really enjoy the fish and chips. The fries were hot, thick, and well seasoned. The cod was very tasty as well, the skin was perfectly crispy but the meat was tender inside. While we didn't take pictures of the menu this time, I took a look at the menu online and there are some options listed on the website that were not printed on the physical menus we saw, but for what was the same the prices matched. The fish and chips isn't on the website but was on the physical menu and was affordable (two pieces or cod and ample fries). Our server (also the bartender) was nice and provided good service. The hours that they're open make it a great hangout spot for Friday nights and weekends. The restrooms are clean. The noise level was moderate and fine. We definitely recommend for hanging out with friends and will be coming back in the future.

We love Morgan! My daughter hosts trivia night on Tuesdays. Morgan takes good care of us and knows…read morewhat my daughter likes to drink and eat. Emily is also nice and takes care of my daughter so she has what she needs to host trivia night at their establishment. We're so happy to see her in action and the guests having fun playing trivia. Food is delicious!!!

Photos
W XYZ Bar
W XYZ Bar
W XYZ Bar

See all

Winston's Cafe - Sandwich

Winston's Cafe

4.0(214 reviews)
0.3 mi
$$
Locally owned & operated
35 years in business

What a fortuitous find! My wife and I discovered this gem by accident as we finished some shopping…read morein Chesapeake. I ordered the Texas Burger with fries and my wife ordered the Mushroom Swiss Burger. Both orders were delivered with efficient speed and both the fries and the burgers were piping hot upon arrival! My Texas Burger was absolutely delicious and I went through that thing like a hot knife through butter! My wife and I both agreed we had not had burgers this good in quite some time! The services was excellent! We will definitely be back to Winston's Café!

Winston's Cafe is located in the Crossways Shopping Center in Chesapeake. It is near the…read moreintersection with Greenbrier Pkwy and Eden Way N. It's in the same group of buildings such as Michael's (around the corner). My visit here was on October 27, 2025. The outside view of the business is simple, but effective. They have a specials chalkboard next to the entrance. Parking wasn't an issue on this visit, but I'm sure it can fill up at busier times. My mom and I were both in the area as she wanted to go to the Michael's store here. When we came inside, it wasn't busy, as it was around 3:30 pm when we got here. We were greeted by the one who would be our server for this visit. He gave us menus to look at and asked us for our drink orders. I generally stick with water with lemon, which I did here. We were there during the time where it was still the lunch menu (though for us, it was more like dinner for us that day). When he came back with the drinks, he asked if we were ready to order, but we weren't just yet. He also asked if we had any questions about the menu and options and gave us more time to mull over the menu. When he came back, we weren't completely ready, but asked a question about the specials of the day. After that, we knew what we would get and placed our food order. My mom ordered the Meatloaf Lunch Special with mashed potatoes and spinach. I went with the Meatball Sub Lunch Special with mashed potatoes, though I don't normally do potatoes that often. After about ten minutes or so, the food came to the table. The food looked really good, and it was hot too. The bread for the Meatball Sub was very soft and easy to eat. The meatballs were huge and made for a worthy meal. The mashed potatoes with gravy was really good and fulfilling too. My mom loved the meatloaf, and their meatloaf doesn't have ketchup on it like some other places do. She loved the meatloaf, spinach, and mashed potatoes too. After we were done, he asked if we wanted any desserts. We both declined as I normally don't do them anymore. Overall, we both had an excellent experience here. The food and service were on point. The food I had that day did spike my blood sugars, but I expected that with bread and mashed potatoes. I don't make a habit of that though. They are a great local business. There are lots of food options to choose from. If you are looking for a place to eat while in this part of Chesapeake, this place is worth coming to.

Photos
Winston's Cafe
Winston's Cafe
Winston's Cafe - Steamed Cajun shrimp with garlic mashed potatoes and broccoli (not pictured)

See all

Steamed Cajun shrimp with garlic mashed potatoes and broccoli (not pictured)

Buckets Bar And Grill - Wednesday Wing Day -- 50 cent wings -- Dine In Only While Supplies Last

Buckets Bar And Grill

3.9(126 reviews)
3.3 mi
$$

Wednesday Wing Day at Buckets Bar and Grill is the ticket! Just don't mind the little bit of a wait…read moredepending on the time you arrive...and you won't be disappointed! The food is good! There are seats at the bar, high tops, and tables, so just be patient and claim your place when one frees up. The servers will appreciate you. Our server, Makaya S. was amazing. She was friendly and attentive. We enjoyed our orders of traditional wings. My husband ordered his in Nashville Hot, but I opted for Mango Habanero for my flavor. Yummy! We shared fries, which were pretty good, just needed a little more salt. My husband really liked their sweet tea, but I enjoyed a refreshing Bold Rock Imperial Berry on draft! This sports bar & grill restaurant was busy, most likely due to the special on wings, but the arrival of our food orders to our table was so fast! Thanks to Buckets and your kitchen staff and notably quick servers for making Wednesday a great dining option for Chesapeake!

Came here on trivia night. It was t packed at all, but seemed to have a bunch of regulars. Anyway I…read morewas a little disappointed because the Thursday night special was a steak and they were out of it. So I had to settle for a burger. Overall the food wasn't anything special but it was decent. The atmosphere was pleasant and the people seemed to be friendly. I would come back just for the good vibes if not anything else.

Photos
Buckets Bar And Grill - Inside Buckets Bar and Grill, Chesapeake

Inside Buckets Bar and Grill, Chesapeake

Buckets Bar And Grill - House salad + grilled chicken

House salad + grilled chicken

Buckets Bar And Grill - Buckets Bar and Grill, Chesapeake

See all

Buckets Bar and Grill, Chesapeake

Cutlass Grille - caribbean - Updated May 2026

Loading...
Loading...
Loading...