Grand Cayman has no shortage of great dining options and I would encourage anyone visiting to leave their hotel and do some exploring. Trip Advisor does a nice job of listing a wide selection of dining options. One of our more extravagant meals on the island was at Calypso Grill. If you decide to go, request a table outside overlooking the water. For this New Englander, dining outside by the water in February is a rare treat and added to my dining experience.
As much as I enjoyed Calypso and some of the other places, it was two of the more casual dining establishments that Sergio and I enjoyed the most. Neither of these places are by the water so if that is a must then simply bypass these options. For visitors coming by cruise ship the first option is within walking distance of where you will disembark and is called Bread and Chocolate. This tiny, hole-in-the-wall restaurant serves delicious (vegan) food and is a favorite among locals. I had no idea eating vegan was so delicious.
The other restaurant I wanted to give a shout out to is Cimboco. It is located just a few minutes by car from The Westin and Ritz Carlton in a small strip mall that also has a burger shack, smoothie store and coffee shop. Cimboco hosts a $5.00 breakfast Monday thru Friday from 7:30 – 11:00 am that is tough to beat. Additionally, they make delicious sandwiches and pizzas (I’d recommend trying the eggplant pesto pizza) all very affordable.
While there were many more options, I thought I’d limit this post to three of my favorites: Calypso Grill, Bread and Chocolate and Cimboco. For more dining tips check out Trip Advisor rankings or contact me, and I’d be happy to share a few more suggestions suitable to your taste, price range and near where you will be staying.



