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First off, I give compliments to the pictures they have posted on their website. Unfortunately, its not what you get. The chairs are plastic and the deck does not look as nice as in the photos.
Next, the service is lousy. We waited more than 30 minutes for drinks when we first arrived, and actually had to ask twice for the waitres to be sent over. After ordering a simple bottle of wine - Kendall-Jackson Chardonnay - it took another 15 mins for the waitress to come back and say it wasn't available. She offerred another selection which wasn't on the wine list and when asked how much it cost she didn't know. It took her another 10 mins to tell us it was double the price.
We were a party of six and the patio was not busy. Repeatedly, one member in our party kept not getting his drink/food at the same time as everyone else. I asked for stuffed lobster with shrimp and got it stuffed with crabmeat. We didn't even get an apology when we said something, even the manager just gave an excuse rather than a simple sorry and offer to make good.
Except for the lobster, the food is mediocre at best. Everything is very salty and all the other seafood was breaded - no choice and nothing mentionned in the menu. You can definitely do better elsewhere on City Island. $400 for six with mediocre food and lousy service is not worth it.