The only waterview place to eat that I can think of in Chatham is the Fish Pier. You can get take out at the window but then you have to make your own seating, though there is a long bench against the building. It's amazing, I think, that there is so little waterfront dining.
Also, in between your two destinations, you can check out Liam's for lunch on Nauset Beach in East Orleans for a surprising variety of items including seafood of course and you will picnic at one of their tables in the sand or go on down by the ocean and sit on your beach blanket. Have a yummy time.
For Provincetown restaurants with great water views that are delicious for dinner -
The Mews (request downstairs and it's like sitting on the beach)
The Red Inn - great atmosphere and views but pricey
Fanizzi's by the Sea - great family restaurant litteraly on the water
Lobster Pot - certain seats towards the back of the restaurant
Ross's Grill - located on second floor of Whaler's Warf
Bayside Betsy - decent nothing to rave about food
In Provincetown, I'd strongly suggest avoiding the Surf Club (right by the wharf), as the food is mediocre and the service is horrible. I find the Lobster Pot too smash-n-grab tourist trap for my tastes, although their food is decent to good. Ross' Grill has a gorgeous view of the bay, with pleasant atmosphere & service. The Red Inn is a bit more posh, and in a beautiful historic building with a spectacular view. It's not cheap, but it is romantic. The Mews is the best vote for food, view, service and atmosphere, if you want the water view. If you can forfeit the view, Front Street, Victor's and Cafe Edwige are all excellent.
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