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Boone's Fish House & Oyster Room
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Very fun, upscale place to hang out on the deck upstairs or downstairs. In the fall/winter, it is very cosy with stone fireplace. Good for large parties/events, or informal gatherings as the upstairs has lots of high tops. Right on the waterfront!
A little pricier, but the food is some of the best. Located on the water, you can get anything from a popover to a fully steamed lobster. If you are looking for a great date night spot that isn't quite fine dining this is a great spot.
This is one of my favorite places to eat outside. They have a large deck overlooking Portland Harbor, great atmosphere, and a mix of casual and more upscale seafood options. This is an awesome spot whether you're going for drinks and an app or a full meal. They're also more likely than some other places to be able to accommodate groups.
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Indawo
86 Commercial St
Portland, ME
Waterfront District