Greg MacKay watched the sun go down over Boston Harbor and Logan Airport from Castle Island.
Copyright Greg MacKay. Tagged as universalhub on Flickr.
Do is Greg related to Donald?
That was my first thought as well. It's always annoyed me that the McKay monument is in Southie when McKay lived and built his ships in East Boston.
...sits in the Bremen Street Park over at the Airport T stop. Walk into the Park from the station and take a left. Piers Park (continue on the Greenway until you hit the water and take a left -- it'll be on your right) has a picture of the Flying Cloud in the little pavilion thingy.
MIT's Hart Gallery includes several models of his ships, including a really lovely one of The Flying Cloud. The gallery is small, but open to the public, and located in Building 5, which is easy to find - go in the main entrance at 77 Mass Ave, make an immediate right turn as soon as you enter the lobby, and walk down that corridor to the gallery (this will also take you right past the visitor's center as well).
They only have a few dozen models on display at any time, although the whole collection is about ten times that size. I'm pretty sure that The Flying Cloud has been part of the public display continually since the 80s.