iceboat

Aha! Iceboat Gull is mentioned in a New Jersey race in this article from the New York Times, 6 January 1918. -22 January 1918 NY Times mentions a collision between Gull and Tyro in a race at Red Bank, New Jersey. Given the adjacent photo of crowds on the ice is labeled "At Red Bank", it seems likely this is the site of these photos.

Nice old gaff-rigged stern-steering sloop. This was once the most ppular design, way back when...

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the boat has an interesting design. I never seen anything like that and it doesn't look to stable if there were heavy winds.

The third class Gull was built specifically for my great-great-grandfather, Daniel V. Asay, by Joseph Lake. I haven't yet discovered the exact year it was built but it was mentioned in an article in the Red Bank Register in 1906. He sold it in 1917 to Robert Johnson. Daniel Asay lived in Red Bank, N.J., and sailed on the North Shrewsbury River.

The Albertina of the Red Bank Steamboat Company can be seen at left in the distance

Hi, I'm an admin for a group called Vintage New Jersey, and we'd love to have this added to the group!

In it's winter mooring, the steamboat Albertina or the Sea Bird offering a better vantage point. A great view for a steamboat fan.

Hi, I'm an admin for a group called 1-2-3 NJ (post 1 image, leave 2 comments), and we'd love to have this added to the group!

Hi, I'm an admin for a group called Vintage New Jersey, and we'd love to have this added to the group!

Ice Yacht (or Ice Boat) Tyro shows up in a couple of NY Times articles:
-17 January 1920
-13 December 1915--mentions that owner is Thomas Henry Grant.
-22 January 1918 NY Times mentions a collision between Gull and Tyro in a race at Red Bank, New Jersey. Given the adjacent photo of crowds on the ice is labeled "At Red Bank", it seems likely this is the site of these photos.

A recent reference mentions the Tyro, appears to be the same yacht--Fond Memories--January 2002. Remarkably, the correspondent, Robert Clark II, says (no date given) that:
My family still has the Tyro and we wait patiently for the ice to set up in the flats each year.

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Hi, I'm an admin for a group called Vintage New Jersey, and we'd love to have this added to the group!

Yeah I was going to guess Red Bank as well - a lot of my research on my hometown a bit farther south of there in the New York Tribune microfilm files at the New York Public Library from 1914-1917 crossed paths with many such photos from Red Bank.