Join Date: Aug 2003
Location: Long Island, NY
Thanked 66 Times in 61 Posts
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In the summer of 2007 I did a Mt. Sinai to Montauk trip. I timed the tides right and did 54 miles in 8 hours, for an average of about 7 kts. There was very little wind so I motorsailed most of the trip. In my boat ('day 35) I can motor at 6-6.5 kts all day long.
So going from Mt. Sinai to Shelter Island would be about the same distance. It would be a long day, but definitely doable.
It's shorter from Glen Cove to Mt. Sinai, so you could go to Mattituck, but at Mattituck you will have a long trip up the river to the harbor. Mattituck gets very shallow and if you use the tides correctly, you will arrive at Mattituck at low tide. I was there in 2006 and saw 3.5' on the depth finder in the middle of the channel. Fortunately, my boat draws 4' and the transducer is 2' below the water. If you have a deep draft boat I would skip Mattituck.
If you are just looking for a place to spend the night, Mt. Sinai Harbor would be a good choice. It's easy to get in and out of, and it's a very short trip from the Sound to the harbor (about 5 minutes). The downside is there is almost nothing there. Ralph's Fishing is there if you want some quick food and simple heads, but that's it. If you need provisions (I don't know why you would on a 2 day trip, but who knows) then consider Port Jeff or maybe Milford on the CT side. The downside for those is a much longer trip (20-30 minutes) into and out of the harbor. If you want to anchor then maybe going to Milford would be your best choice. It's about the same distance as the Long Island side marinas.
Deep Blue C, 2002 C&C 110
Mt. Sinai, NY
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