I have used IYC many times. The last time was 2 years ago when we took a 465 which is very similar to the 485. The build quality of the boats is outstanding as is their performance in brisk conditions. They are quite comfortable below. With the full keel they may not be the fastest monohull around but properly trimmed with the staysail they are not a slouch. I recall talking with co-owner Skip King (recently deceased - RIP Skip) in the past and he was winning or placing very well in local races saining them.

Probably the best 2 sails of my life were on the 465 from St. John to St. Croix and back. Fifteen knots on the beam and making hull speed each way.

Plenty of restaurants and a good market in Red Hook. Leaving from there you can be on the north side of St. John in an hour or so pending conditions.