From being in the marine industry, typically the builder has 2 price's, an msrp and a boat show price. The msrp is what the dealer sets forth as a suggested price, but the dealership can sell it for more or less, but their profit will be effected. Builders like their dealers to seel boats at their msrp but we all know that doesn't occur, there is supply and demand. Freight differs upon location, as well as the volume the dealer takes in. I believe top dealers get a different price then smaller dealerships since they move more product. The boat show price is what is to be allowed at boat shows, but often dealerships might be given the ability to go that low to make sales either with permission or when they really need to move boats, some builders do not like that and if it happens too much might not deal with them, other builders don't care as long as each dealership orders and pays for their set amount of boats they are required to take in a year. From what I've seen, most Grady dealers in an area are competitive with pricing, and all will go below msrp....nobody pays msrp for a boat, especialy right now with the economy. There is a decent mark up on boats and lots of room to negotiate. On left over's, you will get a better deal, dealerships typically take 6 month or 1 yr loans to buy the boat and hope to sell it before that time so they don;t pay huge interest, that is why you often see a particular boat offered for less then others, car dealers do this too...ever seen a car offered for thousands less and only 1 available at that price...that's why, they need to sell asap or they will start to lose money and either pay for it in full, pay lots of interest, or have to get more for it so they try to move it before the loan is up.
The difference in the msrp between the 2 boats might be the list of options, electronics, Outrigger's gen and other options make a huge difference, as well as popularity of a model More popular models will not come down as much, being that the sailfish is discontinued and many would rather have it over a chesapeake, they might not go as low since they have you stuck if you want one.