I have a 2005 Hunter 36 that I bought in 2007. I sail in the upper Chesapeake Bay. I think it's a great boat. I think most traditionalists will like the top loading fridge/freezer, but I like the front loading one. Yes, there's not as much space in the fridge (though there is quite a bit) and definitely not as much freezer space, but my wife and I like the easy access. It's basically the same boat, but for a few subtle differences. As you've heard from others, there are the jib winch locations, the lower braces against the mast on the 356, and I think the stern storage lockers are a little different between the boats. I think the 356 are a little higher and open from the side, the 36 open from the back. One thing that the 356 has that the 36 doesn't is another set of stainless steel handrails near the front of the coach roof, on each side of the forward hatch. It's a small thing, but it's nice to have something besides the lifeline to hold onto when you're moving toward the bow, especially an inboard handhold. It also makes it easy to secure the dinghy and lash it down in front of the mast. The 36 doesn't have those forward handholds -- no idea why Hunter would have done away with them there. Dumb. On the interior, the main difference is the galley. I like the dish storage and the front loader fridge. I do wish there was more drawer storage like on the 356, but there are trade-offs. I like the dinette table better on the 36 than the 356. I don't like the "tray" in the middle of the table that takes up table space, plus when you lower it into a bed or lounge, it's not as big as on the 36. Also, the 356 has overhead teak handrails in the ceiling, versus the 36 with handrails integrated just below the side windows. Again, that's no big deal either way, just a difference. Those are the main things I can think of. Overall, my 36 has been a great Bay boat. The only thing that doesn't work is the fresh/waste water gauge. It's the rectangular one with "HUNTER" on it and LCD bars. The power light goes on, but no bars anymore. I don't know if it's the sensors/tape on the tanks themselves or if there's an issue with the unit on the panel. I haven't really worried about it because we mostly just do weekends on the boat. With an inverter and a quiet flush head, the only thing I don't have on the water is AC/heat, but we won't go out on the hook if it's super hot or frigid. Simply put, the 36 works great for me! I only wish I could have afforded the 38!!