Here is what it looks like when a $10K, low-tech, 35-year-old J/24 planes past your $300K Open 60-styled boat incorporating all the lastest technology and electronics (different race, same conditions and same effect): Miles River Race onboard a J/24, May 25, 2013 - YouTube
The $20K 30-year-old Hobie 33 would also spray you with its bow wave as it passed you...
I continue without understanding your point. If your point is that 30 year old boats are as fast as today's boats or even close...well what can I say, Wolfie in another thread is saying the same regarding 70 year's old boats and you are as wrong as him.
For any comparison to make any sense you have to compare similar types of boats. What is the sense of comparing and old high tech (at the time) and very expensive (at the time) racer cruiser (much more racer than cruiser) with an inexpensive mass production boat like the Jeanneau 409? True, the Jeanneau is faster, at least in most conditions, but then it is also a bigger boat.
If you want to compare the Hobie 33 compare it with a modern boat of the same size and type, for instance the JPK 10.10. Not much of a comparison, the JPK will smoke the old Hobie upwind, downwind in weak or stronger wind and not by a little but by a lot. have a look at one going downwind:
No, this is not a downwind boat, it is a IRC champion, the boat wins upwind or downwind and contrary to the Hobie 33 it can be also a winner solo sailing, able to go fast on autopilot. The boat has also a much better cruiser interior than the Hobie and much more interior space.
Regarding prices how can you compare prices of new boats with 30 year old used boats? But if you think that you can race effectively an old Hobie without a complete overall of the boat including new sails you are wrong...and then the boat will not cost $20K anymore and the money you have "invested" would almost all be lost when you sell the money...for $20K.
An interesting article about that:
"The first production ultralight displacement boats are turning 30 years old, and that means their price is finally down in the ultra-affordable range. I bought a 1986 Hobie 33 in New England for $23,000, dreaming of 20-knot surfs and front-of-the beer-can-fleet finishes, but its ancient sails and knotty foils needed replacement or repair, as well as some other standard old-boat touch-ups.....The worn deck is just one of the tired parts of the boats. The halyards have another year or two of life, and the sheets are dirty but serviceable. The wood parts of the cabin sole need refinishing, and the cushions need recovering or replacement, but those items can wait. This year, my family has an appointment with the front of the fleet."
Total cost, even without recovering the interior or the worn deck : $37,796
I wonder what would amount a proper boat recuperation
and what would be the resale value of the boat after that.
And james, a JPK 10.10 does not cost $300 000