We will be shooting all over the place on the vague description provided. Reading Larry and Lin Pardey's book "The Self-Sufficient Sailor", if you are taking up life long cruising, the choice would be very different than crowd watching as Gunslinger and James point out. No sin in choosing either, just be honest with yourself. There are (the majority?) of people who buy sailboats as a weekend getaway and use them about five times a year. A shame, but it's their money
Provide what you plan to use the boat for and the experience and insight I found on this forum is fantastic (even when they disagree). Also, unless you really mean "money is no object" pick a dollar figure. Are you really willing to spend $5 million on a boat?
I have found the dollar figure breaks out along this line (at the low end)
<$50,000, $50,000-100,000, $100,000-250,000, then it gets expensive.
While we sailed dingies for years moving to a cuising boat, also made me appreciate the "boat unit." (a part that costs $10 on a $2000 boat, seems to cost $100 on a $100,000 boat.) I don't know why it is true but it just seems to be.
Help them, to help you, by telling us what you want to do with it. Also remember we all have opinions and risk factors that drew us to our own boats.