Our story is a little different, but based on the do it now theory. I am a physician, so I saw the death and infirmary which came often way too young. We had a break in our lives, where we felt it was "The time, just in case" to do a significant cruise. We took 4 years out of our lives to cruise Calif to Europe and back when I was 45 to 49 years of age, and my wife about 8 years younger. It was prime earning years, but the loss was better than never having done our dream. My family history was heart attacks at age 50 in most males.
We came back--and I had my first heart attack at age 50. If I had not been in the hospital having tests done, I would have not survived the total occlusion of my left anterior descending coronary artery. It just happened that the only cardiologist doing angioplasties at that time in Long Beach, CA. got to me in about half an hour. Down the line I have cheated the devil a number of times and am still active at age 85 after 2 bypasses, multiple stents and angioplasties.
Partly because of health issues (failed back) I retired at age 56, and we were able to cruise Alaska for 4 seasons, plus a 3rd transit of the Panama Canal to bring us to Pensacola, fl, where we have lived for the last 30 years. If we had not taken the trip to Europe when we did--it would have never happened.
By the grace of God, I have lived to age 85, and at last have to give up any major boating, even running a 25' C Dory, as we cruised many of the inland rivers and lakes in our older age.
I say do it while you can! You never know what comes next both in health and wealth. You don't have to spend $ a million or ever $400,000 to find a satisfactory boat. In fact we feel that a boat which needs work, and you put in the systems is more desirable. If you built the system, you can fix the system when it breaks (as it will). When cruising we lived a frugal life, living on the local economy, anchoring out, and avoiding marinas most of the time.