1. Make sure it's something I enjoyed and wanted to in retirement
We are beginning to search for boats now, and if we can swing it financially, get something to work with before doing the live aboard.
2. Have 5 years to make the boat my own before cutting the cord of steady income.
My plan if we can, swing it, is watch for openings, work-wise, in the south (i.e. Gulf Coast or Atlantic) so we can test out things before retirement age.
I'm glad I did it that way because I found it gave me 5 more years to enjoy the boat while prepping for retirement and gave me a good benchmark for costs and complexities like maintenance and learning safe operation. I found this forum invaluable in both areas.
Tell us more about your intended uses. Do you like to fish or dive?
We want to learn to dive.
How many aboard? 2 most of the time
Want to be able to sleep numerous guests? sometimes
Lots of variables in picking the 'just right' boat.
Yes there are.
In the meantime, here's something in your neighborhood to wet your whistle.
Jefferson Beach Yacht Sales (St. Clair Shores, MI)