Am I biting off too much to chew?

[Reel Love]

This thread applies mostly to solo's, cruising couples or those of you who have owned/cruised a mono-hull vessels 45' or larger.

I am 65+, and power boated most of my life. I own a powerboat now and use her offshore a lot to fish. I know how to sail, but not well.

I always wanted to sail around the world, but work, kids and wife precluded that dream. I am finally in a position to pursue the dream. I am presently in school to obtain the proper certifications to qualify for internationally required licenses. I also plan upon hiring a Captain for hands on training too.

I have noticed that well maintained premium name plate sailing vessels 25+/- years old in the 45'- 60' range are very attractively priced at 20%-25% of what they originally cost new. I located a few mid 50' cutters that are within my budget. They all appear to have roller furling and electric everything so I do not believe that my age should be a major factor in sailing the vessel, with believe being the operative word.

Query: Am I biting off more than I should? This vessel would be my first sailing yacht. I have looked at many vessels in the 42' to 48' range and for a few dollars more I can be in a 53'-57' boat with a ton of room that appear to be easier to sail with all the comforts of home.

Thoughts please. I thank everyone in advance for their constructive comments.