Join Date: Feb 2011
Location: DFW Metroplex
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Wherever you're living now....mark off an 8' x 20' space....pointed in the end 6'....and try to live in it for a week. You can only interact with whatever you can fit in that space. That's your 29' boat.
If I were going to live aboard full time, I'd have to have a 36' boat at a minimum. Preferably 38-42'. It would need heat/AC, hot water, shower, and at least 6'4" of headroom. (I'm 6'3) I'd also need a slip with power/water, wifi, laundry facilities, cable TV hookups, and marina services such as maintenance folks, mechanics, pump out boat, fuel dock, parking....
This is of course, assuming I'm not retired and out cruising the world, but have a regular full-time job. If you're independently wealthy and don't have a job, that changes things a little. You probably wouldn't be looking at a 29' boat either.
Learning to sail her is the least of your worries at this point.
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1982 Catalina 25 #2897
Eagle Mountain Lake, Texas