First boat: considerations on smaller dingy vs keelboat?

Posted by band-of-horses@reddit | sailing | View on Reddit | 50 comments

I'm struggling with what direction to go on a boat, wondering if anyone can give some advice based on their ownership experience...

I took my ASA 100 in a J24. It seems like a boat like that could be singlehanded but might be a bit much, but perhaps sailing with only the main or with a self tacking jib could be manageable. However, I also have a vehicle that can only tow 2000 lbs and it seems like a small keelboat will likely be over that. Our local reservoir drains in winter so I'd have to haul from the marina to storage and back.

I've also looked at some smaller boats, like RS Venture, Beneteau First 14, Weta Trimaran, etc. These have some big benefits in that my existing car could tow it, I could store it in my garage, and I could explore different lakes and bays instead of just parking at a marina. However it makes going out sailing somewhat more of an ordeal having to rig things up, and it's not going to be as stable or roomy. Also some of these are not as readily available used and are fairly spendy new whereas 20--30 foot keel boats can be found used for $3k pretty easily.

Some considerations:

Any advice is appreciated!