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50 ft. liveaboard sailboat, $32,000 (but accepting offers)
As a sailor I'm not crazy about center cockpits, little insettling stepping over the coaming in the dark at speed 30 miles from shore.
This one looks like a fixer upper and it's already in the Caribbean. 
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http://cgi.ebay.com/ebaymotors/Sailboat-50-feet-fiberglass-Caribbean-ocean-eater-p...
money pit 
B.O.A.T. Break Out Another Thousand.
A boat, any boat, is a hole in the water, into which you throw money.
Every boat is a bottomless pit.
Why don't you pick up a cheaper hobby, like racing Porsche's?
Don't listen to them. It is just a wooden thingy with like 3 moving parts - it does not even need a motor. How expensive could it be?
The older I get, the less boat I want. I've been looking at these a bit:
Javelin wrote:Every boat is a bottomless pit.
Why don't you pick up a cheaper hobby, like demolition-derbying Porsches?
FTFY.
I keep threatening to buy a Hobie cat and put a tent on the tarp for overnighting. Cats are fast, much more fun to sail than single displacement hulls.
Hobies are also (relatively) cheap.
Have to dig up the thread from 6-8 months ago about someone wanting to live on a boat in Maryland. In it was a great link to a great hour long video of some young ones living on a sail boat for a long time.
The fantasy of a sail boat like that is very alluring, apparently nowhere near the reality. Doesn't stop me from thinking about it, though.
... and be this guy
If you could find a cheap garage to rent for your cars, it might be a good way to avoid mortgages and property taxes. You wouldn't even have to leave the dock. 
We saw a boat very similar to that one with what looked like a bunch of adopted kids on it. All ages/races. I'm not sure I ever saw an adult on board but there must have been 15-20 15 and under aged kids running around, jumping off the top and swimming. Once they anchored up in the cove we were in. The guardians of the group must be really laid back to deal with that many kids in that small of a space.
Keith wrote:I keep threatening to buy a Hobie cat and put a tent on the tarp for overnighting. Cats are fast, much more fun to sail than single displacement hulls.
Hobie 21 offers a kind of pup tent thing that goes between the pontoons ahead of the cross bar. If I were camping, it would be in a Stiletto 30. Youcan hit the shallows, run it up on a beach in time to out move a storm and I saw someone water ski behind one near Annapolis!
Keep buying them Lottery tickets.
Of the three choices, I think "bottomless pit" comes closest.
Keith wrote:I keep threatening to buy a Hobie cat and put a tent on the tarp for overnighting. Cats are fast, much more fun to sail than single displacement hulls.
Hobies are the Miata of the sailboat world. That, or Sunfish.
Here is mine: http://www.cardomain.com/ride/861835/1992-mazda-miata-mx-5/page-4#8618350013
That was a long time ago. Both the Miata and the Sunfish have been rebodied since that photo.
Joey
In my bachelor days, I wanted a small sailboat to live on. Was going to get a P.O. Box and buy a little 1 bed, little stove Love Boat and ride a bicycle into work. Dont know if it would have been a good idea or not..
I've always looked at those, and I figure a boat is a way to attract more of them.
bludroptop wrote:The older I get, the less boat I want. I've been looking at these a bit:
Boats make airplane look affordable.
joey48442 wrote:Keith wrote:I keep threatening to buy a Hobie cat and put a tent on the tarp for overnighting. Cats are fast, much more fun to sail than single displacement hulls.
Hobies are the Miata of the sailboat world. That, or Sunfish.
Here is mine: http://www.cardomain.com/ride/861835/1992-mazda-miata-mx-5/page-4#8618350013
That was a long time ago. Both the Miata and the Sunfish have been rebodied since that photo.
Joey
I would have said the Laser is the Miata of the sailboat world simply due to my impression of them - I'm a windsurfer who is peripherally aware of sailboats, not a sailor. Popular like Spec Miata for racing. And Lasers plane too! I don't know the Sunfish myself.
But there's nothing like flying the hull on a cat. Wicked fun.
I used to work for a yacht maintenance company and w handled a lot of large sailing yachts. The nice thing about a boat is that you don't need to run very far to get away from it.
Snowdoggie wrote:If you could find a cheap garage to rent for your cars, it might be a good way to avoid mortgages and property taxes. You wouldn't even have to leave the dock.
California will charge you property tax on your boat. 
The craigslist for tampa st pete tarpon new port richey florida hot bed for cheap sailboats
monark192 wrote:Snowdoggie wrote:If you could find a cheap garage to rent for your cars, it might be a good way to avoid mortgages and property taxes. You wouldn't even have to leave the dock.
California will charge you property tax on your boat.
Kinda depends on where it is registered. I know a lot of boats in NJ are registered in Deleware
