Sailboats and sailing in general have to be listed as one of the very coolest things a person can do on earth. Really, who doesnt enjoy the blowing sea air and thrashing of the waves while sailing over deep blue waters?
Of course sailboats come in many sizes and variations of comfort, but as long as you can hit the waters with the wind at your back who really cares? My first sailboat was a 23 foot Ranger and I have never looked back.
Today, if you can afford it, a sailboat can encompass all the luxuries of home if not more. Heck, if you have the money, why not have a full time staff that are ready on demand to take you away to the most beautiful islands in the world!!