Are there any cruises on actual old-timey sailboats?

Are there are any cruises on actual old-timey sailboats?

Or is this all privately done?

Yes.

Windjammer Barefoot Cruises used to, but they went bankrupt in 2007. There are tall ships used for sailing classes like the Picton Castle. More info on tall ship adventures: http://www.squidoo.com/sailtallships

Short term or long? I know of a couple that last for about 3 hours.

For long term? Calling Robot Arm

Be sure you pack enough clothes for three years.

Last summer, we did a cruise on the Nathaniel Bowditch thru thisorganization. It’s a beautiful area and I I would recommend against going on the Bowditch, but there are many others which are much nicer. Feel free to email me if you have any questions. I had a good time and I’d do it again, but I think I’d rather go on my own boat.

And a big chest full of money.