Join Date: Oct 2009
Location: Gloucester, MA
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Are you looking to be a paid crew member, an apprentice, or a passenger/trainee? This has a lot to do with your experience level.
There are a handful of tall ships around that you can sail on although the number does go down significantly in the winter. If you really want to play with square sails, some boats to look at include the Picton Castle, Niagra, Europa, Tole More, etc . If a square topsail schooner is interesting, check out Pride of Baltimore, Lynx, Shenandoah, Californian, etc. If a schooner will do, there are a ton to choose from including any of the boats in the Maine Windjammer association, Zodiac, Adventuress, Roseway, Alabama, Liberty Clipper, Spirit of Mass, Harvey Gamage, etc. I would recommend looking into ASTA to get an idea of what the boats are and what they do. If you are willing to do day sailing, that also opens up a lot more possibilities but there are downsides.
There is no shortage of boats and they are not hard to get on if you show that you are a quick learner and hard worker. If you have any questions on a specific boat, one of us who used to work on these types of boat might be able to answer it.