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The Privateer 26 and Privateer 35 were designed by Thomas Gillmer. He designed big schooners. The pride of Baltimore 1 and 2, Lady Maryland. I believe the Privateers were his only ventures into personal boats.
They are small inside. The privateer 35 has about as much space inside as a modern 30' boat would have. The main reason for this is both the privateer 26 and 35 are about 2 feet narrower when compared to other boats of similar length.
As for sail setup... All the privateers were sent from the factory with a normal ketch or cutter rig sail plan. Just as easy to sail as any other boat. I sail my privateer single handed 99% of the time. An owner of a privateer 35 I know sails single handed much of his time on the boat.