Complex sentence: On Sept 20, Thomas Drummond set sail from New York in the sloop "Ann of Caledonia", (formerly the "Anne"), picking up another fully supplied vessel ("The Society") on the way.
Split into simpler sentences: On Sept 20, Thomas Drummond set sail from New York in the sloop "Ann of Caledonia", (formerly the "Anne"). Picking up another fully supplied vessel ("The Society") on the way.