The Island Blossom is a Chesapeake Baylog canoe, built in 1892, by William Sidney Covington in Tilghman, Maryland. She is a 32 ft 7.5 in (9.944 m) sailing log canoe with a beam of 6 feet 7.5 inches (2.019 m). Double-ended, her bow is sharp with a straight, slightly raking stem and a longhead, and she has a sharp stern. The canoe is privately owned by the family John C. North II, descendants of Mr. Covington, and races under No. 9. She is one of the last 22 surviving traditional Chesapeake Bay log canoes, carrying on a tradition of racing on the Eastern Shore of Maryland that has existed since the 1840s. Skippered since 1999 by Corbin Penwell of St. Michaels, Maryland, Island Blossom has won a record seven consecutive High Point trophies for the fleet's overall season winner, finishing first overall from 2009-2015 to top the record originally set by Doug Hanks Sr., also aboard Blossom, between 1981-1986 and matched by Tyler Johnson on Persistence from 1998-2003. She is located at St. Michaels, Talbot County, Maryland.