The Hesper was a 19th-century Boston pilot boat built in 1884, designed from a model by Dennison J. Lawlor as a Boston yacht and pilot-boat for merchant and ship owner George W. Lawler. She was known to be the largest pilot boat under the American flag at 104 feet long and the fastest of the Boston fleet. She competed in several first-class sailing races, and in 1886, the Hesper won the silver cup in what was known as the first Fishermen's Race. She was withdrawn from the pilot service and sold in 1901. The Hesper became a wreck on the point off Cape Henlopen in 1919.