Is Sheboygan a popular destination for water sports like kayaking and sailing?Home / Sheboygan Q&A / Is Sheboygan a popular destination for water sports like kayaking and sailing? Sheboygan Q&A ByBrian Bateman August 11, 2023 ShareYes, Sheboygan is a popular destination for water sports such as kayaking and sailing, with access to Lake Michigan and the Sheboygan River.