Sloop Boats for Sale in Chesapeake

Sloop boats in Chesapeake, VA offer the perfect blend of classic sailing and modern performance on the scenic Elizabeth River. Whether you’re seeking a new or used sloop, our listings feature top-quality vessels ideal for cruising or racing in the Chesapeake Bay area. Popular models sell quickly during peak sailing season, so act fast to secure your ideal boat. Explore options nearby in Norfolk or Portsmouth if you don’t find what you want right away. Don’t miss out on owning a sloop boat that’s perfect for local waters and weekend adventures.