Located at the southernmost tip of Talbot County, Tilghman Island is a three-mile long stretch of lowland nestled between the Bay and the Choptank River. Although settled in 1707, an excavated archaeological site on the island proves that humans have lived in this area for more than 13,000 years. This is waterman territory, marked by the crowd of rugged skipjacks, clam boats, and buyboats in Dogwood Harbor. You too, can take to the Bay on one of the many fishing, hunting, or sailing charters – there’s even a lighthouse tour cruise. Kayaking, or canoeing more your speed? On-island ecotour guides will be happy to show you around the island or if you prefer to venture out on your own, pick up a Tilghman Island Water Trail map. Phillips Wharf Environmental Center and the Tilghman Waterman’s Museum offer the opportunity to learn about the island and Chesapeake Bay lifestyles. Island restaurants feature fresh local seafood and produce with outdoor or indoor dining venues.