80 Compromise St, Annapolis, MD 21401, USA
As Authentic as (Tourist) Sailing GetsNext time you're in Annapolis, skip the cheesy harbor cruises, and instead head for the Schooner Woodwind. Offering two-hour sailing cruises that allow guests to actually perform some duties on the boat, the experience is much more authentic than simply cruising around on one of the other yachts. While the Schooner's cruises still feel somewhat geared toward the tourist group, you'll find locals on many cruises as well, especially summer sunset cruises. There's simply no better way to get a feel for the Chesapeake region's natural beauty.