Schooner Woodwind Sailing Cruises

Set sail on an unforgettable adventure with Schooner Woodwind Sailing Cruises, located in the charming city of Annapolis, MD. Offering daily cruises on the scenic Chesapeake Bay, Schooner Woodwind provides an authentic sailing experience aboard their beautiful, 74-foot classic wooden schooners. Whether you're a seasoned sailor or a first-time passenger, you'll delight in the tranquility and breathtaking views as you glide effortlessly across the water.

Ideal for individuals, couples seeking a romantic outing, or families looking for a memorable experience, these cruises allow you to participate in the sailing process or simply relax and enjoy the journey. With a ticket, guests have the freedom to explore the deck, admire the sails, and capture stunning photos of the Annapolis skyline and historic landmarks.

Schooner Woodwind Sailing Cruises is particularly popular with tourists and offers a unique perspective on the rich maritime heritage of Annapolis. The knowledgeable and friendly crew are eager to share their passion for sailing, making your trip both educational and enjoyable. Each cruise typically lasts around two hours, providing excellent value for those wanting to experience the Chesapeake Bay's natural beauty without dedicating an entire day.

Located conveniently at 80 Compromise Street, visitors can easily access the dock in downtown Annapolis, making it a perfect addition to your itinerary when exploring this vibrant historic city. Embark on a Schooner Woodwind cruise for a refreshing way to see Annapolis and the Chesapeake Bay like never before.