Schooner Woodwind

Sail aboard two identical, wooden 74-foot schooners that sail out of Annapolis, Maryland. Sail aboard one of our public cruises, or book a private charter for your special event. Sailing season is from April 21- end of October.

"Woodwind" specializes in 2-hour public sailing cruises, unique longer-destination cruises each month to the Eastern Shore, waterfront crabhouses and lighthouse tours.
"Woodwind II" specializes in private charters for corporate groups, company picnics, family gatherings, birthdays, reunions and cocktail parties. We also feature an interactive and challenging team building program where "guest"...

Welcome Aboard... our two beautiful, wooden 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in An...napolis, Maryland. Annapolis is "America's Sailing Capital" in the heart of the Chesapeake Bay. Help raise the sails, steer the boat, or simply sit back and relax as "Woodwind" sails from the historic waterfront, past the Naval Academy and cruises into the Chesapeake...

A 74 foot wooden schooner that sails in Annapolis, Maryland for public sailing tours, private charters, special events and overnight accommodations on the Chesapeake Bay Specialize in team building with our match racing program in Annapolis

Public Cruises Depart Daily From Downtown Annapolis. Try Our Fun Private Charters, Team Building Events, and Boat & Breakfast.