See the Chesapeake on a Beautiful Crewed Sailboat only 15 minutes from Annapolis, 30 minutes from D.C. or Baltimore.

Annapolis boat charters, Baltimore and Chesapeake Bay boat and yacht charters. We offer customized boat / yacht charters for groups visiting Annapolis, Baltimore and Maryland's eastern shore. Blue Horizons, Woodwind I and Woodwind II, Cabaret II, Catherine Marie, Lady Pintail, Lifestyles and Entertainer.

Charter 74 foot schooner sailboat in Cape Cod and the Chesapeake Bay. Parties, corporate outings, sailing excursions, day sails.

Schooner Imagine in Annapolis, Maryland offers sailing charters aboard a classic schooner for professional groups and family reunions and weddings and corporate training programs and educational institutions and other groups. Imagine charters on the Chesapeake Bay between Baltimore and St. Michaels.

Sail the Chesapeake Bay with Maritime Charters aboard the classic wooden boat, the Howard Blackburn.

Annapolis boat charters to cruise along the Chesapeake Bay, the Severn River, Annapolis, Baltimore and the Maryland Eastern Shore. Our event designer will customize your cruise, including catering, beverage and entertainment needs. alcohol beverage catering + wa

Sailing School and yacht charters on the Chesapeake Bay in Maryland. One of the finest Maryland sailing schools & Chesapeake Bay yacht charter companies with beautiful recent model sailboats. Offering a full range of American Sailing Association sailing lessons as well as sailing charters on the Chesapeake Bay in Maryland.

Baltimore Harbor Cruises offers exciting lunch and dinner tours and corporate event Charters on the Inner Harbor.

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.