1. Chesapeake Bay Charters - A Family Sailing Adventure

    Beacon Marina
    255 Lore Road, Solomons, MD 20688
    Phone: 443-963-9463  Email Chesapeake Bay Charters
  2. Chesapeake Windsail Cruises

    4165 Mears Ave., Chesapeake Beach, MD 20732
    Phone: 855-561-8810    Email Chesapeake Windsail Cruises

    Chesapeake Windsail Cruises is a beautiful way to enjoy all the splendors of the waters of the Chesapeake Bay, the Cliffs of Calvert or the beautiful environment of the region, all during a wonderful 2 ½ hour cruise on the Chesapeake Bay.

    Chesapeake Windsail Cruises Website

  3. Dee of St. Mary’s

    Located at the Calvert Marine Museum dock
    Phone: 410-326-2042, ext. 41    Email Dee of St. Mary's

    The skipjack Dee of St. Mary’s was built in 1979 in Piney Point, Maryland, and initially used for oystering. The vessel became part of the museum's permanent collection in 2016. The Dee is primarily used for educational sails and is also available for public sails and private charters.

  4. Sail Solomons

    245 C St., Solomons, MD 20688
    Phone: 410-326-4917  Email Sail Solomons

    At Sail Solomons, we are dedicated to providing you an exceptional sailing experience. We offer top-quality sailing instruction and luxury yacht charters on the Chesapeake Bay. Our experienced Captains are available for instruction, charters, deliveries and marine consulting.