BaySail School of Sailing
Havre de Grace, Maryland
| (410) 939-2869 |

BaySail’s teaching philosophy is to ensure that the student gets as much time behind the helm as possible while making certain the experience is fun, educational and above all increases one’s passion for sailing.

BaySail classes are taught on sailboats ranging 22 to 38 ft., that are sized to accommodate the recommended boat length for the level of certification attained. In addition, BaySail offers a three-day course option for all levels ensuring the student has ample time at the helm.

BaySail has a team of certified instructors, many whom have been awarded by ASA for ‘Outstanding Instructor of the Year’ award.

BaySail is located at the top of the Chesapeake Bay in historic Havre de Grace, Maryland. Our location is a short ride from Baltimore and Philadelphia. The harbor at BaySail is excellent for learning with protected waters and consistent winds. The facilities are very comprehensive with two classrooms, a marine store, and several quaint bed and breakfasts within walking distance to the marina. Take a stroll down Washington St and enjoy a variety of shops and dining options.

BaySail’s focus is instruction and offers scheduled small classes and Private Instruction options on our boats or our client’s boats that can be reserved by contacting us.

American Sailing Certifications Offered

ASA 101, Keelboat 1
ASA 101, Keelboat 1
Learn to skipper a 20' - 27' sloop-rigged keelboat by day, in light to moderate winds and sea conditions. Learn basic sailing terminology, parts and functions, helm commands, basic sail trim, points of sail, buoyage, seamanship and safety including basic navigation rules to avoid collisions and hazards.
ASA 103, Basic Coastal Cruising
ASA 103, Basic Coastal Cruising
Learn to skipper a sloop-rigged auxiliary powered 25'-35' keelboat by day in moderate winds and sea conditions. Learn cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather, safety and seamanship.
ASA 104, Bareboat Cruising
ASA 104, Bareboat Cruising
Learn how to sail a sloop-rigged, auxiliary powered 30'-45' sailboat during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about provisioning, boat systems, auxiliary engines, advanced sail trim, coastal navigation, anchoring / mooring, docking, emergency operations, weather, and more.
ASA 106, Advanced Coastal Cruising
ASA 106, Advanced Coastal Cruising
Learn to safely act as skipper and crew of a sailing vessel about 30 to 50 feet in length in coastal and inland waters, in any conditions.
ASA 118, Docking Endorsement
ASA 118, Docking Endorsement
Learn basic docking skills for boats with single inboard or outboard engines. Discover the basic theory and hands-on techniques needed to dock and undock boats in an efficient manner and without damage or injury.

Other Services Available

  • Women Only Courses
  • Private Courses
  • Weekday Courses
  • Weekend Courses
  • ASA 'Challenges'
  • Day Sail Charters (public)

Sailing School Reviews / Testimonials

  • Wonderful staff, great boats, top of the Chesapeake Wanting to learn how to sail for some time and researching sailing schools on the Chesapeake I decided on Baysail. I could not have made a better choice! "..."[read more]

    Scott Coster - ASA 101, Keelboat 1

  • Great introduction to sailing My husband and I recently took the ASA 101 3 day course in August 2014. It was a great experience, as not only did we pass the certification so we could rent a sloop later on but we got a real chance to practice "..."[read more]

    Helen Muth - ASA 101, Keelboat 1

  • Bay Sail was a terrific experience. I have completed 2 sailing courses in as many months. The experience from both these courses, Basic and Coastal Cruising, resulted in confidence, as I prepare to take a Charter and act as Captain of my own vessel. [read more]

    Thomas Brown - ASA 103, Basic Coastal Cruising

  • I researched extensively over the winter where I would take my sailing lessons. After determining that I wanted my investment in learning to sail recognized worldwide, I narrowed my search down to two American Sailing Association certified schools.

    Kevin Riefenstahl - ASA 101, Keelboat 1

  • Just finished ASA 101 with captain bill and loved it. My wife and I took the course together. The course was great and the two days were action packed while teaching us the foundations we need to enjoy a lifetime of sailing. "..."

    Tom Perich - ASA 101, Keelboat 1

Contact Information

BaySail School of Sailing

Address 100 Bourbon Street, Suite DHavre de GraceMD21078United States
Phone (410) 939-2869
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