BaySail School and Yacht Charters
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 our late model fleet of sailboats 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 over a dozen dedicated instructors many whom have been awarded by ASA for ‘Outstanding Instructor of the year.

BaySail is located at the top of the Chesapeake Bay in 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 hotels within walking distance to the marina.

BaySail offers boats for charter and excusive discounts for students after the complete each course.

BaySail offers all students to join an exclusive group ‘BaySail Buddies’. Members are invited to a monthly evening sail and special members events. Members also can network with other members to find crew via the exclusive online group webpage.

BaySail offers a season boat club membership ‘Club BaySail’ for all students. Members have seasonal access to the fleet of day-sailors ranging from 22ft to 30ft.

ASA Sailing Certification Courses Offered

ASA 101, Basic Keelboat Sailing
ASA 101, Basic Keelboat Sailing
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 114, Cruising Catamaran
ASA 114, Cruising Catamaran
Learn to skipper an auxiliary-powered sailing cruising catamaran of approximately 30-45' feet in length during a multi-day liveaboard cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea 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 Offered

  • Women Only Courses
  • Private Courses
  • Weekday Courses
  • Weekend Courses
  • Corporate Team Building Courses
  • ASA 'Challenges'
  • Day Sail Charters (public)
  • Day Sail Charters (member-only)
  • Vacation Charters
  • Sunset Cruises

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, Basic Keelboat Sailing

  • 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, Basic Keelboat Sailing

  • 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, Basic Keelboat Sailing

  • 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, Basic Keelboat Sailing

Contact Information

BaySail School and Yacht Charters

Address 100 Bourbon StreetSuite DHavre de GraceMD21078United States
Phone (410) 939-2869
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