Smooth Sailing and Endless Adventures

Baysail School of Sailing

Baysail School of Sailing is an accredited American Sailing Association (ASA) School. Our Captains provide expert instruction From Introductory to Advanced Sailing Classes.

Baysail School of Sailing

Life is Short, let’s make some memories…

Located at the top of the Chesapeake Bay, adjacent to Interstate 95 in the charming town of Havre De Grace, Maryland, BaySail School of Sailing is conveniently located less than 45 minutes from Baltimore and just an hour's drive south of Philadelphia. Catering to all your sailing and boating desires, whether it's a leisurely day trip with loved ones, a romantic evening sail, sailing lessons and certification, or boat rentals, our dedicated team is here to fulfill your needs.

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Our Courses

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Our Courses

BaySail offers a full range of American Sailing Association (ASA) courses.

Course 01

Introductory and Fundamental Sailing Classes

If you are thinking that you would like to try sailing, but you are not ready to tackle the certification level, then this full day class is just what you are looking for. One of our professional instructors will spend the day with you teaching the basics – tacking, jibing, points of sail, parts of the boat, rigging, etc. Take the helm and experience the joy of sailing. This is a perfect for family outings or quality time with friends. Makes a great gift too!

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Course 01

Private Instruction & Customized Training

Private instruction is available in all facets of sailing either on your own boat or on one of ours. This includes refresher courses as well as confidence-building practice in docking or close quarters maneuvering.

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Course 01

Experienced Sailors Certification Challenge

The ASA 101 challenge consists of a half-day evaluation on a Capri 22 with an instructor/evaluator. The ASA 103 or 101/103 challenge consists of a half-day evaluation on a 25 – 35 ft keelboat with an instructor/evaluator. Challenge classes are offered to students that have registered for a class that requires a prerequisite of 101 or 103 certification. All certification are given after successful completion of the registered class.

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Course 01

ASA101 Brush up

Even after taking ASA 101, do you still think you need more time with a captain to solidify your skills? Sail with confidence by signing up for a 1-day brush-up with one of our BaySail Captains with up to two individuals.

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Course 01

ASA101 – Basic Sailing (2-day semi-private)

This course is designed to teach Basic Keelboat sailing over a 2-day period and is limited to 2 persons, which will allow you to get the needed individual instruction and hands-on time sailing on the water. Students may register individually, but there must be 2 students to run the class. Classes are typically scheduled for Saturday and Sunday and run each day from 9 am – 4 pm. Upon graduation, you will receive ASA certification and you will be ready to safely and confidently skipper boats in the 25 ft. range.

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Course 01

ASA 101 Course

The ASA 101 course, also known as Basic Keelboat Sailing, is designed to teach students the fundamental skills required to skipper a sloop-rigged keelboat.

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Course 01

ASA 103 (3 Day) Basic Coastal Cruising

The ASA 103 Course, also known as Basic Coastal Cruising, is designed for individuals who wish to skipper a sloop-rigged keelboat of approximately 25 to 35 feet in length during daylight hours, in moderate winds and sea conditions.

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Course 01

ASA 103/104 Combo

The ASA 103/104 combo course is an intensive program that combines Basic Coastal Cruising (ASA 103) and Bareboat Cruising (ASA 104) into a comprehensive sailing course.

The combo course is designed to set you free on the water, equipping you with the knowledge and skills for safe, successful, and enjoyable sailing adventures.

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Course 01

ASA 104 BareBoat Crusing with option for IPC

This course is designed to give individuals the knowledge and skills needed to competently sail and handle boats 30 – 45 ft. This is an on-the-water class and you WILL BE staying on the boat. You will learn the skills of provisioning the boat, galley operations, boat systems, auxiliary engine operation, routine maintenance, advanced sail trim, coastal navigation & chart plotting, anchoring and docking. The course prepares you for chartering a bareboat or cruising your own boat.

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Course 01

ASA105 Coastal Navigation

This course teaches navigational theory and practices for safe navigation of a sailing vessel in coastal and inland waters. It is offered in both a classroom and a home study version.

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Course 01

ASA105 Coastal Navigation Home Study

This course teaches navigational theory and practices for safe navigation of a sailing vessel in coastal and inland waters.

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Course 01

ASA118 Docking Endorsement

Our practical hands-on instruction will show you how to safely and reliably dock a boat under different conditions.

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Uncover Our Fleets

Experience the ultimate in luxury and adventure with our BaySail Fleet services.

Hunter 33 Specs

The Hunter 33 sailboat is a popular American vessel designed by John Cherubini and first built in 1977 by Hunter Marine. Known for its spacious interior, easy handling, and good performance, the Hunter 33 has undergone several revisions over the years. Let’s explore its key specifications:

Length Overall: 33 feet 6 inches (10.21 meters)
Waterline Length: 29 feet 5 inches (8.97 meters)
Beam: 11 feet 8 inches (3.51 meters)
Draft: 5 feet 6 inches (1.7 meters)*
Rig Type: B&R (Lars Bergstrom and Sven Ridder) rig
Displacement: 12,400 pounds (5,625 kilograms)
Underwater Profile: Fin with bulb keel and Spade Rudder
Designer: Hunter Marine
Builder: Hunter Marine (USA)

Beneteau 381

The Beneteau Oceanis 381 is a well-regarded sailing yacht designed by Berret-Racoupeau Yacht Design and built by Beneteau in France. Here’s a brief summary of its specifications and characteristics:

Underwater Profile: It features a bulb fin keel and spade rudder.
Dimensions: The yacht has an overall length of 38’7", a waterline length of 32’10", and a beam of 12’11".
Draft: The draft is 5’4" for the classic version.
Displacement: It has a light displacement of 14,991lb.
Rig Type: The rigging is a masthead sloop for the Classic version.

*** Moby Rick is used for your advanced classes only, under instruction, Not for Rent***

Cal 22 Daysailers

The Cal 22, designed by the renowned yacht designer Raymond Hunt, is a classic daysailer that’s well-suited for both leisurely sailing and club racing. Here’s a brief summary of its features:

Design: Known for its performance capabilities and efficient cruising inshore.
Versatility: Ideal for day-sailing, occasional overnight trips, and some club racing.
Accommodations: Can sleep up to four people with a double “V”-berth in the bow cabin and two straight settee quarter berths in the main cabin.
Galley: Equipped with a sink and storage, located on the port side just aft of the bow cabin.
Head: Located under the bow cabin berth.
Sailing Performance: Sails and points well, making good speed with a large cockpit for comfortable sailing.

Capri 22 Daysailer

The Capri 22 Daysailer, known for its sweet sailing performance in nearly all conditions, is a model from Catalina that has been winning sailors’ hearts since its introduction. Here’s a brief summary of its features:

Comfort and Performance: It is designed to be more comfortable, safer at sea, and easier to maintain than any boat in its class. The deck profile is flared across the stern with wider cockpit curves for crew comfort during and after sailing.
Storage: There are new storage solutions including a locker under the full reclining length seats and a separate battery locker.
Sailing Package: A complete racing package is available, which includes a symmetrical spinnaker, sheets, pole, and backstay tension adjuster.
Accommodations: The Capri 22 is suitable for extended daysailing or weekending, thanks to its enclosable head and available galley module