*ASA stopped issuing "Outstanding School" awards after 2012
    

Learn to sail in Boston, Marblehead, and the Virgin Islands!

We specialize in daysailing, coastal cruising, docking, navigation, bareboat charter certification, performance cruising, and "adventure cruising" experiences along the New England coastline and beyond.

Providing quality instruction has always been our focus!

Join our sailing and charter clubs, and enjoy our fleet of late model Harbor 20's, Colgate 26's, and Hunter 33's!

Our small sailing club is designed to provide our customers with inexpensive boat access aboard the highest quality boats available.

Black Rock Sailing School Boston, expanded their club fleet with an additional 2009 Hunter 33 and 2007 Colgate 26 - both of which are in mint condition and will be added to the Marblehead/Salem Harbor fleet.

In Black Rock Sailing Club, you get a lot more boat for your money! Sailing School graduates enjoy a FREE 30 day membership with the option to join as a seasonal member with a substantial graduate discount!

Quality, Not Quantity!
As a student at Black Rock Sailing School in Boston Harbor, you will receive world class sailing instruction on the best training boats available and receive internationally recognized American Sailing Association (ASA) certifications upon successful course completion. We specialize in training our students at the highest level; whether they dream of bareboat chartering a yacht in exotic locations around the world, or wish to simply explore their local cruising grounds.

We offer year round instruction with a full spectrum of sailing courses in Boston, MA and advanced live-aboard courses held in the Caribbean all winter.  Black Rock Sailing School offers comprehensive, hands-on instruction. Our program is purposefully small, allowing us to focus on a few students at a time, providing unprecedented support before, during, and after their graduation. Our proven curriculum is both fun and rigorous, providing you with the skills, knowledge, and confidence to take command of a boat on your own – guaranteed!

Since opening our doors in 2008, we have won national recognition by the American Sailing Association. Their independent surveys and scoring system have recognized the quality of our instruction, training fleet, curriculum, and overall mission to provide the highest level of sailing instruction.  

By keeping our program small, we can afford to have some of the most rigorous hiring standards in the industry, and only need to hire the very best career instructors.  Our team has proven themselves in the sailing world and in the classroom.  They have been carefully selected to ensure that they have the personality, experience, and ability to pass along their knowledge in a safe and relaxed manner.  All of our instructors are American Sailing Association Instructor Certified and hold their U.S. Coast Guard Captain’s license.  Read our instructor bios to learn more about their backgrounds and accomplishments.

During our courses, students spend a majority of their time out on the water, so we insist on teaching aboard the best sailboat designs which provide an ideal combination of safety, stability, comfort, performance, and speed. We have the youngest, most reliable fleet of any major sailing school in Massachusetts and our design choices are second to none.

We are located at the Fan Pier Marina in South Boston, Massachusetts, in the heart of historic Boston Harbor. Entry level classes are taught within the protected waters of Boston Harbor and Hingham Bay, while our more advanced courses will take you to distant ports within Massachusetts Bay, Cape Cod Bay, and beyond.  See our “News” section to read why learning to sail on Boston Harbor is such a great experience!

Use the following link, “Why Choose Black Rock Sailing School,” to compare us to others!  There are many reasons why more and more people choose Black Rock Sailing School, Boston, to help them reach their goals.  Do your homework, and then call or email us with your questions.  We would love the opportunity to discuss your goals and set a course for your success! 

Many people chose to fly in from other states and countries to learn to sail with us! Due to this demand, we offer live-aboard courses and “boat & breakfast” options. We can also assist you with finding other local lodging options ashore!

Black Rock Sailing Vacations provide anyone the chance to sail exotic locals throughout the world.

 

  • After three days with us, you can skipper this sized boat on your own! Don't own a boat? Then join our club! After three days with us, you can skipper this sized boat on your own!
  • After three days with us, you can skipper this sized boat on your own! After three days with us, you can skipper this sized boat on your own! Don't own a boat? Then join our club!
  • After seven days with us, you can skipper this sized boat on your own! Don't own a boat? Then join our club! After seven days with us, you can skipper this sized boat on your own!
     

 

 


Certified Training Facility

Courses Offered:

 


"I have wanted to sail for a very long time. After my husband took the ASA 105 course with Brenton, he came home and immediately said, “Honey, I found your teacher! I just learned more in one day than I have in five years.”
    - - M.R. - Boston

"Brenton has been a tremendous resource to me over the years in all things sailing. Having been a sailing instructor in the past, I like to know when I see I real pro. Brenton is on a whole other level. He possesses that rare talent of knowing what works when it comes to instruction, whether to a 7 yr old or a 70 yr old, and places a huge emphasis on safety."
    - - J.C. – Manchester By The Sea

“Ultimate, quintessential, ideal, perfect...you can choose any superlative and stick it in front of “Sailing Instructor.”
Brenton has the DNA for the job!”
    - -D.C. Norwalk, CT

 

 
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