Every year, Courageous serves over 1,000 kids from Boston, hosts events and regattas, and provides instruction and waterfront access to hundreds of individuals, families, and corporations.
Spend the best summer of your life teaching sailing, science, and life skills at Courageous!
Get a taste of sailing or enjoy a leisurely cruise around the harbor - the choice is yours!
Need to brush up on specific skills to pass a flag rating? Or maybe you need specific times outside our normal course schedule.
If you're just in town for a couple of days or thinking about becoming a member, a one day rental might be your best option.
Learn to sail in just two weekends, no previous experience required.
Become a member and sail our fleet from the Mystic River to Hull and everywhere in between.
Blind match racing is a growing part of sailing with fully visually impaired sailors competing.
Courageous helps provide access to the waterfront for Charlestown residents with special needs children.
Special Olympics of Massachusetts trains in our fleet of Rhodes 19's.
Every Monday evening in June, 25 teams from Boston area companies race in the Challenge to raise money for Courageous Youth Programs.
Small to large team building exercises, daytime or evening events, 1,000 person capacity tent.
There are no upcoming events.
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Are you planning on purchasing your own cruising sailboat (or simply sailing ours!) or chartering in the Caribbean someday? In this basic cruising course, we apply the fundamentals to bigger boats (up to 35′ in length) with inboard diesel engines, cover the basics of navigation, and introduce the tools needed to sail longer distances. While big boats sail just like small boats, there are more systems to learn and techniques to master. Although 24 hours isn’t enough to prepare you for every challenge a cruising boat can present, you’ll have plenty of time to get to know the outer harbor and develop comfort around big boat basics.
Graduates may test for their US Sailing Basic Cruising certification, which is a useful step for those looking to charter sailboats. This course will also cover information you need to know to pass the theoretical portion of the Green Flag test.
Students should enter the course with knowledge equivalent to that of the Learn to Sail Complete course.
The Basic Cruising course takes place over two consecutive weekends, Saturday/Sunday/Saturday/Sunday from 10-4:30 each day, with a half-hour lunch break. Maximum of 4 students.
Recommended next steps
You can see the whole US Sailing Basic Cruising curriculum here.
Prerequisites: Learn to Sail Complete (or Part II) or equivalent.
This course (or equivalent) is a prerequisite for the Bareboat Cruising Course.
Cancellation and Refund Policy: Please note that in an effort to keep our courses and memberships as affordable as possible, we must limit changes in schedule and membership. Because staff and instructors are hired and scheduled in advance, Courageous memberships, lessons, and/or other program fees are not refundable for any reason, including cancellation due to weather, or the participant’s inability to utilize the membership, lesson, or program. That said, we do understand that sometimes life gets in the way of sailing plans and, if necessary, we will work with you to reschedule for a later date. We cannot reschedule lessons within two weeks of their start date unless we are able to fill the spot with another student. All rescheduled lessons purchased before September 1 must be completed before the end of the season for which they were purchased; if purchased between September 1 and October 31, rescheduled lessons must be completed before June 30 of the following year.