• Convenient and affordable courses, lessons, and memberships for all experience levels and interests. Sailing for Adults + Families
  • Explore. Learn. Sail! Low-cost, high-quality programs that connect city youth with Boston Harbor and Jamaica Pond. Youth Sailing
  • Sailing and rowing for kids, adults, and families on this beautiful pond located in the heart of Boston. Jamaica Pond
Thursday, July 26: A lovely, breezy evening!  Red Flags must bring crew, and reef.
  • Awareness Campaign

    See our new awareness campaign made by Hill Holliday and Courageous board member, Joe Berkeley. The campaign captures the essence of the Courageous Sailing mission and its impact on Boston kids. Read More
  • Leadership + Growth

    Through this 7-week summer job-training program, students make the transition from student to instructor, developing their abilities to teach, lead, and inspire the next generation of Courageous kids. Read More
  • Environmentally Friendly

    Courageous is wind powered, but we do more than just use natual energy sources. For the past several years, our youngsters have been learning about marine biology and ocean cleanup through award winning partner programs. Read More

Racing in our J/22 fleetMember Benefits & Events

Your membership at Courageous provides much more than simply the freedom to sail on Boston Harbor and the surrounding waters whenever you like during the regular season.  Members also enjoy affordable sailing clinics, member barbecues and parties, regattas, night sails, discounted full courses, deals on sailing gear, and much more.



Camping Trips
Camping trips are back in 2012!  Check back soon for dates and contact us to sign-up early.

From May through September, we race each night, Monday through Thursday.  For 2012, Mondays mean J/22 team racing, with a rotating schedule of fleet, team and match racing.  Tuesdays are our night for Advanced Rhodes 19 fleet racing, Wednesdays our J/22 skippers can try their luck against the big boats in PHRF racing, and Thursdays are our open Rhodes 19 fleet racing series, complete with chalk-talks, on the water coaching and post-race debriefs.  When the days get shorter in the fall, we'll switch from Thursday evenings to Saturday afternoons for our R-19 racing.

Feeling rusty?  Stop in on alternate Saturday and Sunday mornings from 10:30am - 1:30pm for three hours of group instruction (for just $25).

Barbecues!
A great Courageous tradition. This season, every Thursday, after racing.  Or on other days, the grill is available to members, so help yourself and have a picnic on Pier 4!

Member Parties!
Every month. The views from Pier 4 make it a great place to spend an evening.  These are a great way to meet your fellow members, and make new friends to go sailing with.

New Sailor Nights
Every two weeks. Come down, meet other members, share what you know. Let's keep the community in community sailing!

New Racer Nights
Every two weeks. Come down, get paired up with experienced racers and find out what all the fuss is about on the race course.

Harbor Island Tows
Twice monthly, we cut out the commute for Harbor Island-bound members with Saturday morning tows.  Whether sailing alone or as a flotilla, we'll get you past the airport fast so you have more time to explore.  Skippers must be approved by Dave or Cha. 

Moonlight Sails
A full moon means night sailing! Meet at Courageous for a cook out on the pier, rig your running lights, and set off for a breathtaking sail under the skyline of Boston.  Boats are restricted to the inner harbor.

Discounts on Courses
Our courses are the best deal around. For 2011 we are offering a full selection of the courses you have been wanting and asking for, taught by the highest quality, US Sailing certified instructors. No matter where you are in your sailing career, there's always more to learn. Do yourself a favor this year and sign up early. Members get an extra 10% off our already great prices.

Great Deals on Sailing Gear
Check out our store, and don't hesitate to contact us directly to learn more!  Email lindsey@courageoussailing.org or call us at 617.242.3821.
Conquering our fears together
Youth Program
By Kayla McLaughlin, SwimSailScience and Summer Learning Project Head Sailing Instructor   “Teachers of young children do one of the best things that there is to do in life: bring joy and beauty, mystery and mischievous delight into the hearts of little people in their years of greatest curio...
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Don’t eat the creatures!
Green
By Emily Hart This week we had our first group of Step 1 students in the sailing school. As the youngest learners, we hope to keep them coming back for years and it’s important to get them excited about Boston Harbor! We had a great discussion about the animals they see in the harbor and played a W...
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Step 4: Cruising learning lessons!
Youth Program
Written by Step 4 Assistant Leader, Ian Hay Today I regained my faith in adolescents’ possession of common sense. The day was intolerably muggy and boat assignments seemed dubious as I watched my students tack deep close reach to deep close reach up out of the Mystic. We had already narrowly escape...
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Welcome back to Environmental Education at Courageous Sailing!
Green
By Emily Hart, 2014 Environmental Education Program Coordinator: I’m excited for my first summer at Courageous as the Environmental Education Program Coordinator. We’ve had a great first week! We have two initiatives this summer to encourage staff and students to take positive actions on environme...
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Day 4 of the Challenge
Challenge
By Judith Krimski Ladies in da House! This intrepid reporter, AKA Master of the Obvious has noticed that WOAH! THE LADIES are dominating Corporate Challenge 2014. We racing sailors are all cognizant of the fact that sailing is a male dominated sport. I am reminded of this every time I go to a Lase...
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