Sunday, 27 January 2013 19:00

Day 9 Recap

Happy Monday, Frostbiters!
While Dave, Kate and I are happy to be home, we're also pleased to have missed out on the single-digit temperatures that you all had to deal with.  Much of our time in Clearwater, Fl was spent indoors instead of on the beach... but we still got to enjoy some evening meals outside, right on the shore, and the view from the hotel was fantastic. Our attendance to the National Sailing Program Symposium, hosted by US Sailing, is a great opportunity for us to attend some great workshops, lectures, and brainstorming sessions with two-hundred and fifty other sailors from around the United States.. as well as some from Brazil, Germany, and the U.K.!  Needless to say, we've returned with pages of notes, many a business card, and lots of ideas for Courageous.  If you have any interest in meeting a large number of dedicated sailors from different backgrounds who are in some way involved in spreading the sport of sailing with others, I highly recommend checking out one of these symposiums! 
A big thank-you to our frostbite RC team for running what seemed to be a smooth and beautiful day of racing on Saturday, and thank you to the fleet for helping make that possible! I'll leave the recap part to Rosemary:

"Despite the bitter cold, the weather was actually pretty great yesterday. Breeze from the north, 12 to start, swinging between the Zakim bridge and Pier 5 through the day but steady for long periods of time. The guys set the line in the middle of the channel off the courthouse and were able to lay a really long, nicely square course to start the day. First race was off before 12. The fleet split half and half on the first race, always a nice thing. As the day went on, the fleet kept splitting the starts but most people seemed to hang out on the East Boston side. It looked to me like the breeze was more consistent and stronger over there, although taking the left did pay off for a few when the breeze shifted west. Ask Jen, she was one of them :) !

The windward mark was a bit of a mess all day. We had a ripping current flowing out that hung up a lot of the fleet on the marks. I saw a lot of people who approached from port and tacked too early, or who misjudged their starboard layline and tried (and failed) to pinch their way up. Much shouting. Many circles (I was pleased by the self-policing). Surprisingly little contact - any that I saw was in slow motion.
Had one general recall and a few individuals but the current kept most below the line. We did have one surprise tanker come through during the first windward leg of the third race. They said scrap barge on 13. It was definitely NOT a barge, and it definitely came screaming out of the Mystic river with little warning. After about 3 seconds of debate I made the call to abandon. Got the fleet safely out of the channel very quickly.  All in all it only delayed us by 15 minutes or so since we told them they could sail downwind towards the start as long as they stayed to the side. 
During that delay we had a big right shift. We decided to shorten course significantly as we moved the marks, so we could get in a few more races while keeping the course 4 setup. Breeze kept picking up, and by the end of the day we were sailing in 16-18 knots steady. Fun but not crazy. Overall we got in 4 course 4's and ended with a course 5. 
John Pratt came in to be head judge even though he didn't sail, what a great guy! Protests were resolved without incident. Soup was delicious and Mark DeShong brought awesome rolls, where does he get those? And SOMEONE got me a delicious beautiful cake for my birthday and made me cry a little. Thank you guys, that was so awesome <3

xoxo Rosemary"

We are so glad to have had Rosemary help out on Saturday, especially since she is taking off for the Islands this Friday!  Please all thank her for filling in this past weekend and wish her luck on her adventure if you haven't already - she won't be back until May!  You can email her at !
See you all soon,
Sunday, 20 January 2013 19:00

Day 8 Recap

Happy Martin Luther King Day, Frostbiters!
Saturday was the windiest day of racing that we've had yet, and nearly didn't happen!  We waited out some intense 25-30 knot breeze with gusts of near 40 in the inner harbor, but were able to send boats out after an hour delay(reefed, of course)!  I would like to applaud everybody on beautiful looking reefs!  I would also like to thank you all for the safe, responsible sailing that we saw.  It speaks to the good nature of this fleet that the only boat damage Saturday was one gooseneck failure, which you can basically count on happening in breeze like that.  While there were a few close calls that I saw, the fleet sailed conservatively, defensively, and cooperatively given the conditions.  While we did lose one team early on to a thumb-to-eye injury (feel better!!), we kept all of our boats afloat and intact.. unlike some other frostbite fleets out there!
Rob Breslin and Bryan Lee took the day with 5.3 points over 4 races, including a redress from the first race.  Check out one of their exemplary high breeze leeward mark roundings frame by frame here.
Alex Wisch and Anne-Marie Veenland took second with 16 points, followed by some incredibly tight competition between the 3rd, 4th, 5th, and 6th place boats. 
Third - Mark Deshong & Russell Robinson, 20pts
Fourth - Steve Dutcher & Bryan Peugh, 21 pts  
Fifth - Matt Marston & Cheney Brand, 22pts
Sixth - Jen Bodde & Dylan Callahan, 24 pts  
A big thank you to Steve Brett, guest RC, and John Minkle, for bringing the two enormous and delicious pots of soup!
Tuesday, 15 January 2013 19:00

Day 7 Recap

I hope you have all recovered from our incredibly exciting race on Saturday.  
The harbor was glassy until about 12, when a hint of breeze took enough of a hold for us to send boats off the dock.  Our first and only race started at 12:45.  An outgoing tide and open Charles River locks combined with 3 knots (and the occasional 5 knot gust...) made for a slog of a race, taking nearly an hour to complete.  Patrick Clancy and Laura Clancy took first with a nicely executed and well timed gybe (watch the clip here), followed by Niko Kotsatos and Emily Zalewski in second and Matt Marston with Ben Geffken in third place.  Full results here.
A couple short articles on sailing in current:
Pictures from the beautiful Day 6
Pictures of you all looking very unimpressed with the world from Day 7
A big thank-you to guest RC Steve Brett for bringing a last-minute vat of chili.
Carl will be holding a rules clinic from 9:30 - 11:00 this Saturday in the Seaport School at the base of the pier.  As always, please let us know if you won't be able to make it this weekend or if you need a crew.  
Stay healthy!
Friday, 01 March 2013 14:21

Cocktails for Courageous: JP Edition

Cocktails for Courageous: JP Edition
Help support our Jamaica Pond fleet on Wednesday, March 6, at the Galway House.  Our sails are old and have past the point of no return.  We have been using sail tape to patch up the holes but they are so big now that Site Director Mike can even put his whole head through them! In order to continue serving the community we need new sails for the 2013 season.  Please join us for our Cocktails for Courageous: JP Edition fundraiser @ the Galway on Wednesday, March 6, 2013 at 6pm. Click here to purchase your tickets in advance.
We'll be providing appetizers and some great raffle prizes, including an up-cycled tote bag from Hoist Away Bags. Save time, buy your raffle tickets now, and pick them up when you arrive: 5 for $10 or 15 for $20. Remember--all proceeds will go directly to supporting accessible & affordable sailing on Jamaica Pond by purchasing much-needed replacement sails for our five Daysailors.

Here is a breakdown of what we need and how much it will cost:

Sails: $4,700
Boom Crutches: $300
Sail Covers: $1250
Total: $6,250

About Courageous Sailing at Jamaica Pond

Courageous Sailing serves the community at Jamaica Pond by providing great sailing programs for kids, and affordable access to sailing and water-based activities for the whole community.  In our summer youth sailing program, kids started learn to sail through one-week session in July and August.  For many of them, their time at Jamaica Pond is just the the first step, preparing them for our more advanced sailing programs on Boston Harbor.   In addition to our summer programs, Jamaica Pond is the site of many of many of our important partnerships with community organizations, such as Boston Family BoatBuilding, Curley Afterschool Program, JP Manning Afterschool Program, Big Brothers Big Sisters of Mass Bay and Franklin Park Coalition use our facilities and staff on a regular basis.  For example, Boston Public School students who build rowboats through Boston Family BoatBuilding have free access to rowboats on Jamaica Pond. Click here for more information. 
Wednesday, 27 February 2013 18:00

Directions and Hours

How to get here and when you find us on Pier 4. Go now
Wednesday, 27 February 2013 17:59

Online Deals

Online Deals  "online-de<p

We want to make sure that each and every one of our customers has the best experience possible sailing with us, whether as a passenger on a leisurely cruise set against the breathtaking Boston skyline, taking a private lesson to try sailing out, or enrolling in one of our highly acclaimed keelboat courses. The details of each option are outlined below so that you can learn precisely what we're offering, and how and when you can redeem!

Weekends and evenings will book up quickly and all time slots are first come, first served.


How to book

  • Read through these instructions and have your code ready.

  • Use the online scheduler below to reserve your spot in a course.

  • Enter your unique voucher code at the top of the page by clicking on the Promotion code button.


  • You should see a number 1 on the left if the code is accepted. 


  • Click on the book button for your course. Note: the 12 hr course can be found by clicking the Learn to Sail tab on left and selecting Basic Keelboat Part 1. 


  • After clicking the book button, follow the instructions to schedule your course. If you selected the same course that your voucher is valid for, you will not be asked for any additional payment.

Reserve your course below!


Two-hour Sail for Up to Four

This deal gets you a two-hour private lesson or harbor cruise with an instructor on one of our comfortable Rhodes 19 sailboats. The boat can fit 3 adult passengers easily, or 4 if you don't mind a squeeze. Our instructor can teach you and your friends some sailing skills if you want a lesson, or she can simply skipper the boat while you enjoy the ride for the harbor cruise option - it's up to you! Perfect for an individual looking for a one-on-one lesson, a couple, a family, or a group of friends out for a special occasion.

Specific times and availability may vary. You may reschedule freely up to one week before your scheduled appointment. We will charge a $30 fee for rescheduling within one week of the scheduled appointment. Voucher is subject to forfeiture for cancellations within 24 hours or no-shows. If Courageous cancels your sail due to weather or any other reason, we will reschedule it for a convenient time.

Redeem + Schedule


12-hour Keelboat Course (Basic Keelboat Part 1)

Our Basic Keelboat courses are the best way to learn to sail on Boston Harbor! One voucher will allow one adult(aged 18+) to take our introductory 12-hour Basic Keelboat Part 1 and is bundled with one month of membership. Part 2 of the course can be purchased directly from our website for those wishing to continue their sailing education! To book this course, go to the Learn to Sail tab of the purchase page.

Reedeem + Schedule




More answers to more questions

When is the best time to sail on Boston Harbor?

Some of the best sailing of the year is in May, June, and September. The hotter months in July and August are great, too, but are more prone to light wind and thunderstorms.

What if there's bad weather?

Well, that depends on what you mean by bad weather.  Sailing is fun even when the weather isn't perfect, and we cannot guarantee sunny days for everyone.  So if it's overcast or just a raining a little, we will sail.   In the event of unsafe weather conditions, heavy rain, or heavy winds, we will reschedule the two-hour sails free of charge.  We very rarely cancel our Keelboat courses, as there are plenty of onshore materials in the curriculum, and we can often use the nicer parts of a day for on-the-water activities and then have lunch or shore-school while a storm passes through.  If the weather is looking bad, it's best to give us a call before heading to Charlestown if we haven't already contacted you.

What if I need to reschedule my reservation?

As long as you give us a week's notice, it is no problem at all.  Please refer to the deal descriptions above.  We cannot guarantee availability for rescheduled appointments.

What should I bring with me? How should I dress?

Make sure the bring a printout of you voucher!
Cameras are welcome - we love to see photos from sailors posted to our facebook page!
Depending on the deal you purchased, you'll be outside for 2 to 6 hours.  Prepare accordingly, and check the weather!  We recommend a water bottle, sunblock, sunglasses, clothing suitable to any regular outdoor activity, and a hat.  If it looks like rain, pack a rainjacket.  Sneakers or athletic shoes are fine, but no flip flops or dress shoes.   If you're taking Basic Keelboat, you can either bring a lunch or visit a nearby sandwich shop.  You will be able to bring a bag on-board with you and stash it under the deck, where it will remain dry. 

Can I bring children? 

You may bring children on the 2 hour lesson or cruise.  There must be one responsible adult per child under the age of 12 who can oversee their movement on the boat (and the instructor doesn't count!).  Please let us know in advance if there will be children on board.  If bringing a child under 50 lbs, the customer is responsible for providing a U.S. Coast Guard approved personal flotation device for the child.

When should I arrive at Courageous Sailing?

Please arrive at Courageous 10-15 minutes early so that you can get your full two hours on the water.  If you are running late, please call ahead to let us know!  If you arrive late for your appointment, we will not be able to give you the full two hours.

Where is Courageous Sailing? How do I get there?

Courageous Sailing is located on Pier 4 of the Charlestown Navy Yard.  Various GPS and map services have a hard time finding us, so please us our Parking and Directions page so you don't get lost!  

What kind of boat will I sail on? Do they capsize? Will I get wet?

You'll be sailing in one of our Rhodes 19s.  R-19s are keelboats, which means there is a big heavy metal fin and bulb on the bottom that prevents the boat from capsizing.  On windy days, you may get a bit wet from spray as water breaks over the bow or sides of the boat, but there is a compartment where you can stow items and keep them dry.

I loved my two hour sail! How do I keep sailing ?

Courageous makes it easy.  If, after your sail, you decide to sign up for a course, you'll receive a $45 discount off one of our 12-hour courses or $95 off of one our 24-hour courses.  Check out our great lesson and membership options!


Wednesday, 27 February 2013 17:57

Boat Reservation

Of course you can always drop by and take a boat out, but why not schedule to make sure there will be one ready. Go now
Wednesday, 27 February 2013 14:10

Home Nav - Weather

We've compiled a list of the best weather sites to check everything from wind to waves to daylight hours. Go now
Tuesday, 26 February 2013 16:38

Day 13 Recap

Day 13 of our frostbite series was a good one.  Even with some traffic delays, we ran six races, all course 4's, with the wind steadily building from 8-10 knots to 10-12 knots over the afternoon.  The SE breeze was predictably oscillating over about 45 degrees.  The right side of the course tended to be favored quite a bit, at least going upwind.  Downwind, we noticed that the boats that stuck by the channel picked up a few spots on the finishes.
Marty Gallagher and Cindy Olson took first place with an impressive 13 points: three bullets, a 2nd, a 3rd, and a fifth place.  Steve Clancy and Mark Deshong battled it out with Pat Clancy and John Moulthrop for second place, with Clancy/Deshong's 23 points trumping the 25 points earned by Pat and John.   Steve and Mark had one of the best starts that I've seen all season, setting up in the middle of the line and gently holding their position before heading down, easing sails, then heading up and trimming just as the last horn signaled.  Steve and Mark were hyper-aware of the line and the fleet around them - In the last ten seconds, Mark had eyes on the boats below and behind them, while Steve's head went back and forth between the pin and the RC boat checking his position.  We managed to grab a few shots in the last ten seconds of the sequence - check them out in the flickr page!
Thank you Carl for such a great overview of the protests, and thank you Fleet Captains Jen and Mark for the soup/chowder/rolls!
Tuesday, 26 February 2013 10:58

The Team

The Courageous Team 

Courageous has a core group of 6 year-round staff members who keep our programs running and our fleet of about 70 boats shipshape.  During the sailing season, we welcome about 100 more wonderful individuals to our staff, from instructors for both the Youth Programs and Adult Programs to front desk, dock, and extra maintenance hands. We are very fortunate to have the following staff as part of our year-round team. Please click here for complete contact information.