2022 Program Registration cheat sheet!

We’re fortunate that our programs have become increasingly popular over the past few years. Here’s everything you need to know about lessons, passes, and rentals for 2022:

Youth Programs

Early registration for returning families has already opened. We offer our Beginner classes (youth and teen Flying Scots) plus Science & Sailing camp during early registration. Regular registration for new families will begin Monday 12/20 at noon. At that time, all intermediate and advanced classes will open. All available slots will stay open until they’re filled, but we encourage you to sign up as soon as you can to secure your desired week! Please click here for more information!

Adult Programs

Registration for our adult programs will open up in January of 2022. Though we can usually accommodate all interested adult sailors, we still encourage you to sign up as soon as you make plans. Click here to learn more about our Flying Scot & 420 Lessons or our Catboat Program.

Simply Sail – Private Adult or Family Lessons

Registration for Simply Sail will occur just before the season – we will likely start to open up availabilities in April, for experiences in late May through the summer. We can usually accommodate everybody that’s interested in participating, though Simply Sail tends to fill up anywhere from 2 days to a week out. As always, planning early will ensure you have your choice slot! In the meantime, if you’d like to learn more or purchase a gift certificate, click here.

Pleasant Bay Passes

Like Simply Sail, we will start selling PB Passes in April. Passes are good through the entire season and come in a variety of “flavors”, depending on how much you’d like to sail! Click here to check our our 2022 pass offerings.


Our rental season is a bit weather dependent, but we aim to have boats in the water and available to you by mid-June at the latest. Rental slots will be created well in advance, so you will be able to reserve boats at your leisure. To read our rental policy, click here!