Whether it’s your first time on a boat or you have miles of water under your keel, when it comes to sailing there’s always more to learn.
No membership required
US Sailing Certified Instructors
3:1 Average student to instructor ratio*
All abilities - no boating experience necessary
Just Getting Started?
You’re in the right place! We offer a wide range of courses, led by expert US Sailing certified instructors. Our classes are extremely hands-on and are kept small (usually no more than three students in the boat with an instructor) for a highly individualized learning experience. While our group classes are geared towards adults (18+), we are more than happy to set up private lessons for families or individuals of any age and experience level.
Learn to Sail + Membership Package
The best way to keep your new skills in practice is to use them, so we've made it easy with a discounted package deal. Most beginners choose to combine the two weekend Learn to Sail course with a full Rhodes 19 membership, but there are a couple of options to suit your needs.View the package options
Learn to Sail
This is the best way to learn the basics and then sail at Courageous as a member once you’re ready to sail on your own. All Learn to Sail courses are taught in Rhodes 19's and are suitable for most ages and abilities. The goal of the class is to get you on the water with a red flag rating to practice the skills you have learned.
Learn to Sail: Parts 1 & 2
- 4-day, 24-hour course
- US Sailing certification available
- Basic theory, sail trim, knots
- Learn how to skipper a boat
Learn to Sail: Part 1
- 2-day, 12-hour course
- Introduction to sailing
- Rigging, knots, basic boat handling
- Follow up with part 2 for the full curriculum
The next step for sailors looking to increase their skills, Courageous offers advanced keelboat courses. Taught in J/80's, a higher performance boat than the Rhodes 19, this course goes in-depth into sail trim, theory, docking and piloting on a larger and faster vessel.
Cruising Courses & Certification
Everything you need to get started on cruising! Our basic cruising class is taught on an Erikson 28 and will teach you everything you need to know to start cruising Boston Harbor and the Boston Harbor Islands. Start with the basics and then work your way up to becoming bareboat certified and ready to take on a week in a chartered cruising boat down south next winter.
- 4-day, 24-hour course
- Comprehensive introduction to cruising
- Mechanical systems & auxiliary power
- Docking, mooring, anchoring, & navigation
Courses & Membership Combos
Learn to Sail Part 2 + Full Rhodes 19 Membership
Complete the second half of the Learn to Sail course and then enjoy an individual, full Rhodes 19 membership for the rest of the season.
Purchase together and use coupon: combo2
On alternating Saturday and Sunday mornings, join other members and students looking for extra practice, coached by one of our senior instructors. This is a great way to hone the skills necessary to progress from Red Flag to Yellow Flag rating, get out on the water and work towards earning your Red Flag rating (if your instructor has given you specific skills to work on), gain more confidence at the tiller, or to get back into it if you haven't been sailing in a while.Signup for our newsletter to stay informed of upcoming Group Practices