FREE FALL 2021

TAKE ADVANTAGE OF OUR YEAR END DEALS!

Memberships purchased this fall last through 10/31/22, that makes this fall FREE

Join this fall and your membership lasts through 10/31/22

Known for its steady breezes, cooler temperatures, and lighter boat traffic; Fall sailing on Boston Harbor is one of our favorite times of year. Whether you're a seasoned veteran or considering taking lessons, sailing in September and October offers some of the best conditions we see all year. We hope you'll join us out on the Harbor

Membership includes guest, and access to member events such as moonlight sails, member hour, trivia, and more!

Just Getting Started? Learn to sail this fall and you can sail through 2022!

Most beginners choose to combine Learn to Sail (a two-weekend course) with a Full membership, so they can learn the basics and then sailing at Courageous on their own as a member.

Get the Learn to Sail Package

Rhodes 19 Core Fleet

The Rhodes 19 is backbone of the Courageous fleet with 27 Stewart-made keelboats and counting. Stable and easy to handle, they offer a fun, comfortable sailing experience for sailors of all calibers, from novices to seasoned one-design racers.

Individual

$745
  • One registered skipper
  • Access to 27 Rhodes 19's
  • One year term
  • Includes unlimited guests

Family

$875
  • Two registered skippers
  • Access to 27 Rhodes 19's
  • One year term
  • Includes unlimited guests

 

Mid-Fleet Cruising

If fast, friendly, easy to sail boats and Harbor Island cruising are calling your name, this is the membership for you! The Mid-Fleet Cruising membership gives you access to our three J80s and two Pearson 26s.

Individual

$999
  • One registered skipper
  • One year term
  • Includes access to 3 J80's, 3 26' pocket cruisers, and 27 Rhodes 19's
  • Easy fun boats to sail fast
  • Explore farther away from base

 

Weekday

$799
  • One registered skipper
  • Weekdays only | One year term
  • Includes access to 3 J80's, 3 26' pocket cruisers, and 27 Rhodes 19's
  • Easy fun boats to sail fast
  • Explore farther from base

 

Learn to Sail

This is the best way to learn the basics! Once you're ready, this course prepares you to sail on your own at Courageous as a member. All learn to sail courses are taught in Rhodes 19s and are suitable for most ages and abilities. 

Learn to sail this fall and you'll spend 2022 out on scenic Boston Harbor!

10% OFF*

Learn to Sail - Part 1

$355*
  • 2-Day, 12 hour course
  • Introduction to sailing
  • Rigging, knots, basic boat handling
  • Follow-up with part 2 for the full curriculum
  • *Discounts taken at check-out

10% OFF

Learn to Sail - Part 2

$355*
  • 2-Day, 12 hour course
  • Us Sailing Certification available
  • Build on the basics from part 1
  • Build comfort with sail trim, docking, and more

 

Cruising Courses

Everything you need to sail bigger boats with confidence! All courses are taught on one of our five cruisers, including our First Mate course, in which our students learn the skills to be a competent and confident crew. 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.

Limited Space Available

Basic Cruising

$805
  • 4 Days- 24 hours of instruction
  • US Sailing certification available
  • Get started cruising around Boston Harbor
  • Practice docking, mooring, anchoring, and navigation underway.
  • Introduction to mechanical systems