Memberships

Sign up for a Courageous membership and sail one of our boats on Boston Harbor or to the islands whenever you'd like.

Courageous offers a variety of memberships to fit your schedule, skill level, and boat preference — check out the different options, and find the one that works best for you. Our sailing area extends out around the Harbor Islands for qualified members.

As a Courageous member, you become part of an enthusiastic, inclusive community of sailors ... and you will be helping Courageous provide free and low-cost sailing opportunities for children in Boston.
Member Portal
Our member portal is the perfect place to learn more about all the member benefits. Check out the membership packets, and get a glimpse at our Pier 4 community.
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Memberships

Become a full time sailor without owning a boat. Sign up for a Courageous membership and sail one of our boats on Boston Harbor from May through October.

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Rhodes 19 Membership

The year-long individual membership is our most popular option, with a 27 boat fleet there is always opportunity to get on the water.

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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.

full

$676
  • One registered skipper
  • Access to 27 Rhodes 19s
  • One year term
  • Includes unlimited guests

family

$808
  • Two registered skippers
  • Access to 27 Rhodes 19s
  • One year term
  • Includes unlimited guests

weekday-m-th

$473
  • One registered skipper
  • Access to 27 Rhodes 19s
  • Weekdays only | One year term
  • Includes unlimited guests

one-month

$311
  • One registered skipper
  • Access to 27 Rhodes 19s
  • 30 days 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 fleet of five J80s.

full

$1,175
  • One registered skipper
  • One season term
  • Includes access to 5 J80s, and 27 Rhodes 19s
  • Explore farther from base with larger, faster boats

weekday-m-th

$825
  • One registered skipper
  • Weekdays only | One season term
  • Includes access to 5 J80s, and 27 Rhodes 19s
  • Explore farther from base with larger, faster boats

Cruising Fleet

For some of us, it’s all about the big boats and thoughts of sailing around the world. Our cruising fleet won’t take you quite that far, but it will take you around Boston Harbor and then some. Whether you want to invite friends and family for trips around the Harbor Islands, anchor for a picnic lunch, spend a night moored or at anchor under the stars, or practice your big boat skills in preparation for a bareboat trip in the Caribbean, our cruising membership has you covered.

$2,675
  • One registered skipper
  • One season term
  • Includes access to the entire Courageous keelboat fleet, including cruisers ranging from 30-35 feet
  • Trips around the Harbor Islands and overnights

$1,575
  • One registered skipper
  • Weekdays (Mon-Thur) only | One season term
  • Includes access to the entire Courageous keelboat fleet, including cruisers ranging from 30-35 feet
  • Trips around the Harbor Islands and overnights