broomstick cruising lesson

Cruising Fleet

For some of us, it's all about the big boats, backup engines, 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, we've got a convenient cruising membership option for you.

Our cruising grounds are generally contained to Boston Harbor. Typically members spend the night moored off the Harbor Islands or dockside in Hull.  We carefully limit our available cruising memberships to just six members per boat to ensure that everyone has plenty of access.  Cruising members may take overnight trips for up to 3 days / 2 nights.  We limit all members to two standing reservations at any one time to ensure fair and equal access.

All cruising members will need to have a check-out and orientation for each boat they will be sailing; please see our Flag Ratings section, especially "Green Flag for Cruising Members," for more information.

Cruising Fleet 30/34

(Includes access to Rhodes 19, J/22, and J/24 fleets)

The Courageous cruising fleet is growing and improving every year, with boats ranging from 24 to 34 feet. Currently on our dock are an O'Day 240, a Tartan 27 yawl, an Ericson 28, a CS 30, and a Pearson 34; we're likely to add to the fleet by the 2016 season. We offer two classes of memberships. Cruising 30 members may take the 24-30 footers for day trips and overnights; Cruising 34 membership includes the Pearson 34 as well.

 

If you're new to the Courageous cruising fleet or looking to bump up to a higher membership level than you've previously had, please contact us before purchasing online.  Priority is given to returning cruising members at each level.

 

Select a Cruising Membership

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

Cruising memberships are only available as Full memberships, and include guest privileges, coverage for damage due to normal wear and tear,* and access to the Rhodes 19, J/22, and J/24 fleets (after passing on-the-water checkouts).  Of course, cruising members also get to enjoy all the Courageous membership perks: barbecues, racing, fireworks-watching parties, moonlight sails, Harbor Island camping trips, and discounts on courses, private lessons (50% off!), and Gill apparel.  As a Courageous member, you'll be part of an enthusiastic, inclusive community of sailors...and you'll be helping Courageous provide free and low-cost sailing opportunities for Boston kids. 

*Members are financially responsible for damage caused by negligence or poor judgement.  

 

Advanced Sportboat (12 Hours)

Prerequisites: Courageous Green Flag Rhodes 19 or
J/22 rating; passed Basic Sportboat checkout
Regular Price: $345 
OPEN HOUSE PRICE: $310
 
To purchase and schedule a course, click Book Now. To purchase a course and schedule it later, click Buy Now
To schedule a course that you've already purchased, click Book Now and enter your voucher code as the Promotion code.
 

book now    book now    

If you're an experienced, confident sailor with sportboat experience, Advanced Sportboat may be your next step. Taught in a J/80, a comfortable, highly responsive 26 foot keelboat with a planing hull and asymmetrical spinnaker, this 12-hour (2 day) course builds on the skills honed in the Basic Sportboat course and adds in the thrill of flying an asym with a team! Learn how to perform all the crew positions for the perfect spinnaker run, tweak your sail shape for maximum efficiency, and (with some cooperation from the wind) get the boat up on a plane. With a 4:1 student to instructor ratio, you’ll have ample opportunity to get the attention and practice you need to take your skills to the next level. Students who pass the course will be ready to become Performance Fleet members with a spinnaker endorsement. Expect to spend at least one day of the course in the outer harbor.

What you’ll learn in Advanced Sportboat -- the second half (12 hours) of Sportboat Complete

  • Theory and practice of adjusting sail shape
  • Roll tacking
  • Rigging and packing an asym. spinnaker
  • Setting, flying, jibing, and dousing an asym. spinnaker in all crew positions
  • Coordinating a team to perform spinnaker maneuvers
  • Broach recovery
  • Weight placement
  • Racing mark roundings
  • Note: Advanced Sportboat includes an on-the-water checkout to certify qualified graduates for a spinnaker endorsement to Performance Fleet membership.

 

Sportboat Complete (24 Hours)

Prerequisites: Courageous Green Flag Rhodes 19 or J/22 rating
Price: $645
OPEN HOUSE PRICE: $580 (save $65!)
 
To purchase and schedule a course, click Book Now. To purchase a course and schedule it later, click Buy Now
To schedule a course that you've already purchased, click Book Now and enter your voucher code as the Promotion code.
 

book now    book now    

If you're an experienced, confident sailor looking for new challenges in an exciting, high performance boat, Sportboat Complete is your next step. Taught in a J/80, a comfortable, highly responsive 26 foot keelboat with a planing hull and asymmetrical spinnaker, this 24-hour (4 day) course will cover the skills you need to become a Performance Fleet member with a spinnaker endorsement. With a 4:1 student to instructor ratio, you’ll have ample opportunity to get the attention and practice you need to take your skills to the next level. Learn how to maneuver this incredibly fun boat under sail and under outboard power, fly an asymmetrical spinnaker, and tweak the sail controls for maximum performance.

Sportboat Complete, which combines Basic Sportboat and Advanced Sportboat, often runs on two consecutive weekends, Saturday/Sunday/Saturday/Sunday from 10-4:30 each day. An all Saturday or all Sunday schedule is also available. Expect to spend at least one or two class days in the outer harbor.

What you’ll learn in Basic Sportboat--the first half (12 hours over two days) of Sportboat Complete:

  • Rigging and outboard overview
  • Leaving the dock under power
  • Perfecting sail trim and crew coordination on basic maneuvers
  • Winch use
  • Anchoring and mooring
  • Crew overboard recovery under sail and power
  • Docking under sail and power
  • Reefing; adjusting sail plan and sail controls for different wind conditions
  • Intro to sail theory
  • Securing the boat to the dock and derigging properly
  • Note: Basic Sportboat includes an on-the-water checkout to certify qualified graduates for Performance Fleet membership. 

What you’ll learn in Advanced Sportboat--the second half (12 hours over two days) of Sportboat Complete:

  • Theory and practice of adjusting sail shape
  • Roll tacking
  • Rigging and packing an asym. spinnaker
  • Setting, flying, jibing, and dousing an asym. spinnaker in all crew positions
  • Coordinating a team to perform spinnaker maneuvers
  • Broach recovery
  • Weight placement
  • Racing mark roundings
  • Note: Advanced Sportboat includes an on-the-water checkout to certify qualified graduates for a spinnaker endorsement to Performance Fleet membership.

 

Basic Sportboat (12 Hours)

Prerequisites: Courageous Green Flag Rhodes 19 or J/22 rating
Price: $345
OPEN HOUSE PRICE: $310
 
To purchase and schedule a course, click Book Now. To purchase a course and schedule it later, click Buy Now
To schedule a course that you've already purchased, click Book Now and enter your voucher code as the Promotion code.
 

book now    book now    

If you're an experienced, confident sailor looking for new challenges in an exciting, high performance boat, step it up with Basic Sportboat. Taught in a J/80, a comfortable, highly responsive 26 foot keelboat with a planing hull, this 12-hour (2 day) course will cover the skills you need to become a Performance Fleet member; it is the first 2 days of the Sportboat Complete course. With a 4:1 student to instructor ratio, you’ll have ample opportunity to get the attention and practice you need to take your skills to the next level. Learn how to maneuver this incredibly fun boat under sail and under outboard power, sail with a team, and get comfortable with the basics. 

Basic Sportboat often runs on two consecutive weekend days, from 10-4:30 each day. An all Saturday or all Sunday schedule is also available. 

What you’ll learn in Basic Sportboat -- the first half (12 hours over two days) of Sportboat Complete

  • Rigging and outboard overview
  • Leaving the dock under power
  • Perfecting sail trim and crew coordination on basic maneuvers
  • Winch use
  • Anchoring and mooring
  • Crew overboard recovery under sail and power
  • Docking under sail and power
  • Reefing; adjusting sail plan and sail controls for different wind conditions
  • Intro to sail theory
  • Securing the boat to the dock and derigging properly
  • Note: Basic Sportboat includes an on-the-water checkout to certify qualified graduates for Performace Fleet membership.

 

2014-Challenge-Night-1---June-2-36 1200x450

OPEN HOUSE SPECIAL - Up to 50% off select memberships and courses until April 30th!

Core Fleet Memberships

Courageous memberships make it very easy to get started and to step up to the next level when the time comes. We offer a flexible range of options for our core 19’ to 24’ keelboat fleets (Rhodes 19s, J/22s, and J/24s) to suit your sailing plans, your schedule, and your budget.

All memberships include barbeques, racing, fireworks-watching parties, moonlight sails, Harbor Island camping trips, and discounts on courses and Gill apparel. Private lessons are always 50% off for members, and courses are discounted 10%. Members are welcome to take guests sailing for no extra charge, or sail solo after passing a singlehanded checkout. As a Courageous member, you’ll be a part of an enthusiastic, inclusive community of sailors...and you’ll be helping Courageous provide free and low-cost sailing opportunities for Boston kids.

Take a look at the different options and decide which fleet and membership option works best for you. Not a sailor yet? No problem! Check out our Course and Membership Combos. 

Fleet Options

Rhodes 19 Fleet - Save up to $130!

The backbone of our fleet, Courageous Sailing fields a remarkable 27 Rhodes 19s. Stable and easy to handle, they offer a fun, comfortable sailing experience for sailors of all calibers, from novices to seasoned one-design racers.
 
The Full Rhodes 19 membership is our most popular option, offering 7 day/week access all season long. Family, weekend, weekday, one-month and even one-day option are also available. Not a sailor yet? No problem! Check out our Course and Membership Combos.  
 
Select a Rhodes 19 Membership

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

J/22 Fleet - Save up to $155!

There comes a time when you want to sail in a higher gear. The J/22 is a fast and highly responsive keelboat, built for speed and performance. It features a symmetrical spinnaker and more refined sail controls.
 
All J/22 memberships include access to the Rhodes 19 fleet as well and are available in a variety of options to fit every schedule.
 
 
Select a J/22 Membership

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

J/24 Fleet - Save $110 on Full Membership!

The J/24 is the world's most popular one-design keelboat, combining a comfortable family sailing experience with a racing edge.  With a symmetrical spinnaker, a larger cabin, and an outboard engine, our J/24s will equip you to set your sights further and explore more of Boston Harbor and the Islands.  
 
Due to limited availability, only Full memberships are available for our J/24s. J/24 membership includes access to the J/22s and Rhodes 19s as well. 
 
 
Select a J/24 Membership

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

 

Membership Options

Full - 7 days/week access for one individual with all the perks.

Family - Like 3 individual Full memberships rolled into one!  A Family membership allows up to 3 adult members of your family to earn flag ratings and take out a boat, with or without the other skippers aboard.  

Weekend - Unlimited access Saturdays and Sundays.

Weekday - A great deal if you're busy on weekends or just want to sail after work.

One Month - Choose any 30-day period and sail all you want. 

One Day - Similar to a sailboat rental, a One Day membership allows you to take out a boat in the inner harbor for a few hours or an entire day--it's up to you.  One Day members must pass an on-the-water checkout; there is a one-time checkout fee of $30 for Rhodes 19s and J/22s (free if it takes 30 minutes or less), or $50 for J/24s.

 

2016 Core Fleet Membership Prices

Note: 2016 prices have stayed level, but upgrades are now included.  We have done away with the $50 guest pass and $50 damage waiver and built them into the price of all memberships through an increase of just $50 – passing along a small savings for all members who used to purchase both.

  Rhodes 19 Membership J/22 Membership J/24 Membership
 Fleet Access   R19 R19 & J/22 R19, J/22 & J/24
Full $745 $895 $1,100
Family (up to 3 Skippers) $875 $1,025 -
Weekend $595 $695 -
Weekday $395 $495 -
One-Month $300 $400 -
One Day weekday/weekend $65/ $95 $95/ $145 $135/$175

 

Please note: Year-long Core Fleet memberships run from May 1 through October 31, or for one calendar year if purchased after May 1. Members must pass an on-the-water checkout and written test in order to sail a Courageous boat without an instructor; please see our Flag Ratings section for more information. An on-the-water checkout is required for each type of boat sailed; typically, as boat size increases, so does Courageous's expectation for seamanship and skill level. Our sailing area extends out around the Harbor Islands for qualified members. Courageous is open noon-sunset on weekdays and 10-sunset on weekends and holidays, May 1 through October 31. Boat availability is usually plentiful (except before 3:30 on weekdays during the 6 weeks of our summer Youth Program), but is not guaranteed. A small additional fee may be charged for some member activities. All memberships include coverage of damage caused by normal wear and tear; members are financially responsible for damage due to negligence or errors in boathandling or judgement.

 

Courses-Holiday-Header

Courses, Private Lessons, and Private Charters

Whether it’s your first time on a boat or you have years of experience under your belt, when it comes to sailing there’s always more to learn.

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. You do not need to be a Courageous member to take a course. If our regularly set courses do not work with your schedule, we’ll be glad to arrange private lessons or match you up with other students with similar schedule requirements.

Membership-Holiday-Header

It’s time to go sailing!

A Courageous membership means that you can take one of our boats out for a sail on Boston Harbor whenever you’d like*.

Courageous offers a variety of memberships to fit all schedules, skill levels, and boat preferences -- check out the different options, and see which one works best for you.  Membership also includes much more: barbeques, racing, fireworks-watching parties, moonlight sails, Harbor Island camping trips, and discounts on courses and Gill apparel. Private lessons are always 50% off for members, and courses are discounted 10%.  Members are welcome to take guests sailing for no extra charge.  As a Courageous member, you’ll be a part of an enthusiastic, inclusive community of sailors...and you’ll be helping Courageous provide free and low-cost sailing opportunities for Boston kids.


* Members must pass an on-the-water checkout and written test in order to sail a Courageous boat without an instructor; please see our Flag Ratings section for more information. An on-the-water checkout is required for each type of boat sailed; typically, as boat size increases, so does Courageous's expectation for seamanship and skill level.  Our sailing area extends out around the Harbor Islands for qualified members. Courageous is open noon - sunset on weekdays and 10 - sunset on weekends and holidays, May 1 through October 31. Boat availability is usually plentiful (with the exception of before 3:30 on weekdays during our 6-week summer Youth Program), but is not guaranteed.

Course + Membership Combos

Courageous offers a number of discounted membership and lesson combinations to encourage those who know they want to jump right in! Learn (or review) the basics with a course, and then put your new skills to good use with a one-month or one-year membership. For many, the Basic Keelboat Complete plus Full Membership combo is the perfect way to get started.

For combinations purchased during the sailing season (May 1 - October 31), your membership will begin when you finish your course, and run for either one calendar year or one month from the date you activate, depending on the membership you choose. Memberships expire October 31 if the combination is purchased before May 1.

Check out the appropriate course and Core Memberships sections for more information.

Basic Keelboat Complete + Rhodes 19 Full Membership

 
This combo deal, designed to make your first year of sailing affordable, is the perfect way to get started.  Learn the basics with our popular 24-hour course and sail all season long!
 
 

$995  Save $395!

 

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

Courses can be scheduled beginning in January. Please retain your PayPal email confirmation to schedule your course.  

 

Basic Keelboat Part 2 + Rhodes 19 Full Membership

 
For those with previous sailing experience, Basic Keelboat Part 2 is a chance to review the basics and build the skills you need to sail as a Courageous member all season long. 
 

$795  Save $275!

 

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

 

Courses can be scheduled beginning in January. Please retain your PayPal email confirmation to schedule your course.  

 

Basic Keelboat Complete + Rhodes 19 One-Month Membership

 
Learn the basics with our popular 24-hour course and follow it up with one month of sailing on Boston Harbor! 
 
 

$775  Save $170!

 

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

 

Courses can be scheduled beginning in January. Please retain your PayPal email confirmation to schedule your course.  

 

Basic Keelboat Part 2 + Rhodes 19 One-Month Membership

 
For those with previous sailing experience, Basic Keelboat Part 2 is a chance to review the basics and build the skills you need to enjoy one month of sailing as a Courageous member.  
 
 

$475  Save $170!

 

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

 

Courses can be scheduled beginning in January. Please retain your PayPal email confirmation to schedule your course.  

 

 

broomstick cruising lesson

Cruising Fleet

For some of us, it's all about the big boats, backup engines, 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, we've got a convenient cruising membership option for you.

Our cruising grounds are generally contained to Boston Harbor. Typically members spend the night moored off the Harbor Islands or dockside in Hull.  We carefully limit our available cruising memberships to just six members per boat to ensure that everyone has plenty of access.  Cruising members may take overnight trips for up to 3 days / 2 nights.  We limit all members to two standing reservations at any one time to ensure fair and equal access.

All cruising members will need to have a check-out and orientation for each boat they will be sailing; please see our Flag Ratings section, especially "Green Flag for Cruising Members," for more information.

Cruising Fleet 30/34

(Includes access to Rhodes 19, J/22, and J/24 fleets)

The Courageous cruising fleet is growing and improving every year, with boats ranging from 24 to 34 feet. Currently on our dock are an O'Day 240, a Tartan 27 yawl, an Ericson 28, a CS 30, and a Pearson 34; we're likely to add to the fleet by the 2016 season. We offer two classes of memberships. Cruising 30 members may take the 24-30 footers for day trips and overnights; Cruising 34 membership includes the Pearson 34 as well.

 

If you're new to the Courageous cruising fleet or looking to bump up to a higher membership level than you've previously had, please contact us before purchasing online.  Priority is given to returning cruising members at each level.

 

Select a Cruising Membership

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

 

Cruising memberships are only available as Full memberships, and include guest privileges, coverage for damage due to normal wear and tear,* and access to the Rhodes 19, J/22, and J/24 fleets (after passing on-the-water checkouts).  Of course, cruising members also get to enjoy all the Courageous membership perks: barbecues, racing, fireworks-watching parties, moonlight sails, Harbor Island camping trips, and discounts on courses, private lessons (50% off!), and Gill apparel.  As a Courageous member, you'll be part of an enthusiastic, inclusive community of sailors...and you'll be helping Courageous provide free and low-cost sailing opportunities for Boston kids. 

*Members are financially responsible for damage caused by negligence or poor judgement.  

 

J80 bw iits a-kite

Performance Fleet

We are so excited to now offer access to two 26’ J/80s in excellent condition. Featuring comfortable open cockpits, roller furling jibs, asymmetrical spinnakers, and light displacement planing hulls, these boats are easy to operate and built to move. And they're equally good for a comfortable daysail around the harbor islands as for a race around the buoys. 

All Performance fleet members must have a Courageous Green Flag rating and pass a rigorous on-the-water J/80 checkout; please see our Flag Ratings section, especially "Green Flag for Cruising Members," for more information.  Unless you have extensive sportboat and asym. spinnaker experience, plan on taking Basic Sportboat to qualify for membership, and Advanced Sportboat for your spinnaker endorsement.  

J/80 Fleet

(Includes access to Rhodes 19, J/22, and J/24 fleets)

 

 

Purchase a J/80 Membership

$1,500

The PayPal cart will open in a new window. If you purchase additional items, they will be added to your cart.

Performance memberships are only available as Full memberships, and include guest privileges, coverage for damage due to normal wear and tear,* and access to the Rhodes 19, J/22, and J/24 fleets (after passing on-the-water checkouts).  Of course, cruising members also get to enjoy all the Courageous membership perks: barbecues, racing, fireworks-watching parties, moonlight sails, Harbor Island camping trips, and discounts on courses, private lessons (50% off!), and Gill apparel.  As a Courageous member, you'll be part of an enthusiastic, inclusive community of sailors...and you'll be helping Courageous provide free and low-cost sailing opportunities for Boston kids. 

Please note that our J/80s will be participating in the Constitution Yacht Club’s Wednesday night PHRF racing series and occasional weekend regattas with a Courageous instructor aboard.  Racing access is available to all Courageous members and youth program students.  Though space is limited, J/80 members have priority access and can participate at no extra charge. Typically, J/80s will not be available to race in outside regattas without a Courageous staff member present.

We are looking to add more J/80s to the fleet, and expect our membership options and access to racing opportunities to evolve as we add more capacity.

*Members are financially responsible for damage caused by negligence or poor judgement.