The Rhodes 19 is the 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.

The J80s and Pearsons provide versatile platforms that are easy to sail, stable, and fast. The J80 has a high boom, a roller furling head sail; and a spacious cockpit that can comfortably accommodate 6 adults. The Pearsons have a cabin down below and a more intimately-sized cockpit fit for 3. Both are excellent candidates for a comfortable harbor cruise and are perfect stepping stones towards our cruising membership.

Our cruising fleet consists of 5 30’-34' vessels. If you’re excited about exploring the harbor islands or taking two-day cruises, this is the membership for you! We host a limited number of members each year to keep a strict member-boat ratio of 6-1, ensuring that each member has ample access to the fleet all season long.

Kick start 2021 with a new skill and a new way to spend time with friends and family away from the stress of the day-to-day grind. The perfect way to "keep distance" while exploring your city from a very different perspective. Join us for a Learn to Sail course uniquely tailored to your learning style, and we'll have you out and sailing on your own in no time! 

Save even more by purchasing Parts 1 and 2 together as a Learn to Sail Complete course...or keep scrolling for discounts when you combine the course with a membership!

Combine and Save
           $581

Learn to Sail Complete

Ready to get out on some larger boats or sail a little faster? We have some great deals on courses to introduce you to performance sailing.

Meet the J80 is a one-day clinic that will familiarize you with a different boat (once you’re comfortable on the Rhodes 19s) and show you how to introduce this sportboat to others. The Performance 1 course will give you a firm foundation in Performance Sailing, as well as prepare you to take our Mid-fleet Cruising checkout.

Whether you want to relax out on the harbor or brush up on your skills with a customized lesson, we've got you covered. Join us for two hours on the water in 2021, and we promise you'll leave stress and worry on the dock.

We make it easy to get started by offering major discounts on certain combinations of courses and memberships!

Learn to Sail Complete + Rhodes 19 Membership

$1,390 $995

Master the basics in Learn to Sail Complete, then enjoy sailing our Rhodes 19s for the rest of the season with an individual Core fleet membership.

Learn to Sail Part 2 + Rhodes 19 Membership

$1,090 $795

Already have some sailing experience? Jump straight to the second half of the Learn to Sail Complete course and then enjoy an individual, full Rhodes 19 membership for the rest of the season.