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.