Delmarva Sailing School


Please join us for fun sailing classes on the Chesapeake Bay.

Why learn to sail at Delmarva Sailing School?
    We teach and certify our students to American Sailing Association standards.
Delmarva Sailing School is a part of Captain In You Sailing Schools, Inc. and is an American Sailing Association affiliated sailing school.

Since we began operating in 2008 we have taught thousands of people to sail to American Sailing Association and Captain In You Sailing School high standards. We offer a complete program that allows students to go from beginner to advanced sailor under the guidance of caring and knowledgeable instructors on quality sailboats that sail well. We then help those students to transition to chartering sailboats on their own or purchasing their own sailboat. No other sailing school on the Chesapeake Bay offers the wide selection of classes offered by Delmarva Sailing School.

All of our sailing classes are taught in a 2-7 day, live aboard approach, where students are totally immersed into learning to sail and cruise, and no hotels are required. Class size is kept small and is typically 3-4 students. Classes are available April – November to fit almost anyone's schedule.

Unlike other schools that provide education in a day sailor program or classroom and return to their home port at the end of the day, our sailing classes emphasize learning in a real environment conducted as we move our sailboat to fun destination on the Chesapeake Bay, including Annapolis, Saint Michaels, Galesville, the Magothy River, the Rhode River, Solomons Island. All of our instructors are ASA certified sailing instructors and have their US Coast Guard captain’s license, ensuring the finest instruction available.

Streamline your sailing education with our internally developed Captain In You Sailing Schools sailing curriculum that has proven effective in helping students quickly learn the information required to gain ASA certification, and cruise safely on their own. Enjoy just the right mix of education and fun that most students are looking for. Although our classes emphasize educational content, when the day is done you will likely find yourself in a fun location with time to explore and kick back.
By choosing Delmarva Sailing School for your sailing education you can realize your dream of learning to sail. Our alumni charter sailboats in destinations all over the world, and many have purchased their own sailboat.
Class Descriptions and Prices
delmarva_sailing_school_web_site001007.gif delmarva_sailing_school_web_site001002.gif delmarva_sailing_school_web_site001002.gif delmarva_sailing_school_web_site001002.gif
Common Questions
Delmarva Charters
Our Teaching Vessels
Practice Sail Program
delmarva_sailing_school_web_site001005.gif delmarva_sailing_school_web_site001002.gif
How to Sign up?
Click here to read a "Featured School" article written by ASA about Captain In You Sailing Schools, including Delmarva Sailing School.
Private Sailing Instruction
delmarva_sailing_school_web_site001002.gif delmarva_sailing_school_web_site001002.gif
You can purchase your loved one a Christmas certificate for any amount from $100 or more.

Christmas certificates can be applied toward any class your loved one decides to take from us. See prices for individual classes on the Class Description and Prices page of our website.
Sign up no later than noon on December 24 by telephone at 215-499-0335 or via the Christmas Certificate Payment button. Christmas certificates are emailed shortly after purchase.

Click on button below to see example of Christmas Certificate.