R&R Charters and Sail School

We own three boats, a Cal 22, a Hunter 28, and a new Beneteau Oceanis 41 for our 104 and 106 classes. Our beginning courses are taught over three days in the peaceful Chester River just off the Chesapeake Bay. For our 104 class we explore the calm rural anchorage areas of the Eastern Shore and visit Annapolis. Our 106 class does a Delmarva circumnavigation of approximately 450-500 nm with lots of night and ocean sailing experience.

Our school is located on the Eastern Shore of Maryland, easy to drive to with traveling through major urban areas. Around our marina are excellent restaurants without walking distance as well as many more within a short drive.

We own two boats, Moondance, a Hunter 28, and At Last, a new Beneteau Oceanis 41 for our 104 and 106 classes. Our beginning courses are taught over three days in the peaceful Chester River and Prospect Bay just off the Chesapeake Bay. For our 104 class we explore the calm rural anchorage areas of the Eastern Shore and also a visit Annapolis. Our 106 class does a Delmarva circumnavigation of approximately 450-500 nm with lots of night and ocean sailing experience or an extended cruise down the Chesapeake Bay also with lots of night sailing experience. For our 108 course, we will cruise to Block Island, RI, an ocean passage of approximately 300 nm.

All instructors hold USCG licenses and are ASA certified. All are avid sailors and own boats. They have over 100 years of combined sailing experience, not only on the Bay, New England, and along the east and west coast but also in various locations around the world such as the Caribbean, the Med, and the South Pacific.

We ensure that all students receive the personalized instruction for every course. Because we limit the size of our on the water classes to a maximum of 4 students, all have lots of opportunity to handle the boat in all aspects. Our 101 & 103 classes are three days so that students truly have the opportunity to master the material and skills. The 104 class is a true 4 day cruise during which the students experience provisioning and on board food preparation, planning the daily routes, and doing all the navigation drills, thus mastering skills for their own bareboat charter anywhere in the world. The 106 class provides a great long distance cruising experience prior to doing a major ocean passage. And finally, our 108 class provides students with their first ocean passage experiencing an extended watch system and practicing their celestial navigation skills learned in the 107 class. All our classroom courses are completed in a formal classroom under the guidance of a certified instructor – no at home study during which students become frustrated and confused and normally give up before completing the material.

Certifications

101

Keelboat Sailing 1

Welcome aboard to ASA 101, the gateway to your sailing adventure! This foundational course sets the stage for mastering the art of sailing

103

Coastal Cruising

Welcome to ASA 103 Coastal Cruising, where you take your sailing skills to the next level!

104

Bareboat Cruising

ASA 104 Bareboat Cruising, where your sailing journey reaches a new level of independence and adventure

105

Coastal Navigation

ASA 105 Coastal Navigation is essential for anyone ready to move beyond day sailing and take command of extended trips along the coast.

106

Advanced Coastal Cruising

Advanced Coastal Cruising is the ultimate course for sailors looking to sharpen their skills and expand their cruising horizons

107

Celestial Navigation

ASA 107 Celestial Navigation is for sailors who want to master the timeless art of navigating by the stars

108

Offshore Passage-making

ASA 108 Offshore Passagemaking is the pinnacle of sailing education, designed for sailors who are ready to tackle the challenge of open-ocean adventures.

117

Celestial Endorsement

ASA 117 Basic Celestial Endorsement is the perfect entry point into the fascinating world of celestial navigation.

118

Docking Endorsement

ASA 118 Docking Endorsement is the perfect course for sailors who want to master the art of docking with confidence and precision.

119

Marine Weather Endorsement

ASA 119 Marine Weather Endorsement is designed for sailors who want to elevate their understanding of weather patterns and improve their decision-making on the water.

120

Radar Endorsement

ASA 120 Radar Endorsement is essential for any sailor navigating in low visibility conditions or unfamiliar waters.

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R&R Charters and Sail School, Maryland

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