Starboard Sailing of the Chesapeake LLC
Middle River, Maryland
(410) 929-2572 | starboardsailingschool.com

Starboard Sailing is for those of you who would like that little bit extra in sailing lessons. Our extended, in-depth courses are designed to that higher level of learning. That gives you more time at the helm and a better experience of sailing. This extra time and attention insures you are a capable and confident sailor at the end of your voyage.

Starboard Sailing only uses cruising sailboats similar to what is chartered all over the world. Our boats have large, stable, comfortable cockpits and cabins. Clean and well maintained, these boats are fully equipped with wheel steering, inboard diesel engines, and electronics.

Starboard Sailing is just north of Baltimore, Maryland on the Middle River. The quiet, well protected waters of Middle River are perfect for beginning sailors while just a short sail from the greater Chesapeake Bay for practicing your advanced sailing skills.

Come sail with us on the beautiful Chesapeake Bay Western Shore. At Starboard Sailing, we will put you on the right course!

American Sailing Certifications Offered

ASA 101, Keelboat Sailing 1
ASA 101, Keelboat Sailing 1
Learn to skipper a 20' - 27' sloop-rigged keelboat by day, in light to moderate winds and sea conditions. Learn basic sailing terminology, parts and functions, helm commands, basic sail trim, points of sail, buoyage, seamanship and safety including basic navigation rules to avoid collisions and hazards.
ASA 103, Coastal Cruising
ASA 103, Coastal Cruising
Learn to skipper a sloop-rigged auxiliary powered 25'-35' keelboat by day in moderate winds and sea conditions. Learn cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather, safety and seamanship.
ASA 104, Bareboat Cruising
ASA 104, Bareboat Cruising
Learn how to sail a sloop-rigged, auxiliary powered 30'-45' sailboat during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about provisioning, boat systems, auxiliary engines, advanced sail trim, coastal navigation, anchoring / mooring, docking, emergency operations, weather, and more.
ASA 106, Advanced Coastal Cruising
ASA 106, Advanced Coastal Cruising
Learn to safely act as skipper and crew of a sailing vessel about 30 to 50 feet in length in coastal and inland waters, in any conditions.
ASA 114, Cruising Catamaran
ASA 114, Cruising Catamaran
Learn to skipper an auxiliary-powered sailing cruising catamaran of approximately 30-45' feet in length during a multi-day liveaboard cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea conditions.
ASA 118, Docking Endorsement
ASA 118, Docking Endorsement
The successful sailor will have the knowledge and skills to safely and competently dock and maneuver a sailboat under auxiliary power in a variety of conditions. Includes knowledge of steering and propulsion theory, wind and current, single and double-rudder monohulls, catamarans, safety precautions, knots and line handling, fixed and floating docks.

Other Services Available

  • Couples Courses
  • Private Courses
  • Weekday Courses
  • Corporate Team Building Courses
  • ASA 'Challenges'

Contact Information

Starboard Sailing of the Chesapeake LLC

Address Starboard Sailing of the Chesapeake LLC3501 Red Rose Farm RoadMiddle RiverMaryland 21220USA
Phone (410) 929-2572
Website starboardsailingschool.com

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