Become a certified coastal cruising sailing instructor in just one day in Middle River, Maryland. Learn essential instructor skills with hands-on training on beautiful Chesapeake Bay waters.
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Difficulty
moderate
Duration
1 full day (8–10 hours)
Fitness Level
Participants should have moderate stamina and basic sailing fitness to handle the physical aspects of teaching on the water.
Wildlife
History
Middle River has a rich maritime history tied to shipbuilding and Chesapeake Bay fishing traditions.
Conservation
Efforts in Chesapeake Bay focus on restoring water quality and protecting native aquatic habitats, supporting sustainable boating.
Starboard Sailing
Become a certified coastal cruising sailing instructor in just one day in Middle River, Maryland. Learn essential instructor skills with hands-on training on beautiful Chesapeake Bay waters.
Starboard Sailing operates from Annapolis, Maryland, offering a full range of ASA-certified sailing courses and instructor clinics. Using 25'–45' vessels, the program includes multi-day liveaboard courses and one-day clinics designed for both new sailors and experienced skippers seeking formal certification.
Courses include Coastal Cruising (ASA 103/104/IPC), Advanced Coastal Cruising and Navigation (ASA 105/106), Cruising Catamaran training (ASA 114), docking and boat handling (ASA 118), and a series of Instructor Qualification Clinics (ASA 203, ASA 204, ASA 214 and full Instructor Qualification Clinic). Liveaboard courses focus on practical seamanship: sail trim, emergency procedures, navigation (traditional and electronic), anchoring, and skipper decision-making in coastal conditions.
Instructor clinics equip candidates to teach on 30'–45' cruisers and 25'–35' keelboats, and include certified training materials and evaluation for qualification. The docking course is a concentrated day clinic with hands-on practice and an ASA 118 certificate. Starboard Sailing emphasizes safety, standardized ASA curriculum, experienced instructor evaluators, and clear certification outcomes that prepare students for chartering and advanced cruising.
Starboard Sailing builds credibility through ASA-aligned syllabi, structured IQCs, liveaboard experience, and practical skills training—making it a reliable choice for sailors who want measurable progress, certified credentials, and real-world coastal cruising experience.
Base Location
Annapolis, MD
Chesapeake Bay departure point
Certifications
ASA Certifications
Instructor and student courses available
Course Lengths
1–4.5 days
Short clinics and multi-day liveaboards
Tours Offered
10 courses
Beginner to advanced class range
Check available dates for ASA courses and instructor clinics—book a liveaboard or day clinic and advance sailing skills from Annapolis.
Arrive rested and ready
Ensure you get a good night's sleep before the course; teaching and sailing require alertness and focus.
Wear non-slip sailing shoes
Choose footwear designed for wet surfaces to maintain traction aboard the boat during maneuvers.
Check the weather forecast
Middle River’s weather can change; verifying conditions helps you prepare for shifts in wind or temperature.
Hydrate throughout the day
Bring a water bottle and drink regularly to stay hydrated during active sailing sessions.
Waterproof sailing jacket
Protects against wind and morning chills during early spring lessons.
spring
Non-slip sailing shoes
Provides traction and safety on wet boat decks during all seasons.
Polarized sunglasses
Reduces glare off the water for clear vision while navigating and instructing.
summer
Reusable water bottle
Keeps you hydrated throughout the intensive training day.