https://www.starboardsailingschool.com/about daily 0.75 2026-03-04 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/95aa6564-8fa6-4374-9938-c5d195d3fb6e/award.jpg About Congratulations! Congratulations again to Jerry Gullekson, awarded ASA Outstanding Instructor of the Year for 2022 and 2024. Jerry was selected as one of the top 30 ASA Instructors in a global pool of 2552 Instructors with active status last year. Check it out at Outstanding American Sailing Instructors (asa.com) https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/fefbd33c-f35b-425a-b6ba-7d3b64be1901/Jerry.png About Who we are All our instructors are U.S. Coast Guard Captains and ASA-certified. Jerry Gullekson is the owner and chief instructor at Starboard Sailing. Jerry has decades of experience on the water and in the classroom, and he excels at inspiring students. At Starboard Sailing, we not only love sailing — we love teaching! https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1641916960297-2LHT2H5SP3BLKGZT2XEN/unsplash-image--2_0N7ZhBm4.jpg About - Why we’re here We started Starboard Sailing for those of you who would like that little bit extra in sailing lessons. Jerry is a professional educator and has designed Starboard Sailing’s curriculum to that higher level of learning. More time at the helm, smaller classes, personalized lessons, all to make sure you are a capable and confident sailor at the end of your voyage. https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1641917312957-LHA9RFW4YQEU4WR6Q1PE/unsplash-image-9-i4lI1ijes.jpg About - Cancellation Policy All fees are paid in full at the time of booking. You may cancel your class, up to 48 hours prior to the class start time, with an 18% cancellation fee to cover the cost of training materials, shipping and transactional costs. Contact us by phone to cancel or inquire about a cancellation. Your safety is always our first concern at Starboard Sailing. On the day of your sailing, if the captain determines the weather conditions are unsafe, that day’s class will be rescheduled. If the entire class is canceled, we will refund your fees. If only one student is registered for a class, the class will still be held but the class day will be shortened. https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/7f249831-0293-4339-a00a-c3a8e3e576e5/shutterstock_434105062m.jpg About - Frequently Asked Questions What is included in the course fee? At Starboard Sailing, almost everything for your class is included in the course fees. This includes the boat, instructor, textbooks, study materials, shipping, certifications, fuel, docking and mooring fees. Your only additional cost is for food and beverages you purchase for the liveaboard cruises. How long is a typical class day? The ASA 101 and/or 103 class day starts at 9am and ends at 4pm with an hour for lunch. The liveaboard classes (ASA 104, 106 and 114), Day 1 will start at 4pm and go to about 7pm. The following days will have some variation with a 9 to 4 day as the goal. How much time is spent on the water? At least four hours per day are spent on the boat with about two hours for theory. Will I sleep on the boat, or do I need a hotel? You will need a local hotel if you cannot commute to the Basic Sailing/Coastal Cruising course (ASA 101 and/or 103). There are many fine accommodations in the area. We are happy to offer suggestions! You will have your own cabin on the boat for the liveaboard classes (ASA 104, 106 and 114). What should I wear for class? It is always a bit cooler on the water than on land so a light coat should be in your sea bag. We sail rain or shine, so always bring rain gear and a hat. Boat shoes are best, but sneakers are fine for sailing. Is there an age limit for the classes? You can take any class if you are at least 18 years old. If you are at least 16, you can take Basic Sailing/Coastal Cruising (ASA 101/103) with a parent’s permission. Private instruction is available to all ages. Do I have to take a test? A multiple-choice or short answer test is required for American Sailing Association (ASA) certifications. This test is usually given the last day of your class. Your success is our goal, so we will work with you to make sure you understand all the sailing concepts needed. Your sailing techniques will be evaluated as you master each of the required skills. You will become a competent, confident sailor. What if it rains or the wind dies? Your safety is always our first priority. If the weather is not safe for sailing, the captain will reschedule the on-the-water lesson and teach more on-shore course concepts. If it is just rain, we sail, so always have rain gear to wear. With our extended classes, we will always have some days with wind and maybe some without. For those calm days, our courses include many learning objectives that do not require wind such as motoring, docking and anchoring. Are there prerequisites for the courses? There are no prerequisites for the beginning class, Basic Sailing/Coastal Cruising (ASA 101/103). To be certified for the more advanced classes (ASA 104, 105, 106, 114), there are American Sailing prerequisites. Experienced sailors can demonstrate their skills and knowledge thru a certification “challenge” to bypass the prerequisites. Contact us for more information. What happens if only one student registers for a class? If you commit to taking the class, we commit to teaching the class. With the increase in time at the helm, the class day may be shortened to give you some well needed rest. https://www.starboardsailingschool.com/private-instruction daily 0.75 2022-11-04 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/ba43c267-1a70-452d-99d1-f9426cbabfbf/Picture1.png Private Instruction - ASA Certification Challenge Are you an experienced sailor who just needs certification? You can “challenge” the ASA certifications through our private instruction. Contact Starboard Sailing for more information. Private Instruction fees $400 per day plus expenses on your vessel $750 per day plus expenses on a Starboard Sailing boat. https://www.starboardsailingschool.com/classes-1 daily 0.75 2025-10-30 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/4867889f-1162-4aad-9c8a-bbe2d203ace1/logo+S.png Classes Starboard Sailing Classes https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1642017322005-GBOVNKETG8VVYE6F1MTL/unsplash-image-9-i4lI1ijes.jpg Classes - All Classes All of our classes are American Sailing Association (ASA) certified. This ensures you are getting quality certified sailing instruction recognized around the world. Our instructors are US Coast Guard licensed Captains and certified by the ASA. 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. https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1cef6d4a-90fb-4b22-a9f6-c9f1e5bf2423/Screen+Shot+2022-01-15+at+5.32.54+PM.png Classes - See what the American Sailing Association is all about. Click on their logo for more information. https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/0d65bcb2-5a56-4336-9f49-557341a89361/Boat1s.JPEG Classes - Training Vessels Starboard Sailing only uses cruising sailboats similar to what are chartered all over the world. These boats have large comfortable cockpits and cabins. Clean and well maintained, these boats are fully equipped with wheel steering, inboard diesel engines and electronics. https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1642017355532-F5NP1Y3MS8GNBY0SY0XD/unsplash-image-IhAkhqiBSVQ.jpg Classes - Basic Sailing and Coastal Cruising (ASA 101/103) If you are looking for an in-depth (four days) basic sailing class, this is the one for you. Want to buy a boat? Want to charter a cruiser? The Basic Sailing and Coastal Cruising class will take you from a sailing novice to a competent skipper. This course covers the basics such as sailing theory, terminology, and rigging the boat. You then progress to boat systems, navigation and regulations. You will learn tacking, jibing, how to trim the sails, steer a course, read the wind and waves, and dock the vessel. You will literally “learn the ropes” while under the direct supervision of your patient captain. Course fee: $1350 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1642017381750-LSV91FYBKQM7U4N1T8NC/unsplash-image-o51ZmPzv95Q.jpg Classes - Coastal Cruising (ASA 103) This is our three-day intermediate sailing course for those who are previously certified sailors or have some experience sailing smaller watercraft. You will learn sail trim techniques, seamanship, navigation strategies, weather, diesel engine operation and systems. You will practice safe anchoring, mooring and docking. You will gain experience with sailing maneuvers such as reefing, heaving to and multiple man overboard techniques. Course fee: $950 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1642017776614-E7P9HV20W004L0ILDB4L/unsplash-image-WAvjSLCQrT4.jpg Classes - Coastal Cruising and Bareboat Chartering (ASA 103/104/IPC) Coastal Cruising and Bareboat Chartering is designed to introduce you to handling a larger cruising yacht and preparing you for chartering a boat for an extended vacation cruise. Our course includes the ASA International Proficiency Certificate (IPC) that is required by many European charter companies for skippering their boats. You will spend 4 days and 3 nights aboard the boat pulling into secluded anchorages or marinas after the day’s sail. You and your crewmates will provision the boat for the cruise as well as planning and navigating to the next day’s destination. During your trip, you will learn coastal navigation, boat systems, electronics, and meteorology. Advanced sailing skills you will acquire include anchoring, mooring, docking, sail trim, and heavy weather sailing. Course fee: $1750 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1642018028566-OKM2JR311J0M0VZ9MAK8/unsplash-image-R-vEolhiyAY.jpg Classes - Bareboat Chartering (ASA 104/IPC) Bareboat Chartering is for experienced sailors wanting the certification to charter a cruising sailboat anywhere in the world. Our course includes the ASA International Proficiency Certificate (IPC) that is required by many European charter companies. This extensive course is 3.5 days and 3 nights aboard the training vessel, dropping anchor or tying up to a slip each evening. The crew will learn to provision and plan the extended trip. You will learn how to operate all of the boat systems including the marine electronics. Course fee: $1250 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1642018154774-C0R9KZ5I27LDZZ1JQLQU/unsplash-image-EnFbpYeGIp0.jpg Classes - Cruising Catamaran and Bareboat Chartering (ASA 104/114/IPC) Cruising Catamaran and Bareboat Chartering is a 3.5 day, 3 night, learning adventure aboard a cruising catamaran. If you ever dreamed of chartering a catamaran for your family and friends, you can do it! This class teaches the special features, systems and sailing characteristics of today’s cruising cats. You will hone your skills at sailing, motoring, navigation and seamanship aboard a late model multihull. Our course also includes the ASA International Proficiency Certificate (IPC) that is required by many European charter companies. Course fee: $2050 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/6f7db32b-a547-4803-8252-60ed1f081696/AdobeStock_47891938.jpeg Classes - Cruising Catamaran (ASA 114) This is a cruise and learn, live-aboard voyage on a full-size catamaran. ASA114 Cruising Catamaran is a 3 day, 2 night, cruise. You will learn the special features, systems and sailing characteristics of today’s cruising catamarans. You will hone your skills at sailing, motoring, anchoring and docking aboard a late model multihull. Course fee: $1650 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1642018540015-BOPYSIG5SKSKGB95AM93/unsplash-image-8s1wfA6aB-4.jpg Classes - Advanced Coastal Cruising and Navigation (ASA 105/106) This is a comprehensive class focusing on higher level sailing, navigation and seamanship skills. This voyage is 5 days, 4 nights of long-distance sailing and navigation training. You will be keeping watch at the helm on a night passage to destinations unknown. Our navigation class teaches both traditional and electronic navigation. The navigation certification includes calculating and applying charting, dead reckoning, deviation, current and leeway to your voyage. Your navigation training is applied on the water, as you learn. Course fee: $1950 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/cd1d256f-4484-49e0-86f6-001995833904/docking.jpg Classes - Docking (ASA 118) Ask any sailor and they will tell you that docking is the most stressful maneuver in sailing. In our docking class, you will learn many new techniques to reduce the stress level of leaving and arriving in the slip. You will practice bow in, stern to, spring out as well as parallel docking. This one-day class is offered as a skipper’s private instruction or as the ASA 118 docking endorsement. Course fee: $450 https://www.starboardsailingschool.com/home-1 daily 1.0 2023-02-09 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/362d2994-297e-4bd5-ab38-64686ad92a83/redjacket1m.jpg Home - American Sailing Association Courses https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/1642018724261-YY1Y5SPP4Q0KRJQQYO3O/unsplash-image-0Sy4gfZ2RXU.jpg Home - Private Instruction https://www.starboardsailingschool.com/book-a-class daily 0.75 2022-01-19 https://www.starboardsailingschool.com/location daily 0.75 2024-04-22 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/2e805b77-0b26-4d3a-9da8-bd2c4120164e/Resized_20210919_121211.JPEG Location - Make it stand out Whatever it is, the way you tell your story online can make all the difference. https://www.starboardsailingschool.com/general-4 daily 0.75 2022-01-31 https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1589847914069-83LTMROG2H2YB1JMZ1GS/image-asset.jpeg General 4 - Baltimore sailing lessons Learn to sail. https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1589847915436-R9WAHJ8ZSPXL521LOBA9/image-asset.jpeg General 4 - ASA 106 Advanced Coastal Cruising ASA Bareboat Chartering https://www.starboardsailingschool.com/instructor-clinics daily 0.75 2026-03-27 https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/c0f9e0e8-c068-4482-b7d4-ab1daa143660/5-4+104.jpg https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/0f92b4e6-0d85-4d83-8761-68f8db08a2e4/captain+annika.jpg https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/208f146b-faa9-4fd1-8afa-215691ce9fef/AdobeStock_53172542.jpeg https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/aef6593d-729d-4ec8-8c83-2bc0fe6d3791/teaching.jpg https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/085cf8c3-b2c0-441b-83b2-cb3feeea93c8/AdobeStock_14707219.png https://images.squarespace-cdn.com/content/v1/61b2480b62818b1edff41d2b/8511fe34-a41c-45d4-8318-5295d7b09f86/AdobeStock_109634289.jpeg https://www.starboardsailingschool.com/store daily 0.75 2024-11-21