Sailing School


Sailing School Maryland - Sail Solomons

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We offer a full range of sailing courses with focused on-the-water instruction. Whether you’re a novice learning the basics and pursuing ASA certification, or an experienced sailor hoping to fine-tune your skills with a private sailing lesson, we have a course for you. Sail with us on the Chesapeake and Caribbean, and take your sailing to the next level!

Sail Solomons has been recognized by the American Sailing Association as an “ASA Outstanding School” each year from 2008 through 2012. Our instructors have been awarded “ASA Outstanding Instructor” from 2007 through 2012, making us the most-awarded sailing school on the Chesapeake Bay!

Sail Solomons


Sailing lessons on the Chesapeake Bay, Maryland

Our scheduled sailing courses range from novice to advanced, beginning with basic introductory courses and extending through the ASA continuum to advanced cruising. Our small class size (2-4 students) allows a hands-on focus with maximum on-the-water training. Most courses are conducted on weekends, to accommodate your busy lifestyle.

Cruising courses are taught in a live-aboard environment to fully immerse you in the cruising experience. Mid-week combination courses are also available to get you on the fast track to cruising!

American Sailing Association

ASA is the leading authority on sailing instruction in the USA. As an ASA school, Sail Solomons offers a full range of ASA certification courses that are recognized internationally, so you can begin to charter the globe!  ASA course prices include instruction, ASA texts and certification materials. All Sail Solomons instructors are ASA-certified instructors and licensed by the US Coast Guard.

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Sail Solomons

Specialized/Private Courses

Specialized / Private Sailing Courses on the Chesapeake Bay, MarylandWhether you are a novice looking for private sailing instruction or an experienced sailor hoping to fine-tune your skills, we have a course for you. Our full complement of tailored and private instruction includes “On Your Own Boat”, electronic navigation, marine systems and a program for “Couples cruising in harmony”. Let us tailor a course for you!

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Sail Solomons

Caribbean Courses

CaribbeanExperience the learning vacation of a lifetime – Sail Solomons in the Caribbean! Join one of our fabulous monohull or catamaran flotillas for a full week of glorious tradewind sailing. Immerse yourself in island life – warm, crystal-clear waters, sunshine, swimming and snorkeling on tropical reefs, and basking in island hospitality. Pursue ASA certification in our intermediate and advanced courses, or simply hone your sailing skills without certification. Our Caribbean courses are conducted onboard luxury yachts from select charter companies. Courses include ASA 104 Bareboat Charter and ASA 114 Cruising Catamaran.

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Sail Solomons

Instructor Training

Instructor TrainingA very special group of sailors feel the need to share their knowledge and passion for sailing with others by becoming sailing instructors. If you are in that select group, Sail Solomons’ resident ASA Instructor Evaluator can help you achieve your goal with instructor training and ASA Instructor Qualification Clinics. These demanding clinics test your sailing skills, professional knowledge and presentation techniques to the national standard set forth by the American Sailing Association. Once qualified, you will have a ticket to teach for ASA schools, and get paid to do what you love best!

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Sail Solomons

Course Schedule

2018 Course ScheduleMayJuneJulyAugSeptOct
Introduction to SailingFri & Sat pm or
by request
Fri & Sat pm or
by request
Fri & Sat pm or
by request
Fri & Sat pm or
by request
Fri & Sat pm or
by request
Fri & Sat pm or
by request
Learn to Sail5-6
ASA 101 (Keelboat)12-13
30 June- 1 July
30 June - 1 July
14-15 July
LTS /ASA 101 comboOn Request14-17On Request
ASA 103 (Cruising)11-138-106-810-127-9
ASA 103/104 comboTBD
ASA 104 (Bareboat)11-1315-1727-2924-2621-23
ASA 106 (Advanced)Tentative early May
Ocean passage
Bahamas to
to Solomons -
Call for details
June 27-1 JulyTBD passage to New England
ASA 118 (Docking)5 & 6 (One day courses)
(2 Students)
2 & 3 (One day course)
(2 Students)
14 & 15 (One day Course)
(2 Students)
(2 students)
(2 students)
Mates CourseBy requestBy requestBy requestBy requestBy requestBy request
Instructor Qual Clinics
ASA 201 - Keelboat
ASA 203 - Cruising
ASA 204 - Bareboat
ASA 218 - Docking
ASA 206 - Adv Cruise
June 1-3 : 201
June 4: 203
Classroom Courses 2016DatesLength
ASA 105 (Coastal Navigation)Feb 10-11 & 24-254 day course
ASA 119 (Marine Weather)June 1-33 day course