• “Annapolis Sailing School lived up to its 50 year tradition of offering sailing courses that provide an excellent foundation for safe and effective sailing...”

    W.B. , Bethesda, MD
  • “Annapolis Sailing School has changed the way I sail. I've been sailing for 10 years and I learned more in these two days than the last 10 years.”

    H.G. , Owings Mills, MD
  • “When on the water I found it very effective when the instructor walked through the maneuver beforehand for context, explaining what would happen with the wind, boat, sails...”

    C.H. , Palo Heights, IL
  • “[The Instructor] was great, he taught us to not only react but anticipate what move we should be ready to do. This course has made me more excited to learn more...”

    J.G. , Minneapolis, MN

certification Modular Courses

To accomodate any schedule, Basic Keelboat courses can be taken as one day modules in order to accomodate any schedule and let students focus on topics of their choice

Basic Keelboat Courses

Our Basic Keelboat courses are designed to provide an enjoyable introduction to the sport of sailing.Our courses will give you the necessary basic knowledge to enjoy sailing.  

Cruising Courses

When you’re ready to step up to handling a larger cruising sailboat, we can help. We also have refresher courses for those who have some “big boat” experience but want to hone their skills. 

Paddle Board

  • Interested in Paddle Boarding?

    Come take a class experts and amatuers welcome
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    Sunset Reggae Paddle

    Expect to hear some Bob Marley and the Whalers as you enjoy a fun evening paddle set to the musical stylings of the Caribbean.
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    Group Paddle

    Everybody on a board and we go, no paddlers left behind.
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    Wine and Board

    Everything’s better when it ends with an adult beverage. All levels paddle; all levels drinking when we hit the beach afterward.
  • Love Yoga and the water?

    Take your yoga to the beachfront and beyond
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    Be The Board

    Faster, Farther, Deeper in our version of the Zen and the art of motor-skills maintenance.
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    Vinyasa Paddle Flow

    We will open with SUN A and SUN B series and have fun exploring postures as we flow on the board. Falling is fun and a welcomed refresher!
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    Beach Yoga (not on boards)

    Prepare to relax and unwind as you practice yoga on the beach overlooking the Chesapeake Bay. Please bring a towel to practice on; we will have straw mats for rental. Yoga mats not recommended!

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