Annapolis Sailing School


95% of 64 customers recommend

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In a Nutshell

Learn sailing basics from a certified sailing instructor during a hands-on lesson held upon the Severn River

The Fine Print

Promotional value expires Sep 8, 2013. Amount paid never expires. Limit 1 per person, may buy 3 additional as gifts. Limit 1 per visit. Valid only for option purchased. Reservation required; subject to weather conditions. 72hr cancellation notice required or $50 fee may apply. Valid only at listed location. Must use promotional value in 1 visit. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Annapolis Sailing School - Annapolis: Two-Hour Sailing Lesson for One or Two at Annapolis Sailing School (Up to 58% Off)

Sailing lessons teach you to navigate choppy waters or awkward conversations during unnaturally still waters. Weather any storm with this Groupon.

Choose Between Two Options

  • $79 for a two-hour Try Sail sailing lesson (a $180 value)
  • $150 for a two-hour Try Sail sailing lesson for two (a $360 value)

Designed for beginners, taught by certified instructors, and offered seven days a week, each Try Sail sailing lesson immerses students in the fundamentals of sailing and the scenic surroundings of the Severn River. View the FAQs for more information.

Annapolis Sailing School

At Annapolis Sailing School, the instructors prefer hands-on teaching to traditional textbook methods. They’ve developed this approach ever since their first lesson in 1959, when the school opened. Many lessons later, the staff continues to introduce novice sailors to the sea aboard their fleet of vessels, which includes a rainbow sailboat and a cruiser. From the get-go, students are encouraged to man the jib and barter with Poseidon over the choicest sailing routes. In addition to these private and group sailing lessons, the staff also rents out sailboats and offers a certification program that adheres to the American Sailing Association’s program.


95% of 64 customers recommend

  • “They were great, made it super easy to use our groupon. Lilly, our instructor, was awesome.”

  • “Bring water and sunscreen.”

  • “It's the original school and still the schooling soul of the Bay.”

  1. 1


    7001 Bembe Beach Rd.

    Annapolis, MD 21403


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