Annapolis Sailing School


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In a Nutshell

Learn sailing basics from experienced sailing instructors during a hands-on lesson with other students held on Severn River & Chesapeake Bay

The Fine Print

Promotional value expires Aug 21, 2016. Amount paid never expires. Merchant's standard cancellation policy applies (any fees not to exceed Groupon price). Limit 1 per person, may buy 3 additional as gifts. Limit 1 per visit. Valid only for option purchased. Reservation required; subject to availability. Under age 16 must be accompanied by adult with voucher. One reschedule permitted. Valid only at Annapolis location. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Choose Between Two Options

  • $79 for a two-hour Try Sail group sailing lesson for one ($180 value)
  • $149 for a two-hour Try Sail group sailing lesson for two ($360 value)

Designed for beginners, taught by experienced instructors, and offered seven days a week, each Try Sail lesson immerses students in the fundamentals of hands on sailing abroad the stable 24’ Rainbows and the scenic surroundings of the Severn River and the Chesapeake Bay. Each group lesson includes up to five students; view the FAQs for more information.

Annapolis Sailing School

At Annapolis Sailing School, hands-on teaching always trumps traditional textbook methods. The school has developed this approach ever since their first lesson in 1959. Over 100,000 students later, the staff continues to introduce novice sailors to the sea aboard their fleet of vessels. From the get-go, students are encouraged to man the tiller, adjust the sails, and barter with Poseidon over the choicest sailing routes. In addition to these introductory lessons, the school also offers more advanced group and private sailing lessons, American Sailing Association certification challenges, boat cruise courses, and boat rentals. Powerboat courses and rentals are also offered on the property.

Customer Reviews

Great experience Nathan our instructor explained everything Looking forward to learn how to sail
Candace L. · August 23, 2016
The instructor was excellent. The staff was very friendly. My experience was very enjoyable.
Lois M. · August 18, 2016
Everyone was great and this is a fun and safe experience for first-time 'try-sailors'...
Jill C. · September 14, 2017

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