$87 for One Day of Try It Intro to Sailing from Chesapeake Sailing School in Annapolis ($175 Value)


Value Discount You Save
$175 50% $88
Give as a Gift
Limited quantity available
Over 150 bought

In a Nutshell

  • Learn sailboat etiquette
  • Bone up on the basics
  • Get time on the water
  • Experienced instructors

The Fine Print

Promotional value expires Oct 5, 2010. Amount paid never expires. Limit 1 per person, may purchase multiple as gifts. Ages 16+ only. Subject to availability. Must sign waiver before boarding. Non-marking tennis shoes are required. Must make reservation 3 weeks in advance. No cancellations allowed. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Before man conquered his fear of water, he amused himself with dust sports such as pushing boulders off cliffs, wrestling tumbleweeds, and falling in the dust. Opt for an aquatic adrenaline rush with today's Groupon: for $87, you get a day of introductory sailing from Chesapeake Sailing School (a $175 value), located in Annapolis.

Chesapeake Sailing School's Try It intro-to-sailing experience gives rookie water-wranglers the chance to learn the basics of sailing on the open waves. After registering for the course, students will receive a guide in the mail detailing what to wear and what to expect on the day of the class. With proper aqua attire affixed to the body, students will arrive for the Try It experience, which begins with 30 minutes of instruction on tacking, or driving, the boat. From there, students will head out onto Chesapeake Bay with the instructor for hands-on-deck learning of sailboat etiquette, safety procedures, and the proper, non-plank-walking ways to dismount a water vessel. A half-hour break for lunch is included.

Chesapeake Sailing School has been granting boat-wings to landlubbers for 30 years through a kraken's worth of educational courses. Call yourself Ishmael and take to the steering wheel of a sailboat for a day of Neptune-approved navigation from Chesapeake Sailing School.

Lesson dates are based upon availability; call at least three weeks in advance to reserve a spot. Students must sign a waiver. Light-soled shoes, such as non-marking tennis shoes, are required.

Chesapeake Sailing School

Affiliates of the American Sailing Association, the instructors at Chesapeake Sailing School strive to keep the Chesapeake's seafaring heritage alive through classes spanning one-day sailing courses to five-day live-aboard cruises. The training fleet ranges from 22-foot boats for basic and intermediate instruction to 38-foot vessels for advanced cruise training. The school's team also assists students obtain their ASA certifications in preparation for careers as Popeye impersonators.

Beyond instruction facilities, Chesapeake Sailing School houses The Tiller Club, which grants members privileges such as unlimited daily use of the school's Tanzer 22 ships. The school’s team also coordinates charter excursions to give vacationers a from-the-water view of the Inner Harbor, St. Michael's the Archangel Church, and the bay's abundant wildlife.

Customer Reviews

The instruction, both on and off the water, was exceptional and the entire sailing experience was wonderful. I would recommend it to anyone who would like to learn to sail, or who is interested in getting their credentials.
Kathleen S. · October 3, 2013
excxellent instructor -- fun and informative
Jill B. · September 13, 2012
There was a tiny hiccup when our assigned instructor was MIA the day of our class. The school found a solution quickly and easily, and we had a perfect day of sailing! I'd go back in a second.
Beth L. · August 19, 2012
Merchant Location Map
  1. 1


    7080 Bembe Beach Rd.

    Annapolis, Maryland 21403

    Get Directions

By purchasing this deal you'll unlock points which can be spent on discounts and rewards. Every 5,000 points can be redeemed for $5 Off your next purchase.