Sailing Sessions at Chesapeake Sailing School in Annapolis. Two Options Available.

Chesapeake Sailing School

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Customer Reviews

30 Ratings

100% Verified Reviews
All reviews are from people who have redeemed deals with this merchant.


Kathleen S. ·
October 3, 2013
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.


Teresa Z. ·
July 23, 2013
The opportunity to try sailing for a day was a great idea. The instructors were very professional and I am amazed by how much we learned in just one day! We totally plan to return for more classes!


Ruth T. ·
July 20, 2013
Had a great day. Instructors were very helpful.

What You'll Get

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 sailing sessions at the Chesapeake Sailing School in Annapolis. Choose between the following options:

Tide ticklers of any experience level can enjoy a four-hour cruise atop the Chesapeake Bay. Sailors can take the reigns of the keelboat or let the qualified skipper steer as the winds glide them around Annapolis scored by the soothing sounds of splashing waves and mollusk a cappella groups.

The Chesapeake Sailing School grants boat wings to landlubbers with interactive courses aboard the 22-foot Tanzer 22. The one-day 'Try It' Intro to Sailing course gives rookie water wanderers 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 begin the experience with instruction on tacking—or driving—the boat. From there, rookie sailors 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.

The Fine Print

Promotional value expires Oct 5, 2011. Amount paid never expires. Limit 1 per person, may buy multiple as gifts. Valid only for option purchased. By appointment only 2 weeks in advance; subject to availability. 7-day cancellation notice required. Must be 16 or older. Must sign waiver. Light soled shoes (tennis shoes) required. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

About 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.

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.