Courageous Sailing Center


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In a Nutshell

Under instructor supervision, guests sail 19-ft. Rhodes sailboats or enjoy a leisurely cruise on historic Boston Harbor

The Fine Print

Promotional value expires Sep 6, 2016. Amount paid never expires. Must sign waiver. Subject to availability. Merchant's standard cancellation policy applies (any fees not to exceed Groupon price). Limit 3 per person, may buy 5 additional as gifts. Limit 1 per customer per visit; cannot combine multiple vouchers for longer sailing time. Online reservation required. Must use promotional value in 1 visit. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

After purchasing this deal, you will need to visit the website listed on your Groupon voucher to complete redemption.

The Deal

  • $95 for a two-hour private sailing lesson or leisurely cruise for up to three people ($190 value)

Courageous Sailing’s expert instructors initiate students in the ways of the sea during a private two-hour sail on Boston Harbor. Seafarers learn the ropes of steering and operating sailboats, confidently taking the tiller under instructor guidance to navigate the waves. For a relaxing cruise, groups can opt to let the skipper steer while they enjoy the scenic, salty waterscape and city skyline.

Courageous Sailing

Some people may see sailing as a way to save money on gas when traveling by water, but Courageous Sailing, recognized as a top 10 community sailing center by US Sailing and Sail Magazine, sees it as a way to educate, build leadership skills, and promote life-long learning. Since 1987, the nonprofit organization has hosted sailing programs for Boston's youth along with providing accessible sailing lessons and membership to the community at large.

Customer Reviews

Great intro to sailing in Boston Harbor. Used the groupon to check out the center... And will be back !
Diana B. · May 25, 2015
Loved it!!!!!!!
Meghan N. · January 8, 2013
My family enjoyed the afternoon, highly recommended.
Larri M. · October 21, 2012
Merchant Location Map
  1. 1


    Pier 4, Charlestown Navy Yard

    Charlestown, MA 02129


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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.