Sailing Lesson for Two or Two-Hour Guided Boat Trip for Up to Six from U-SAIL (48% Off)

The Chart Room

Value Discount You Save
$120 48% $58
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Over 100 bought

In a Nutshell

United States Coast Guard captains acquaint students with the open water & teach sailing fundamentals through hands-on instruction

The Fine Print

Promotional value expires 270 days after purchase. Amount paid never expires. Limit 1 per person, may buy 1 additional as a gift. Valid only for option purchased. Limit 1 per visit. Reservation required; subject to availability and weather permitting. Merchant's standard cancellation policy applies (any fees not to exceed Groupon price). Passengers under the age of 13 or non-swimmers are required to wear a life jacket. Passengers should wear boat or deck shoes that are non-marking soles. Must sign waiver. Gratuity not included. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Choose Between Two Options

  • $62 for a two-hour introduction to sailing lesson for two people ($120 value)
  • $104 for two-hour guided full-boat trip for up to six people ($200 value)

Learn sailing basics on a four-to-six-person boat. Guests can participate in hands-on sailing or simply enjoy the ride.


Each time Captain DJ McCabe leads a sailing lesson, a smile of familiarity crosses her face at the sight of students' widening eyes as the sails catch wind and glide the boat across Lake Monroe. In the silence of the 9,406-acre freshwater lake, sailors can catch glimpses of rare wildlife as the vessel drifts past bathing manatees, soaring herons, and bald eagles snatching each other's toupees. A range of lessons taught by United States Coast Guard captain acquaint aspiring sailors with the trusty rigs, and more advanced students can sign up for certification courses, which follow ASA teaching curriculums to instill safe and steadfast sailing skills. Stationed adjacent to Monroe Harbour Marina, U-SAIL keeps a fleet of 8 boats ranging from 18 feet to 30 feet long and lavishes sailors on land with amenities such as abundant parking, wireless Internet, showers, and laundry machines. U-SAIL is located in the historic downtown district, which boasts myriad restaurants, art galleries, and unique shops.

Customer Reviews

Captain DJ is great! It's a little tricky working with the weather, so be flexible in scheduling your time. She was awesome.
Erika D. · January 16, 2016
Would absolutely recommend!
Michael C. · January 3, 2016
Captain DJ is very knowledgeable It was a fun and enjoyable trip Definitely one of our best Groupons yet!
Michael C. · December 3, 2015
Merchant Location Map
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    The Chart Room

    531 N Palmetto Ave


    Sanford, FL 32771


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