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Family Learn to Sail Programs

Tweens and Teens Learn Free at Family-Friendly Florida Resorts

Treat your family to a memorable learning vacation at one of our family-friendly seaside

resort locations on the Gulf of Mexico. A 5-day Learn to Sail Course package includes accommodations and the cost of just two tuitions for a family of up to five (one or two adults and three youth 7-17 years of age). The half-day learning schedule allows plenty of quality time to enjoy other activities to round out your vacation. Rent bicycles, jet skis, fishing skiffs. Enjoy paddle boarding on the Gulf of Mexico, go swimming and collect amazing shells. Explore nearby wildlife preserves, fish off the pier. Enroll the kids in special educational programs just for them while you relax with a great book, walk or run on special paths, and head to the spa. Check out these two great resort locations for a terrific family learn to sail vacation and call 888-454-7015 for package rates.

Family Learn to Sail Getaways in New York Harbor

If you live in the New York Metro area or are planning to visit, you can enjoy the 5-day Learn to Sail course with your tweens and teens right in New York Harbor. The 5-day Learn to Sail Course is offered Monday through Friday mornings May through August. Tuiiton for one or two adults and up to three youngsters (7-17) is just $1790 total. Accommodations are not included but there are plenty of hotels near our two locations with tons more to do besides sailing. Visit the Statue of Liberty, Ellis Island and the World Trade Memorial and Museum. Get tickets (in advance) for the observatory in One World Trade Center, the tallest skyscraper in the Western Hemisphere. Take a boat ride around Manhattan and explore the Intrepid Sea, Air & Space Museum. Check out our locations below and call 212-786-4888 to sign up.

Tweens and Teens Learn Free and Family Sailing packages include:

  • Instruction for everyone aboard in the 5-day Learn to Sail Course
  • Two copies of Steve and Doris Colgate’s Fast Track to Sailing book, published by McGraw-Hill for Learn to Sail
  • Colgate Sailing Certification (if desired) for all who take and pass the certification test (minimum age 9)
  • If US Sailing Basic Keelboat Certification desired, $75 additional fee per person for this optional certification (minimum age 9)
  • Diplomas and log books to take home
  • Accommodations, room tax and resort fee if staying at one of our Florida resort locations

“Jacek was a great instructor. I attended this course with 3.2B_Ft.MyersBeach_Slide_13_Family_Learning_700x465my wife and three of our children. He was very patient and made sure everyone understood the material. We all loved the course.”

Jeff Breymaier – Maumee, OH

Book Early for First Choice Dates at Resort Locations

Courses start Monday morning. Plan to arrive Sunday night and leave the following Friday afternoon, or stay an extra day to make getting home less of a rush. Don’t forget to purchase trip insurance to give you peace of mind when you book your vacation.

“This was a family course for us and my two children (9 6.12_Couture_Kyle_2012and 11), who were a little apprehensive at times. Despite that, on our sail Friday without an instructor, we all put what we learned to work and had an excellent day at sea! It is obvious that Offshore Sailing School puts a lot of effort in their selection of instructors. We thoroughly enjoyed the class and look forward to getting back out on the water with our newly gained sailing confidence.”

Kyle Couture – Birmingham, AL


  • Tweens and Teens Sail Free at resort locations is only available if you purchase the full accommodation package, no accommodations required for NY Harbor courses
  • Offer available only on the 5-day Learn to Sail course, not on any other course levels offered
  • Reservations for resort-based courses are taken on a space available basis, minimum three weeks in advance of course start date; minimum two weeks advance reservations required for NY Harbor courses
  • Black-out dates may apply
  • Tuition and package rates subject to change and vary by season
  • Terms and Conditions Agreement sent when course is booked, must be signed and returned before course is confirmed
  • Tweens and Teens must be between the ages of 7 and 17
  • At least one adult (preferably a parent) is required to participate with Tweens and Teens
  • This deal may not be combined with any other discounts or offers

Book Your Family GETAWAY Now

Call 888-454-7015 or 239-454-1700 for resort courses
For NY Harbor courses call 212-768-4888


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