CLOSED for the off-season. See you in May 2025!     

Sign Up for Sailing Lessons in Maine’s Boothbay Harbor

Learn to sail this summer in Maine’s Boothbay Harbor! Boothbay Harbor is home to Maine’s only certified US SAILING school, making it the ideal destination for visitors looking to learn sailing for the first time or brush up their skills. Whether you are looking for an easy introduction to sailing or are looking to get your basic Keelboat certification, there is a Maine sailing lesson for everyone’s skill level. Book your stay with Newagen Seaside Inn and sail along Maine’s scenic coastline this summer with a local guide!

Boothbay Harbor Yacht Club

Boothbay Harbor Yacht Club is the only certified US sailing school in Maine, located just five miles from our resort. It offers a variety of sailing courses taught on J22 sailboats by experienced instructors. Please email [email protected] or call 207-633-5750 with inquiries about scheduling courses.

  • First Sail offers a two-hour introductory sail with an experienced instructor teaching you basic sailing theory, boat familiarization, steering, tacking, and jibbing. 
  • Introduction to Sailing is very similar to the First Sail option, except you will receive four hours of instruction on the water.
  • US Sailing 3 Day Basic Keelboat Certification course includes the US SAILING Keelboat textbook, certification upon completion of the course, and automatic membership for a year. 
  • Advanced and Specialty Clinics are the best options for experienced sailors looking for customizable ways to build their sailing skills. From Intro to Spinnakers to Big Boat Crewing for Racing, there is a course for everyone.
  • Private Lessons are scheduled by appointment only and are great for visitors looking for one-on-one instruction.

Midcoast Sailing

Midcoast Sailing offers private sailing lessons for groups or individuals on Wind’s Will with Captain Stanley. Please contact Midcoast Sailing directly at 207-350-1606 to book your sailing lesson!

Southport Sailing

Check out the Southport Yacht Club for junior sailors looking to sharpen their skills. The sailing program starts June 24, 2023 and run over an eight week period, divided into one-week sessions, ending August 17th.  Sailors are encouraged to enroll for two or more sessions, up to the full eight week season. Visit their website for more details.

Prepare for Your Sailing Lesson

  • Dress in layers
  • Wear sunglasses, hats, sunscreen
  • Bring a reusable water bottle
  • Wear close-toed shoes

Book Your Stay at Our Maine Waterfront Resort

In addition to sailing lessons, Maine’s Boothbay Harbor sets the stage for endless water adventures near Newagen Seaside Inn. Sign up for a sailing charter, plan your getaway around Windjammer Days, and explore the coastline on our complimentary rowboats. Wake up to stunning Cape Newagen and the Atlantic Ocean views in one of our guest rooms or seaside cottages. Book your summer getaway in Boothbay Harbor today!