Welcome to On The Wind Sailing. We offer private sailing charters in Rockland, Maine on beautiful Penobscot bay, inviting you to design your own personalized and flexible excursion. Founded in 2015, On The Wind Sailing is based upon the simple idea that a smaller more intimate setting creates a more enjoyable on-the-water experience.
We offer an exclusive alternative because we operate on a private-charter-only basis, providing an intimate, comfortable, customized sailing experience suited to the needs and desires of our guests, second to none
📸 On The Wind Sailing
