Sailing Charters - Portland, Maine - Call Capt. Brock (207) 233-7968


 Welcome to the cold and snowy months here in Portland, Maine. Our sailboat is "on the hard," as salty sailors like to say. But we're busy preparing for our 2020 charter season which will start approximately the end of May and run through early October. We sure hope you join us for a sail this summer. It'll be warmer by then. Promise. --Capt. Brock

Book Now by Phone or Email

Private Sailing Charters in Portland, Maine, with Capt. Brock

Book Now by Phone or Email

Yacht Deliveries

Need an experienced, USCG-licensed captain and crew to safely move your sail or motor vessel up or down the East Coast of the United States or beyond?   

Contact Capt. Brock for an Estimate

Coming Soon

We'll have some new Seakindly t-shirts, hats, and stuff ready for you soon in time for spring sailing.

Giving Back to the Ocean

Seakindly donates at least 5% of its revenue to charitable organizations dedicated to ocean conservation, marine habitat and wildlife, and the promotion of sailing.