Skip to content

Get Out Sailing

Private charters on MDI – Sailing from Southwest Harbor, Maine.

Sunset in light winds

Sunset Sails

Watch the sun set on Acadia National Park as your party silently skims along the water in Southwest Harbor on our Sunset Harbor Tour.

If you are more adventurous, we will head out to Sunset overBass Head Lighthouse to capture the most amazing sunset view on Mount Desert Island.

Off shore sailing

Harbor & Sound

Sail around the distinctly Maine islands off Southwest Harbor on the Harbor Sail. You will see a variety of wildlife, amazing and sometimes odd homes, and incomparable nature.

Or enjoy Mimosas on Somes Sound, a fjord-like body of water stretching along for 5 miles.

Captain and son at the helm

Learn to Sail

Book your Take the Helm Sail Day with you at the helm along the Maine coast on a 38' Shannon Cutter sailboat. The coast of Maine is an amazing, but unforgiving place to sail.

This charter is designed to give you the experience of taking the helm in these gorgeous waters with an experienced Maine captain there to guide and teach you.