What could be more exhilarating than setting sail out of a Maine harbor aboard a Windjammer or a tall masted schooner? Maine offers sailing charters of all sorts and lengths. You can enjoy a 2-hour sailboat charter, a sunset harbor cruise on a beautiful sailboat, or a full day sail with a picnic lunch and a visit to a Maine island.

Maine windjammer tours offer weekend or weeklong sailing trips aboard an authentic sailing schooner or tall ship. These sailing excursion are all inclusive, your captain and crew serve you three meals a day and let you hoist a sail. If you want to learn to sail, sailing instruction is often available as part of your charter package. Private charters of sailboats on the Maine coast allow experienced sailors to explore the coastline on their own.

If you time your sailing trip right, you might witness the breathtaking parade of tall ships. There are 12 historic tall ships harbored in Maine.

Watching the sunrise from the deck of a schooner is one of life’s simplest, most satisfying pleasures. Seeing the seals swim or sun themselves on the rocky coast is another. Of course, the spectacular Maine scenery is always included in your sail.

Below please find some Maine sailing tours.

Maine Windjammer Tours

The Pineapple Ketch - Kennebunkport The Pineapple Ketch offers a two hour sail along the Southern Maine Coast. Departing daily from the Nonantum Resort in Kennebunkport, the tour can be as hands on or as laid back as you would like; haul lines, raise sail, take a turn at the helm or just sit back and take in the beautiful views and fresh ocean air. Departing Daily In-Season from The Nonantum Resort Marina. Day Tours. Reservations 207-468-7262

Windjammer Tours l Boat Rentals l White Water Rafting l Kayaking l Lobster & Scenic Boat Tours l Fishing Charters