Maine Windjammer on the water


The Best Sailing Day-Trips on the Maine Coast

Maine Windjammer CruisesThe true salt of the earth will say that the best way to see our state is from the ocean. Maine windjammer cruises and sail tours will let you do exactly that! What better way to explore Maine’s jutting coastline, extending over 3,500 miles long with dramatic rocky peninsulas and secret coves and inlets? The Camden Harbour Inn is a great vacation home-base to explore Maine by sea. Below we recommend our favorite Schooner trips:

Schooner Eleanor – Kennebunkport
Sail aboard a genuine Maine schooner from presidential Kennebunkport. The two-hour trips will whisk you down the historic Kennebunk River and along the scenic coastline. Enjoy the serenity of cruising under sail. Hear about local maritime history, join in on working the sails, or just sit back and enjoy the fresh sea air. Captain Rich Woodman has been sailing aboard his traditional Gaff Rig Schooner for over 25 years.

Portland Schooner Co. 1912 – Portland
Sail from Portland on an authentic sailing vessel decked with history. Board the Bagheera and Wendameen for a two-hour sail on Casco Bay. Enjoy a Maine sunset from the deck of a storied wooden schooner built in the 20th Century. Take in all the beauty of the Maine coast complete with lighthouses, lobster boats, seals, and gulls.

Bufflehead Sailing Charters – Rockland
Cruise Rockland’s breathtaking coast on Bufflehead, a 32’ wooden Gaff Sloop, both strong and seaworthy. Explore Rockland’s Breakwater Lighthouse and Owl’s Head Lighthouse, which enclose a huge working harbor and bay. Enjoy the view of Camden Hills and Owl’s Head beaches. Captain Daniel Bennett will tell you Penobscot Bay is one of the finest sailing grounds on earth.

Camden Maine Sailing Cruises and Charters – Camden
Hop aboard for a two-hour sail, or a custom private charter. The Schooner Olad sails daily from Camden and offers historic day sails on a completely restored, classic yacht built in 1927. The Olad also offers custom half and full day tours. Looking for a more intimate experience? The Sailing Vessel Owl is a versatile sailboat that seats six. Built in 1941, and recently restored, she is designed for speed and comfort. The Owl will also throw you a lobster bake at near bye Warren Island State Park.

Maine Windjammer Cruises – Camden
Maine Windjammer Cruises is the original Windjammer Fleet established in 1936. Re-live the classic days of sail on one of their featured tall-masted schooners. Grace Bailey, listed as a National Landmark, is an authentic 19th-century coaster. Built right in the Mid-Coast, the Mercantile is known for its sheer beauty. Last but not least is Mistress, a hybrid traditional schooner, and a modern yacht.

Turn Your Day Out At Sea Into A Long Weekend!

The adventure doesn’t have to end when you furl the sails. Let the Camden Harbour Inn welcome and pamper you after a long day of sun and salt air. Stay in one of the luxurious oceanview rooms, taste a Maine’s harvest and coast bounty at our award-winning restaurant, Natalie’s, and peruse a wine list featuring over two hundred handpicked bottles representing some of the world’s best vineyards. If this sounds like your perfect weekend, we agree! Call us at 1-800-236-4266 to book your weekend getaway today!

"While visiting family, we stayed at the Camden Harbour Inn. It’s located a short walk away from downtown Camden and a lovely place to stay. Our room had a beautiful view of the Camden Harbor. They really paid attention to detail…Kate and Chris were wonderful to work with."


Skip to content