Your Maine Sailing Vacation Begins Here...

Sailing aboard the Schooner Timberwind for a 3, 4, and 6-day windjammer cruise may be one of the smartest vacation decisions you will ever make! Your adventure begins in beautiful Rockport Harbor with the sounds of sea birds, and the scent of fresh salt air.  From the moment you are welcomed aboard, there is nothing else for you to plan or organize. Away from the phones, faxes, emails, and traffic, you are invited to step back in time aboard this National Historic Landmark Vessel, as she sails along the sheltered waters and around the Islands of Penobscot Bay.  An all-inclusive sailing adventure, meals are lovingly prepared on a wood burning cook stove in our galley to the delight of passengers who are treated to feasts of memorable proportions. Delicious foods presented with a passion for detail, and a traditional Maine lobster bake are a feature on every cruise!  A native Maine windjammer, the Timberwind is the only pilot schooner sailing the coast of Maine. With no inboard engine, she sails in harmony with the winds and tides ... and as the saying goes, “Wherever we end up, its right where we want to be, and whenever we get there, we’re right on time” Capt. Bob

Why Choose the Timberwind?

Capt. Bob started his adventure into the Windjammer business as passenger, and just like you, didn’t know exactly what to expect. He has worked in every level of this business from shore support to ownership, and this unique perspective enables him to offer you a cruise experience that is welcoming, personal, fun, and worry free! With free parking, shore heads, showers, and unparalleled beauty, Rockport Harbor simply can’t be beat!

Family Cruises:

Family owned and operated, the Timberwind welcomes every kind of family together in a safe, friendly, relaxing, and nurturing environment. With special Charter rates available, the Timberwind is the perfect platform for reunions, retreats, workshops, or school and scouting trips.    “We have an abiding appreciation for family & friends, nature, the cruising grounds we sail, and the Timberwind's place in history, and we are eager to share this beautiful schooner with you.”

 *The Timberwind welcomes children ages 5 and up on designated family cruises.

Click here for the 2012 Maine Windjammer Association discount packages!!!!!!!!