Sail with us from Portland, Maine's Old Port on an authentic sailing vessel steeped in history — and enjoy the cruise of a lifetime. Bagheera, Wendameen and Timberwind provide the perfect vantage point to enjoy some of Maine’s most beautiful sights and sounds — from the deck of a storied wooden schooner built in the early 20th century. For a morning, afternoon, sunset, or overnight windjammer adventure, from Portland Harbor through the pristine waters of Casco Bay and beyond, refresh your spirit and excite your soul with an unforgettable sail reminiscent of a simpler time.