Portland Schooner

Sail with us on an authentic sailing vessel steeped in history — and have the experience of a lifetime. Our fleet of historic, Maine-built wooden schooners - Bagheera, Wendameen, Timberwind, Heart's Desire and Vela - provide the perfect vantage point to enjoy some of Maine’s most beautiful sights and sounds. For an afternoon, a day, or an 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.