
Denis Sullivan
Denis Sullivan is a three-masted, wooden gaff-rigged schooner built in 2000 in Milwaukee - the only existing replica of a 19th-century Great Lakes schooner, constructed almost entirely by volunteer labor after being proposed in 1989. She served as the official flagship of Wisconsin and the UN Environment Programme for over two decades under Discovery World. In September 2022, she was sold to World Ocean School and sailed via the Great Lakes and St. Lawrence Seaway to a new home in Boston, joining sister ship Roseway as an educational platform. She now runs live-aboard student voyages (up to 18 students) along the New England coast, plus public harbor sails and private charters from Boston and, in winter, St. Croix - including a scheduled appearance at Sail Boston 2026.
Set sail with Denis Sullivan. Experience cruises full of excitement, relaxation and discovery
On board Denis Sullivan, hands-on sailing cruises await, where you'll learn to sail without prior experience – steer, navigate, dive and feel the rhythm of the ocean under sail. What makes these cruises special?
Authentic hands-on sailing
On this historic tall ship you'll gain practical sailing lessons under the guidance of an experienced crew.
Ecological approach and closeness to nature
Cruises emphasize sustainable contact with the ocean – expect diving from Zodiacs, observing wildlife and relaxing under the stars, without mass tourism, providing deep soul renewal.
Variety of cruise types
From training to tourist – on Denis Sullivan you'll get a combination of adventure and luxury, like fine dining under sail or snorkeling in crystal clear waters, building unforgettable memories.
Comfort with a touch of history
Expect unique cabins with bathrooms, a library and bar on board – this distinguishes the ship, offering 'old money' elegance with a splash of salt, ideal for families, couples or groups seeking authentic maritime elegance.
Concerns we know only too well
A sailing cruise should be exciting, not stressful. And yet - we know that feeling. Doubts whether you'll cope. Chaos in offers. Questions about logistics that no one answers straight. We listen to passengers and travellers - we know what holds them back from setting sail.