Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston from the water! Within minutes of leaving the dock, guests will forget the distractions of life on land and experience the joy of a leisurely sail. Sit back and relax as the crew raises sail and provides beverage service. Drinks are available for purchase by credit card only. Guests are welcome to bring a picnic onboard. The knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer.

Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for more sweeping views of the Harbor. Some notable sites include great views of Boston's skyline, Old North Church, Bunker Hill Monument, USS Cassin Young, and the USS Constitution along with Boston's Harbor Islands. Bring your camera! Grab a beverage or light snacks from the bar (available for purchase by credit card).

Situated on the Cape's northern-most tip, Provincetown is known for its art galleries, shopping, restaurants, landmarks, picturesque beaches and more. With our high-speed catamaran, all of this is just a 90 minute ride away!

Cruising year-round from Rowes Wharf, the sleek and modern Premier Dinner Cruise on Odyssey is the perfect setting for celebrating with friends, connecting with colleagues, or a romantic evening for two. Enjoy upscale dining and entertainment, creative cocktails, wine, and beer from our well-stocked cash bar and scenic views of Boston Harbor, and watch as the city lights glisten from our climate-controlled decks on this memorable dinner cruise experience.

Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island, Georges Island, Independence Fort, Bunker Hill Monument, USS Cassin Young, USS Constitution, Old North Church, Boston’s Seaport District, and Boston’s incredible skyline. Brunch features a diverse buffet menu to suit all palettes including bakery, fruit, yogurt, eggs, bacon, seasonal salad and more! Please contact us in advance to inform us of any food allergies. Please note we cannot accommodate all food allergies, but we will do our best if given advance notice.

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adirondack IV. Both sailboats are classically styled schooners and offer a smooth and gentle sailing experience as well as top-notch customer service by our captain and crew. Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of a sunset sailing cruise aboard a beautiful sailboat.