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Boston, MA

Sunset Sails/Cruises

Browse By Sunset Sails and CruisesSet sail aboard one of our classic vessels for an experience you are sure to never forget. Sail through Boston Harbor and glide past the U.S.S. Constitution as the sun dips beyond the outline of Boston’s skyline. Take in the colors of the sky with a glass of Champagne in hand and the breeze in your hair. This is the perfect date idea and one of the most romantic activities in Boston.

Whether you are on our sailing ship, or our motor yacht, our exceptional crew is sure to treat you with the most professional hospitality that will have you feeling that our yacht is your yacht. Cruise aboard one of our classic boats for a peaceful and picturesque sunset. Whether you are sightseeing or wanting to take in the views, it is the perfect way to end your day.


Romantic Boston Sunset Cruise

Boston Sunset Cruise

Join us for an after work cruise to relax with friends and watch the sky as it changes from blues to oranges behind the outline of Boston’s city skyline. Experience a sunset cruise departing from bustling Rowes Wharf and head out to watch the sun go down over the city of Boston. Bring a date or meet a group of friends aboard the classically styled yacht, Northern Lights. Cruise by the U.S.S. Constitution at dry dock in the Charlestown Navy Yard and wait for cannon fire to announce the setting of the sun.

  Depart: Rowes Wharf   Boat: Northern Lights   Cost: $38

Boston Sunset Sail

Experience a beautiful Boston Harbor sunset on the water and see some of the city’s waterfront landmarks as the sun dips below the horizon. Sailing offers a smooth and gentle experience on the water, which is great for having a romantic early evening out with that special someone. Our crew and captain offer top notch customer service to our guests.

  Depart: Rowes Wharf   Boat: Adirondack III   Cost: $55 - $57

Boston Jazz Cruise

Boston Jazz Cruise aboard Yacht Northern Lights

Grab that special guy or gal, or a couple of happy-footed friends who enjoy the sounds of live music and step aboard the elegant Northern Lights, for a journey back to the Jazz era. Allow your senses to take you back in time with the sights of our 1920s styled New England Yacht combined with sounds of jazz, presented by the Benjamin Young Trio. The Benjamin Young Trio is a young, talented, up-and-coming, group of Jazz musicians from the Berklee School of Music. Cruise through the harbor enjoying the City Lights as they dazzle on the waters of Boston Harbor, grab a glass of champagne or a mixed drink from the bar and dance with your sweetheart on this one of a kind cruise. This is the perfect cruise for snuggling up with a loved one’s or dancing with a group of friends to the sounds of the Benjamin Young Trio.

  Depart: Rowes Wharf   Boat: Northern Lights   Cost: $44

Boston Harbor Sunset Cruise with Classic Harbor Line

Band on the Water, Fire in the Sky aboard Northern Lights

The Boston Minstrels, featuring Tim McHale, take to the water to offer guests a fun new experience for a Sunset Cruise. As we cruise through the harbor enjoy live music through the ages in all types of genre such as: rock, pop, folk, and blues. You will surely know the songs and will easily embrace the sound waves as we cruise through the waves aboard Northern Lights. The microphone is yours, if you want it, and so is the dance floor. This is meant to be a fun-filled night on the water with friends and loved ones. Have a blast with us on this one of a kind cruise through Boston Harbor.

  Depart: Rowes Wharf   Boat: Northern Lights   Cost: $38