Classic Sail Boston

Classic Sail Boston offers private charters on a beautifully crafted 45-foot wooden sailboat, allowing guests to experience Boston Harbor in a unique and memorable way. Whether it's a leisurely sail through the inner harbor or an adventurous trip to the Harbor Islands, their services cater to special occasions such as birthdays, anniversaries, and proposals.

With options ranging from two-hour sails to full-day adventures, guests are encouraged to bring their own beverages and snacks to enhance the experience. The company prides itself on providing a personalized touch, ensuring that every outing is tailored to the desires of the guests while exploring iconic locations like Seaport, Charlestown, and the North End.

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