Cruising on a Sailo Yacht along Boston Harbor

Enjoy Water Museum, Boston Harbor and Boston islands on your Sailo boat rental

What makes sailing in Boston so special? Boston is a city of great diversity, both in terms of culture and landscape. Although Boston is known for its colonial architecture, narrow old streets and cobble stones that take the traveler back straight to 18th century England, the city really opens up from the water. Boat rentals in Boston will deliver a completely new experience and Sailo guarantees to provide it.


Boston Harbor sailing tours are one of the most interesting and fascinating in the United States. You will discover the sights from a boat and learn about Boston's shores’ history, which is not found anywhere else in the world.

Thе Boston Tea Party Ships and Museum

Thе Boston Tea Party Ships & Museum is a unique place that helps unсover the true story behind an event that changed the course of American history forever. But it’s not just an ordinary old museum, besides full-scale replicas of 18th-century vessels and historical artifacts, the place contains a multi-sensory experience with live actors and tours as well as interactive exhibits and movies that you can literally feel.

Boston Harbor Islands by boat

When you get tired of the urban landscape, you can choose one of our luxury boat charters and sailing cruises in Boston which will help you explore the true beauty of nature. Boston Harbor Islands are really diverse. This national and state park is a true oasis just a few minutes from Boston’s shore. This place will make you feel like a part of nature. Fall in awe with breathtaking views, hike dozens of trails, get a feel for local wildlife, or take one of Sailo’s fishing boat rentals from Boston and catch some fish. It’s definitely the place to escape from Boston’s streets and deep into nature’s beauty.


Fan Pier Marina

Constitution Marina


Museum on the water

boston sailing cruise

Here, at Griffin’s Wharf in Boston, on December 16, 1773, when three tea ships, Beaver, the Eleanor, and the Dartmouth arrived in Boston Harbor, the colonists insisted that the tea must be sent back to England. After the Massachusetts Governor refused, the underground resistance group leader Samuel Adams organized the “tea party”. The British tea that was worth $18,000 was thrown into the Boston Harbor. This set off the chain of events leading to the revolution and the proclamation of the US Independence in 1776.

Sailing to Georges Island

boston harbor private cruises

You must not miss the opportunity to visit the famous Georges Island. The gorgeous arches of historic Fort Warren will meet you once you arrive to see the island. Construction of the fort began in 1833 and completed in 1861 shortly after the American Civil War had broken out, during which it was used as a prison for Confederate soldiers, it’s also home to the legend of the Lady in Black. Now it’s a peaceful, beautiful attraction where you can have a tour or just enjoy a picnic in nature.

Boston partying cruises

boston harbor sailing cruises

Whether you organize a corporate event or celebrate an anniversary with the family, Sailo’s more than happy to provide you with a party boat in Boston. We also have the best sailing cruises for big groups in Boston, which can hold up to a thousand people. If you want to unwind with a small group of friends or family, rent one of Sailo’s luxury yacht charters, so you can leave behind the noise and stress of the big city , and get surrounded by soothing water, blue sky and loving people on a Sailo boat rental in Boston.

Sailing at Sunset in Boston

boston sailing charter

What could be more romantic and astonishing than watching nightfall right above a shimmering metropolis? Experience the beauty of the city’s skyline along Boston Harbor at sunset on one of Sailo’s luxury yacht rentals in Boston. It is unforgettable to enjoy the changing colours of the sky, to see their reflection in the water and to find yourself in the bliss of the moment.

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