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Sailing Through History: Classic Harbor Line Boston

Discover the enchanting beauty of Boston from the water with Classic Harbor Line's unforgettable sailing experiences, blending history and breathtaking views.

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Experience the beauty and charm of Boston from the water with Classic Harbor Line. Offering a range of sailing experiences, from leisurely cruises to private events, this is the perfect way to explore the city's iconic skyline and rich maritime history. Whether you're enjoying a sunset sail or a special event, the breathtaking views and exceptional service make every moment memorable.

A brief summary to Classic Harbor Line Boston

  • Monday 10 am-9 pm
  • Tuesday 10 am-9 pm
  • Wednesday 10 am-9 pm
  • Thursday 10 am-9 pm
  • Friday 10 am-9 pm
  • Saturday 10 am-9 pm
  • Sunday 10 am-9 pm

Local tips

  • Book your sailing experience in advance, especially during peak tourist seasons.
  • Dress in layers, as the weather can change quickly on the water.
  • Bring your camera to capture the stunning views of the Boston skyline and harbor.
  • Consider a sunset cruise for a romantic experience with breathtaking views.
  • Check their website for special events and themed cruises for a unique experience.
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Getting There

  • Car

    If you're driving from Salem, head south on MA-107 S. Merge onto I-95 S and continue for about 10 miles. Take exit 20A to merge onto I-93 S toward Boston. After approximately 10 miles, take exit 20 toward Boston (I-90 E). Continue onto the Massachusetts Turnpike. Take exit 24B for South Station. Continue straight onto Atlantic Ave, and then take a slight right to stay on Atlantic Ave. Turn left onto Rowes Wharf. The Classic Harbor Line Boston will be on your left at 60 Rowes Wharf.

  • Public Transportation

    From Salem, take the MBTA Commuter Rail from Salem Station to North Station. The train ride takes about 30 minutes. Once you arrive at North Station, transfer to the Orange Line subway towards Forest Hills. Get off at Haymarket Station. From Haymarket, walk south on Blackstone St toward Congress St, then turn left onto Congress St. Continue straight until you reach Atlantic Ave, then turn right. Continue straight on Atlantic Ave until you reach Rowes Wharf. Classic Harbor Line Boston will be on your left at 60 Rowes Wharf.

Unlock the Best of Classic Harbor Line Boston

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Discover more about Classic Harbor Line Boston

Classic Harbor Line Boston is not just a sailing company; it's a gateway to exploring the historical and scenic beauty of Boston from a unique vantage point. Nestled in the heart of downtown at Rowes Wharf, this premier tour operator offers a variety of sailing experiences that cater to everyone—from tourists seeking a leisurely cruise to locals looking for a weekend escape. You can embark on a classic yacht and glide through the shimmering waters of Boston Harbor, marveling at stunning views of the skyline and the famous landmarks that dot the coastline. The fleet features beautifully restored classic yachts, each providing a charming atmosphere that enhances the overall experience. Whether you choose a daytime sail or an enchanting sunset cruise, you will be treated to unparalleled views of the city’s historical sites, including the USS Constitution and the Boston Tea Party Ships. For those looking to celebrate special occasions, Classic Harbor Line also offers private charters that can be tailored to your specific needs, making it an ideal venue for weddings, corporate events, or family gatherings. With knowledgeable and friendly crews, guests receive insights into the rich maritime history of Boston while enjoying fresh air and beautiful surroundings. Don't forget to bring your camera; the breathtaking scenes from the harbor are perfect for capturing unforgettable memories. Classic Harbor Line not only elevates your visit to Boston but also immerses you in the city's vibrant culture through the lens of its storied waterways.

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