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    Sunset Sail Salem

    5.0 (42 reviews)
    Open Open 24 hours
    Updated 3 months ago

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    Lauren H.

    This was easily my favorite thing I did while in Salem!!! This sunset sail was so fun, and the crew was amazing! They knew the history of the boat and were great to chat with. You could walk around and even go below to see some old photos. (They also have a bathroom down below) On this trip they let you help with getting the sails up, it was so fun to hear from them and see how much work it takes. The views were breathtaking and although it was a bit cloudy, the sunset was still gorgeous. We got to see a full moon rise as well! Overall: I came to Salem for witchy stuff but am so thankful I decided to add a sail to my itinerary!

    Aboard the MalibarX

    It was smooth sailing aboard this vessel. The crew members were knowledgeable and fun and friendly. They were so eager to teach us about the boat and sailing. The views were stunning, and the drinks were good.

    Mast
    Tim H.

    A great sailing on an amazing boat. Weather was great, winds and sea were fair. I would definitely recommend sailing this boat and crew if you're looking for a quick adventure out into the ocean and back.

    Sunset

    Cold drinks , friendly staff, very knowledgeable about the history of the boat. Overall had a wonderful time for the sunset cruise.

    Looking towards Baker's Island on the Sunset Sail

    Love the When and If. Great crew, relaxed atmosphere. Always a lovely sail. Even the other passengers who you know you would normally find annoying or obnoxious if you met them on the street are cool on the When and If because the atmosphere is just that laid back. It's the perfect cap to any day

    Sailing out of Salem MA

    It was a great crew, extremely informative. The ship we sailed on was once General Patton's. The crew talked about sailing and about the ship. The drinks were very good. Highly recommend

    We took the sunset cruise and it was great not a bad seat to be had ,the crew was great , as were the other passengers ,my wife is already talking about doing the music cruise ,we will definitely return

    The hubs and I

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    3 years ago

    Perfect sail! The crew was amazing. The boat was spotless. It was a fantastic evening! Go!!!

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    2 years ago

    Beautiful sail. Awesome crew! Would definitely do it over again. They offered refreshments and I even got to steer!

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    3 years ago

    We did a morning sail. Seth and his crew were awesome and the boat is just gorgeous. I highly recommend this cruise

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    3 years ago

    Absolutely gorgeous boat, friendly and knowledgeable crew, beautiful views, great drinks.... all around great time! Highly recommend!

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    6 years ago

    Sean and the crew were awesome hosts! They made sure we all had a good time and felt safe. One of the highlights from our Salem trip!

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    Page 1 of 2

    Ask the Community - Sunset Sail Salem

    Review Highlights - Sunset Sail Salem

    Captain Eric was so knowledgeable of not only the waters, but any questions we asked about the surrounding areas.

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    Frayed Knot Sailing Charters - Capt. Claude Beaudet & First Mate Judy
Photo By Nicholas Beaudet

    Frayed Knot Sailing Charters

    (10 reviews)

    Our whole group would just like to send a huge thank you to Captain Claude and Judy for hosting us…read moreon the Frayed Knot for a spectacular afternoon of sailing a few weeks ago! Both Claude and Judy could not have been more kind and accommodating for our large family sailing excursion. The boat is absolutely gorgeous, spacious, and comfortable. Our hosts provided great amenities for our sail, were so wonderful with our 2 small children, who could not stop talking about how fun the sail was -- "best sail ever!" If you are looking for a spectacular, comfortable, educational, and above all, memorable sailing experience for your family or larger group, we highly recommend the Frayed Knot! We look forward to future family sails with Claude and Judy.

    Amazing experience with Claude and Judy sailing off Manchester-by-the Sea! They made it so easy to…read moremeet and get out to the boat. We really enjoyed talking with them, but they were also totally happy to let us enjoy the peacefulness of being out on the water. Gorgeous views from the boat as we traveled around the north shore, with really awesome views you can really only get from a boat. My boyfriend who loves sailing got to take the helm (as did I) to navigate the lobster traps out into the ocean. Absolutely beautiful boat that is super comfortable and we loved the small snacks of cheese and fruit Judy prepared. Overall they were such wonderful hosts and let us make it our own charter. Can't wait to go back next summer!

    Classic Sail

    Classic Sail

    (55 reviews)

    Waterfront, South Boston

    Captain Dave is the kind of guy that not only oozes knowledge of sailing, the route, and…read moresurroundings on your trip, but he also fit into to group seamlessly and doesn't feel like an outsider... and that makes it feel like you're on the water with a bunch of friends and one just happens to own a boat. First, we had to reschedule our trip from last year as I was hospitalized and unable to make the original trip. My wife contacted Dave and they refunded us initially without hesitation. These are not only professionals, but people with kind, large hearts. The policy could have easily taken our money but we were able to reschedule and not have to pay any additional fees or money given our extenuating circumstances. The boat is clean, well-kept, and the comms and instructions were passed along early and with plenty of detail to leave no room for misinterpretation. Payment and scheduling were easy (as my wife told me, at least) and expectations were set as to what was (and was not) provided in the cost. As far as the value and trip itself, it's money well spent. We've done dozens of chartered routes along the coasts as well as in the Caribbean when we travel. Captain Dave was easily in the top 3 in terms of overall experiences and how effortless the day felt. It wasn't too long or too short, and Dave made sure to capture plenty of moments and memories for us instead of all our photos missing one (or more) members of the group. We also got to stop at 2 of the islands and swim around for a bit at each of them before returning back to the docks. There were 6 people in our group and we had plenty of space for all of us, 3 backpack/YETI soft coolers, and about 4 bags of food/snacks. There is also a shaded area if you forget sunscreen and/or just need to get out of the wind or sun. If you're curious or wondering if you may enjoy an experience like this, my best advice to you is just book it and don't overthink it. It surpassed all my expectations and was a blast of a way to spent a hot, sunny Saturday in the summer. Given the other reviewers' experiences, it doesn't seem like anyone has had a bad experience with any of the captains either. If you have anywhere near the experience I did, you'd be okay with paying double what we did for the day... it's just that much fun. Thank you to everyone at Classic Sail for the kindness, understanding, and above all - the awesome product/experience. You've made a few new fans in the Boston area!!!

    What a great experience! We sailed with Captain David on a beautiful day in early May. Because my…read morepartner has such a strong desire to learn to sail, he asked a lot of questions to learn about the vessel and different verbiage. David enthusiastically answered every question, while also giving us lessons on different sights around the sail. Highly recommend - hope we can make it back another day!

    Sunset Sail Salem - sailing - Updated August 2026

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