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    Sunset Sail Salem

    4.9 (37 reviews)
    Closed 9:00 am - 9:00 pm

    Services - Sunset Sail Salem

    Boat charters

    Sunset Sail Salem Photos

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    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

    Captain Seth at war with the Fame who just fired across our bow
    Marc J.

    Absolutely the best charter available in Salem, you will not be disappointed!!!

    The hubs and I
    Cheryl F.

    Our 23 wedding anniversary and we sailed on the " When and If". The sunset sail was so tranquil and romantic a perfect addition to our stay in Salem. Captain Dylan and his crew were incredibly attentive and absolute joy to be with. A fromage tray was provided for their guests and I had a lovely glass of wine and the evening was set for bliss. Thank you so much for the perfect romantic getaway with great people and staff! There is so much history to this schooner and the Captain could tell us a variety of stories about the surrounding islands and the story of the schooner itself. A true pleasure to be with this crew!!

    Sunset from boat

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    2 years ago

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    8 months ago

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    3 years ago

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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

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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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    7 years ago

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    3 years ago

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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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    7 years ago

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    8 years ago

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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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    9 years ago

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    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.

    Mentioned in 8 reviews

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    Schooner Fame - Little Canon on board

    Schooner Fame

    (63 reviews)

    Had a blast on the Schooner on the 4th. There is some historical information provided and a little…read morebit of story telling without taking away from the scenery. There was a nice breeze on the water on the day I went and we were able to use the sails for pretty much the entire cruise. Capt Mike is great, as is his crew although I forgot their names. I passed on the refreshments as they seemed overpriced based on those around me that did get them, but otherwise it was blast. Been on a handful of cruises in the area, and this is the first one that fired a cannon, so that was a fun experience.

    I had mentioned to hubby that I wanted to take a local cruise on a sailing ship. Not too long…read moreafter that, he noticed the ticket booth for Fame right on Pickering Wharf. They were closed, but he noted the website, and we checked it out. Not long after they opened for the season, he went to talk to Melissa at the ticket booth, who told him all about it. We were in! I booked us on a sunset cruise for June 24. We kept watching the weather during the day, and there were showers and downpours even as we ate dinner at Sea Level Oyster Bar. Fortune favored us, however, as the skies cleared just before the 5:00 cruise returned. We boarded with about ten other people, and we set off from the dock right on schedule. The Captain and crew told us about the Fame of Salem and the boatyard where she was built. The views were amazing, and once we got away from the dock, the crew asked for volunteers to help hoist sails! Hubby and I each helped, and the feel of the wind in my hair, as we started to pick up speed was awesome! Another couple on board got engaged during the cannon fire ceremony. It was sooo cool to be a part of that moment with them. Drinks and snacks are available on board, and paying was easy (we used Venmo.) The sunset views were breathtaking. There were great views around the harbor of homes and other boats. We will definitely do this again and are looking into doing a private charter for the end of the season!

    Sunset Sail Salem - sailing - Updated May 2026

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