Jeff L.
10/22/2025
This was the highlight of a recent Salem and MA trip for my daughter and I. Veronica, Kass, and Captain Zack were engaging and wonderful the views and experience was breathtaking. I highly...
Sunset Sail Salem
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10 Blaney St
Salem, MA 01970
Enjoy Salem from the water on a beautiful classic sailing yacht! The schooner When And If at Sunset Sail Salem is your chance to enjoy a relaxing sail on Salem Sound as the wind fills the sails and your captain and crew sail you away. Private and shared charters are the perfect way to experience the best of the North Shore, day or night all summer long. Let's go sailing!
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Reviews
5.033 reviews
Lauren H.
10/2/2024
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...
Tricia R.
9/20/2025
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...
David H.
9/29/2025
We had a fantastic sail on the "When and If". All of the crew were wonderful in terms of making everyone feel welcome and comfortable, with great hospitality, and the scenery on the water off of...
Tonya H.
8/11/2025
Had an amazing sunset cruise today with Captain Seth and his crew. Seth is a very experienced captain and very interesting to talk with for great sailing stories. Highly recommend Sunset Sail Salem!
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