Awesome experience all the way around! Great crew, beautiful boat - amazing history. This is a must-do experience.

A beautiful boat + a friendly crew = an amazing time and a perfect evening with Captain Zach, Nico, and Tom. read more

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Beautiful views, a gorgeous historic boat, and incredible hospitality from the sailing team! read more

Sunset Sail Salem - Sailing Near Me - Salem, Massachusetts

Beautiful, it's a must. Crew was very kind and you got to help them pull up the Sales. Beautiful views of the surrounding islands. If you're visiting, this is the place that you must go. read more

Sunset Sail Salem - Sailing Near Me - Salem, Massachusetts

This was absolutely the highlight of our trip! I've been trying for three years to get out to Salem in the summer and sail on the Fame, and found out two weeks before our trip the Fame had moved to Boston. Quick change of plans: bought tickets for Sunset Sail on the Malabar X. My mom was a little freaked out that we'd get seasick, absolutely no one had that experience. Gorgeous weather, gorgeous boat, super friendly crew, and now I know why my cousin loves sailing! Bonus was one of the brand new crew members was being trained so we positioned ourselves close by to hear all the instructions. It was SO INTERESTING!! Crew member Kass (I hope I spelled that right) was freaking awesome, she was so informative and clearly loves her job. We don't visit Salem often in the summer, but when we do we will be on this boat. Side note, the bathroom on the ship wasn't working and the public ones on land were closed when we got there for the sunset cruise, so plan accordingly. read more

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everything! very professional, did great job from start to finish! The sail boat ride was so smooth and they opebed all four sails because there was enough breeE to warrant for it!!! 5 stars!!! read more

Just a brilliant adventure with a terrific captain and crew! You can pitch in and help raise the sails, or just relax with a beer or cocktail. Either way, what a lovely way to get out on the water on this historic sailboat. read more

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! read more

Sunset Sail Salem - Sailing Near Me - Salem, Massachusetts

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Beautiful sights, with amazingly kind, warm crew who accommodated my Bachelorette party perfectly. Truly was the highlight of the trip for everyone who attended. And they let me hoist the sails! Ugh, so fun. read more

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. read more

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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 recommend!!! read more

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! read more

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 Salem is absolutely beautiful. Highly recommend if you are looking for a lovely sail on a beautiful classic yacht. read more

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. read more

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Excellent per usual. Captain Matt and his crew gave us 2 hours of smooth sailing. Unique schooner built for General Patton who planned on sailing around the world in it which unfortunately never happened but that dream is still being worked on by the it's newest owners. There are complimentary cold water and sodas. Plus nice options from their bar. Perfect for couples, singles, families, tourists and locals alike. Great way to celebrate birthdays, Father's and Mother's Days, date nights and days. Great way to meet other locals or those visiting Salem. Highly recommend. read more

Went on the Sunset tour out of Salem, MA. It was such a great experience. The crew was knowledgeable and friendly, the boat offered history and a smooth sail, and the cocktails were easy to drink. Would recommend the tour to anyone looking for something memorable to do in Salem that does not relate to witches. read more

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

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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 read more

Sunset Sail Salem - Looking towards Baker's Island on the Sunset Sail - Sailing Near Me - Salem, Massachusetts

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 read more

Sunset Sail Salem - Sailing out of Salem MA - Sailing Near Me - Salem, Massachusetts

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

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 read more

Sunset Sail Salem - Sailing Near Me - Salem, Massachusetts

What an amazing experience! So much history with the sailboat and a wonderful Captain and Crew! I recently moved to Northshore and I was looking for an outing to do with my 3 Girlfiends when they came up to visit me- this was perfect we had a beautiful day and learned so much about the area and it was so much fun! I will definitely do it again! Thanks! read more

Captain Seth and his crew were a pleasure to be with! Everyone was more than happy to share their expertise of sailing a beautiful and vintage boat! Thank you crew! read more

Very pleasant although a little narritive towards the end would have been nice. we sailed but did see the sunset cruise all swarll exept a liitle more convo would have been nice from the crews. read more

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

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!! read more

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Wonderful sailing adventure. Captain and crew made us feel right a home. We had a perfect night, great views, and relaxing voyage. My family and I would wholeheartedly recommend this Sunset Sail Salem experience. read more

Great day for a sail and some Bloody Mary's! Thanks for everything!

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

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

We had a great time on the sunset tour! It was absolutely beautiful and our captain Eric was great- even providing blankets if we got chilly after the sunset. The boat was spacious including access to a cooler with water / soft drinks and even a bathroom if needed. read more

Sunset Sail Salem - Sunset from boat - Sailing Near Me - Salem, Massachusetts

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We sailed on the When and If at sunset. We had clear skies and it was beautiful. The crew was so nice and made sure everyone was taken care of. It was so fun and relaxing and the boat is nice. I would definitely sail with them again. One of the favorite things we did on our vacation. I would highly recommend. read more

My friends and I ended up getting a surprise boat for our friend for her birthday. This ended up being the best option! The captain was soooo friendly educated us on all the areas we sailed to and he let the people on board assist with getting the sails up and steer. We were also allowed to bring our own food and drinks on board which we loved. There is also a bathroom on board, which we really liked it. We loved the boat so much, we would definitely do it again! read more

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A group of five of us had the great pleasure of sailing the When and If on Friday evening. The ship is stunningly beautiful, well kept and comfortably accommodated our group plus another larger group. The crew did an excellent job of giving everyone information on the ship's storied history as well as necessary logistical and safety information regarding the vessel. We were fortunate to have a particularly windy evening, so we were able to experience the ship under full sail and admire the skill and professionalism of the crew. After having visited Salem a myriad of times over the past twenty five years, I would say this is the best activity I've experienced there. Would definitely recommend for all ages. Bring a jacket because it does get cold on the open water. read more

Just went on the sunset sail this past weekend and it was a great, two hour boat trip! I would highly recommend. On the boat they also had a drink menu with cocktails, wine, and beer. The crew was very friendly and accommodating! It was the highlight of our trip to Salem! I would definitely recommend going on this tour. read more

Sunset Sail Salem - Sailing Near Me - Salem, Massachusetts

Eric is a great captain and the area is best seen by sailboat. This was an awesome experience - and we had a beautiful sunset! read more

Sunset Sail Salem - Sailing Near Me - Salem, Massachusetts

Such a great experience! Captain Eric was so knowledgeable of not only the waters, but any questions we asked about the surrounding areas. He provides blankets if it gets too cold and also drinks, which is a great touch. I will recommend him to anyone who comes this way and will go back out on the boat with him when I'm back here! Thanks again, Eric! read more

Sunset Sail Salem - Sailing Near Me - Salem, Massachusetts

Captain Eric was fantastic! He was very prompt with his responses and made it easy to schedule our sail. Eric was extremely friendly and knowledgeable about the surrounding areas. We were able to bring our own food and beverages on board which was fantastic and Eric even let us help steer the boat! I would definitely recommend booking a trip with Captain Eric! read more

Really nice boat. Couldn't really move around on the boat and the staff could have been more professional. This particular group onboard just seemed "over it" and not particularly good or gracious hosts, especially given their heavy emphasis on tipping well. Sub-par experience when we had high expectations. read more

Had a great time with my family. I was looking for something different to do fairly local. We brought our kids which I was initially nervous about but Eric made it so exciting and fun for them. I highly recommend the sunset tour. Although it costs a little more, the experience is truly priceless. It's also conveniently located near great dining for before or after. read more