Salem Historic Schooner Yacht: Sunset Sail Experience
4.9
69 Ratings
Salem
Experience a sunset sail on the historic schooner yacht When And If in Salem, Massachusetts. Built in 1939 by General George Patton, this beautifully restored classic yacht offers a unique opportunity to sail into the past. Open to the public for the first time, don't miss out on this unforgettable adventure!
Duration: 2 hours
Cancellation: 1 day learn more
Highlights
  • Sunset Sail Salem - Set Sail aboard the historic and brilliantly maintained classic North Shore sailing schooner yacht! Experience a sail on Salem sound as it would have been in the early 1900’s in classic yacht comfort. The majority of our sails are 2hrs and yes we do actually go sailing! Once the sails are set, we open our craft beverage bar, with cocktails, beer, wine, cider and weekly drink specials. Bar is available until 30 minutes prior to docking, cash and credit cards accepted.

Boarding is at our 10 Blaney St. Salem, MA 01970 location.
There is parking on the pier but please arrive early on busy summer days to ensure a parking spot. The vessel is located next to the Salem ferry building and boarding begins 15 mins. prior to departure.
We look forward to sailing with you!

What's Included
  • Bottled water
What's Not Included
  • Gratuities
  • Full Bar available for purchase onboard!
Additional Information

Embark on a voyage in the stunning locale of Salem, Massachusetts aboard the schooner yacht, When And If. Originally commissioned in 1939, this magnificent vessel was the brainchild of North Shore’s very own, General George Patton. Its creation was spurred by Patton’s infamous declaration, ‘When the war is over and If I live through it, Bea and I are going to sail around the world.’ Now, for the first time ever, this historic yacht is accessible to the general public in Salem. Don’t let this opportunity to experience a piece of the past aboard this impeccably maintained classic yacht pass you by. Our 2-hour sunset sail offers soft drinks and bottled water, with a cash bar also on board! Feel free to unwind or assist with the sails! This engaging activity is suitable for all age groups.

  • Child rate applies only when sharing with 2 paying adults
  • Children must be accompanied by an adult
  • Collapsible wheelchairs with removable wheels can be accommodated providing the passenger is accompanied by someone who can assist them board and disembark
  • Operates in all weather conditions, please dress appropriately
  • Gangway may have steep inclines varying with the tide, take care when heading down to the ship
Location
10 Blaney St
Blaney Street
The When And If is docked at 10 Blaney Street in Salem, MA. Most days there is ample parking at the dock but just in case, we recommend arriving atlas 30 minutes prior to departure to ensure enough time to find parking.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(69 Ratings)
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Colinds790qe
Oct 3, 2023
Fun cruise of Salem Sound - The boat is beautiful well taken care of. The crew is knowledgeable of the vessels history the area they sail and of passengers needs. I can’t say enough good things about our trip. I can’t wait to go again next year
Review provided by Tripadvisor
566clarel
Sep 14, 2023
wonderful time - We had the pleasure of sailing on the When and If last week - it was a hot day! There was a nice breeze once we left the dock. The captain and crew were very attentive and fun. Would definitely recommend this to others! - CFL
Review provided by Tripadvisor
Leonoras5
Sep 11, 2023
The Best Day of the Summah of 2023! - This was the first time we were on the When & If for the schooner race in Glostah. It was a bright sunny day. They provided lunch and drinks. We came in 2nd in our division! Bravo to the hard workin crew! 👏
Review provided by Tripadvisor
Trek59190902965
Sep 10, 2023
Sail on an amazing ship - This was our 4th sail with the fantastic crew and the splendid ship the When and If !! As always a fantastic sail. The ship, its history and beauty makes you feel like relaxed and very safe. Because of its size and weight the sail is always smooth. Great choice of adult beverages and a very entertaining crew makes sure you have a great time. No better way to spend a couple hours in the Boston area. Thanks to Seath and crew for making our day special !!
Review provided by Tripadvisor
Northstar710123
Sep 8, 2023
Wonderful experience. Watch out for multilple tips. - Great experience. Terrific crew who let passengers help with sails if they wish. Relaxing. Would do again for sure. Only drawback was tips. They ask for tips when you purchase tickets online. I figured that would suffice for the who trip. But the bartender specifically asked for ‘Bar’ tips and then stood on the exit ramp as we exited holding a boot for another tip. That was at least one too many of not two too many. Otherwise a great thing to do in afternoon or evening.
Review provided by Tripadvisor
790pamelas
Sep 7, 2023
Derby Street Gang Annual Sunset Sail - Every summer my friends and I charter the When and If for a sunset sail. We are usually a group of 30, and we love the fact that there is enough seating for everyone without being cramped and still easy to move around to visit with different friends. We all bring a finger food item to share and the crew puts down mats for us to use as a buffet....the crew is so friendly and helpful...always smiling and getting into the festive mood. The sail is always awesome no matter how much wind we have...can't wait until next time!
Review provided by Tripadvisor
Jeannel405
Sep 3, 2023
Highly recommend! - This was a beautiful, relaxing sail. Comfortable. Friendly passengers. Staff was awesome and very experienced.
Review provided by Tripadvisor
Marymh7532ti
Sep 3, 2023
FABULOUS!!! - My first time on a boat like this. It’s beautiful, the workers know that boat like the back of their hands. They were so fabulous; helpful; kind; and love what they do. I brought ten family and friends and we were all so thrilled. I might go again before they go South to Keywest. Thank you for a wonderful day😃
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Karen_r_n1109
Oct 26, 2023
Sunset in Salem - First of all the ship was beautiful. The crew were open and friendly. The drinks were strong. The views were gorgeous. It was just so cold. And that’s on us, we went at the end of September and I even had a light blanket. The cold made it a little uncomfortable. Just know you’re on the water and the end of the day. My only other sunset cruise was in St Thomas so total opposite. Totally worth it - just come prepared.
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Christinepv8796pp
Aug 31, 2023
Beautiful views-relaxing experience - Very unique experience. We did the sunset cruise. We’ve never been sailing before so we had no idea what to expect. The sides are way lower than I thought they’d be so I was nervous at first but once out on the water, it was very calm and I was comfortable to walk around as needed. The crew was friendly and helpful. They provided complimentary soda and water, as well as having a fully stocked bar for purchase. You can bring snacks on board-which we did not know at the time of our trip. We would totally do it again another time. The crew suggested choosing a windy day for a bigger adventure.
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