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Monday 8am - 10pm Tuesday 8am - 10pm Wednesday 8am - 10pm Thursday 8am - 10pm Friday 8am - 10pm Saturday 8am - 10pm Sunday 8am - 10pm

Sail When And If

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United States
Salem, MA
Sail When And If

Beautiful wooden schooner yacht open for daysails, sunset sails, and private charter. Created in 1939 Come sail with us!
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General George Patton said of his yacht in 1939: "When the war is over, and If I return, Bea and I are going to sail her around the world."

76 years later that dream is still unfulfilled. Now, for the first time in her life, this beautiful sailing vessel has been opened up to the public and put to work to help try and raise money to bring to life the dreams of her designer, her commissioner, her

owner, her captain and her crew. She is a glorious blue-water sailing machine with a destiny to fulfil - Help us make history!

08/05/2024

Get your tickets to sail with us!!

Start planning your Schooner Festival Weekend NOW! The full schedule is updated on our website and can be seen at MaritimeGloucester.org/sf-visitor-info . The 2024 Program is coming along and we'll make sure you're the first to know when it's ready. What's your favorite event of this unforgettable weekend?

08/01/2024

Let’s go!! Only a month away and tickets are now available!!

Tickets are now available online for the Gloucester Schooner Festival
Join us onboard the When And If as we try and keep ahead of Columbia again this year! Booking link in comments.

08/01/2024

Join us for some tranquil August sailing!

07/19/2024

Perfect day in Massachusetts Bay heading for Boothbay, ME in June 2024

06/21/2024

Limited space available!

Get your tickets for our July 4th extended sunset sail/ fireworks cruise! Let’s have a star spangled banner good time!
Booking link in comments!

06/18/2024

Such a moment of beauty captured by one of our guests! Happy sailing!

06/16/2024

Happy Fathers Day!

06/15/2024

When And If is back and ready to take you sailing! We’ve got 4 sails tomorrow all with seats available and we’ve got only a few seats left for our 3:30-5:30 today!

06/01/2024

Full Holds and Following Sea to our intrepid crew! Setting sail for Salem at 0500 tomorrow! Thank you Key West for another great season!

04/30/2024

Vote for us Sunset Sail Salem! Click the play tab and find us under charter boat. Link in comments!

04/29/2024

When And If is a beautiful and historic sailing yacht that holds a special place in the hearts of many sailing enthusiasts. This classic vessel was designed by John G. Alden and built in 1939 for General George S. Patton, the famous World War II general. The yacht's name, When And If, comes from Patton's response to his wife's desire to settle down and live in a permanent home - "When the war is over, and if I return, we will sail together around the world."

The yacht is a 63-foot wooden schooner, with a sleek and elegant design that is a testament to the craftsmanship of its era. It has a rich history, having served in the war effort during World War II and then being used for private cruising after the war. Today, When And If has been restored to its former glory and is used for charter cruises and private events.

One of the most remarkable things about When And If is its enduring legacy and the stories that it holds. From its time as a sail training vessel at the Landmark school to its connection with General Patton, the yacht has a unique history that adds to its allure. It is a living piece of history, a tangible connection to a bygone era of sailing and exploration.

The yacht also represents the timeless appeal of sailing and the sense of adventure that comes with it. Its classic design and graceful lines harken back to a time when sailing was a way of life, and the sea was a boundless frontier waiting to be explored. When And If embodies the spirit of adventure and the thrill of discovery, making it a beloved vessel for those who appreciate the art of sailing.

When And If is a remarkable sailing yacht with a storied past and a timeless appeal. Its connection to General Patton and its rich history make it a cherished piece of maritime heritage. Whether cruising the open seas or hosting private events, the yacht continues to inspire and captivate all who have the pleasure of experiencing its beauty and grace.

04/23/2024

Wreckers race this Sunday! Space available for some true classic yacht sailing!! Ticket link in comments!

04/22/2024

We recognize that boat😉 Thanks for choosing us Nautica!

Coastal prep never looked so good!

04/20/2024

Join us for some perfect weather for sailing this weekend and all next week! Sunset Sail Key West

04/11/2024

Throw back to the 2015 Nantucket Opera House Cup Regatta! We would love to do it again! Give us a call if you would like to charter a regatta favorite!

04/11/2024

Just over a month left in Key West before we set off for our summer sailing grounds Sail Salem jump onboard for a memorable sail!

03/30/2024

Join us for a Schooner Sleigh Ride to the reef tomorrow; it’s Wreckers Race day and conditions are set perfect! Get your tickets here: https://bit.ly/3VzRPhm

03/29/2024

We got to spend a little dock neighbor time with Schooner Malabar X! We cannot wait for some more sailing together!

03/15/2024

Sailing through time on a classic beauty ⛵️

03/12/2024

The April winds are here early and we are loving it! Hop onboard for a remarkable sail with us!

03/06/2024

Hop onboard and enjoy sail with us!
Day sails scheduled for today and tomorrow 1-3pm as well as our daily sunset sail!

Are you looking for your next step? Email sailwhenandif@gmail.com to inquire.

03/01/2024

Are you looking for your next step? Email [email protected] to inquire.

02/02/2024

Finally!!!! Thank you Captain Kayla for capturing the moment!

01/18/2024

Nothing better than classic boats sailing together!

12/20/2023

Sailing through the holidays and into the New Year! Join us for some sweet sailing in paradise!

08/08/2023

Too nice not to be sailing!

Such a nice forecast for sailing tomorrow afternoon and we still have availability! Booking link in comments!

08/06/2023

You don’t want to miss our Wednesday night music cruise this week! The great Everett Pendleton!
Give us a call or book online through the link in our comments!
978-594-6299

08/02/2023

through and make the most of the beautiful weather! Private charters and shared sailing experiences available . 📸

Address

10 Blaney Street
Salem, MA
01970

Opening Hours

Monday	8am - 10pm
Tuesday	8am - 10pm
Wednesday	8am - 10pm
Thursday	8am - 10pm
Friday	8am - 10pm
Saturday	8am - 10pm
Sunday	8am - 10pm

Website

http://www.sailwhenandif.com/

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Videos

When And If is back and ready to take you sailing! #sunsetsailsalem We’ve got 4 sails tomorrow all with seats available and we’ve got only a few seats left for our 3:30-5:30 today!

Maintaining the two oldest and most renowned schooners in Key West has its challenges but the rewards are more than worth it!

Sailing through the holidays and into the New Year! Join us for some sweet sailing in paradise!

Happy #laborday #sailing in #salemma

A look back at our last few months of living the #sailinglife @sunsetsailkeywest and Sunset Sail Salem join us for an unforgettable sailing experience in #salemmassachusetts

Don’t let the summer pass you by!! Join us for a the day or hop on and sail into the sunset! ⛵️ 🌅

Spend some time #sailing with us! Step back to a simpler time while enjoying the wind in your hair and a craft cocktail, beer or wine in hand! #classicyacht #salem #sightseeing #northshore #marblehead

Gloucester Schooner Race tickets are now available! Only 20 tickets available to sail onboard the When And If as we try to defend our title from the mighty Columbia for the 3rd year in a row! Link to tickets in the comments! #gloucesterschoonerfestival

We are closer to Key West than Key West is to Cuba!! We return to our regular schedule of sailing with Sunset Sail Key West this Friday! Looking forward to sharing a few more weeks of turquoise waters and green flashes before we sail north for the summer on May 30th. Book you tickets online or give us a call @ 305-587-4488

What a day to depart Tall Ships Pensacolaand head home to #keywest Our regular schedule sunset sails start on Friday with Sunset Sail Key West

Your (and our) moment of Zen! 80 feet of schooner, nicely making way!

Thank you @tallshipsstpete for a great weekend! We are offshore in the Gulf of Mexico, 150 miles down and 500 miles to go for Tall Ships Galveston!

Beautiful weather for a sail today! Hop on for our Day Sail today at 1pm. https://fareharbor.com/embeds/book/sunsetsailkeywest/items/18079/availability/882149011/book/?full-items=yes

What a day to sail Gloucester Schooner Festival! When And If for 2nd overall and 1st in class! The Schooner Columbia for an impressive 3rd but only because us smaller schooners loved the lighter winds! The beautiful Schooner Narwhal fought us well for First over all!

There is nothing quite like a #keywest #sunset with @sunsetsailkeywest Book you shared or #privatecharter and don’t miss the boat!

Beautiful day for a #photoshoot #classicyacht #style

It’s a great afternoon for a sail, Take a cheeky Friday afternoon trip out and get set for the weekend with @northshoremag best of 2020! #sailing #northshore #sailboat #salem #thingstodoinsalem #earlyweekend #tothesea @sunsetsailsalem