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!
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?
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.
Join us for some tranquil August sailing!
Perfect day in Massachusetts Bay heading for Boothbay, ME in June 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!
Such a moment of beauty captured by one of our guests! Happy sailing!
Happy Fathers Day!
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!
Full Holds and Following Sea to our intrepid crew! Setting sail for Salem at 0500 tomorrow! Thank you Key West for another great season!
Vote for us Sunset Sail Salem! Click the play tab and find us under charter boat. Link in comments!
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.
Wreckers race this Sunday! Space available for some true classic yacht sailing!! Ticket link in comments!
We recognize that boat😉 Thanks for choosing us Nautica!
Coastal prep never looked so good!
Join us for some perfect weather for sailing this weekend and all next week! Sunset Sail Key West
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!
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!
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
We got to spend a little dock neighbor time with Schooner Malabar X! We cannot wait for some more sailing together!
Sailing through time on a classic beauty ⛵️
The April winds are here early and we are loving it! Hop onboard for a remarkable sail with us!
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 [email protected] to inquire.
Finally!!!! Thank you Captain Kayla for capturing the moment!
Nothing better than classic boats sailing together!
Sailing through the holidays and into the New Year! Join us for some sweet sailing in paradise!
Too nice not to be sailing!
Such a nice forecast for sailing tomorrow afternoon and we still have availability! Booking link in comments!
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
through and make the most of the beautiful weather! Private charters and shared sailing experiences available . 📸
10 Blaney Street
Salem, MA
01970
| Monday | 8am - 10pm |
| Tuesday | 8am - 10pm |
| Wednesday | 8am - 10pm |
| Thursday | 8am - 10pm |
| Friday | 8am - 10pm |
| Saturday | 8am - 10pm |
| Sunday | 8am - 10pm |
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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
Destination Salem, Massachusetts
Derby Street
Swim & Fin Race for Salem Sound
West Avenue
Better Than Fiction, Salem Walking Tours
Houdini Way
