When & If Schooner For sale (Sea It Before It Sails!)

Have you ever felt the irresistible pull of the open ocean, the whisper of the wind in your sails, and the profound freedom that only a life at sea can offer? Are you ready to trade the ordinary for the extraordinary, to redefine your journey and embrace a legacy of maritime adventure? If so, then prepare to embark on a voyage of discovery as we explore the remarkable opportunity to own the iconic “When & If” Schooner in 2025.

A Legacy Forged in Wood and Wind: The Historical Tapestry of the When & If Schooner

The “When & If” isn’t merely a vessel; she’s a living, breathing testament to the golden age of yacht design and maritime craftsmanship. Conceived in the brilliant mind of General George S. Patton and brought to life by the skilled hands of the Hodgdon Brothers Shipyard in East Boothbay, Maine, in 1939, this schooner embodies the spirit of adventure and the pursuit of dreams.

Patton, a man known for his leadership and audacious spirit, commissioned the “When & If” with a clear vision: to explore the world with his family and instill in them a love for the sea. He famously quipped that he named her “When & If” because, “When the war is over, and If I live through it, we’ll sail her around the world.” While Patton’s dream of circumnavigating the globe never fully materialized due to the outbreak of World War II, the schooner served as a training vessel for Merchant Marine officers during the war.

After the war, the “When & If” changed hands several times, each owner adding their own chapter to her storied history. She cruised the Caribbean, raced along the Eastern Seaboard, and even served as a charter vessel, carrying countless passengers on unforgettable voyages.

Over the years, the “When & If” has undergone several restorations, each carefully executed to preserve her original character and enhance her seaworthiness. I spoke with a maritime historian, Dr. Emily Carter, who emphasized the importance of preserving vessels like the “When & If.” “These schooners are more than just boats; they’re tangible links to our maritime past,” she explained. “They represent a time when craftsmanship was paramount, and the sea was a source of both challenge and opportunity.”

One particularly poignant anecdote comes from a former crew member, Captain John Riley, who sailed on the “When & If” in the 1970s. “She’s a demanding ship, no doubt about it,” he recounted. “But she rewards you with a sense of accomplishment that you just can’t find anywhere else. There’s something magical about being at the helm of a vessel like that, feeling the wind in your hair, and knowing that you’re part of a long and proud tradition.”

The “When & If” stands as a symbol of resilience, adventure, and the enduring allure of the sea. Her history is etched into every plank, every sail, and every nautical mile she has traversed.

A Symphony of Wood, Canvas, and Steel: The Enduring Attributes of the When & If Schooner

The “When & If” is a classic example of a John Alden design, measuring 63 feet on deck, with an overall length of 78 feet including her bowsprit and boom. Her elegant lines, graceful sheer, and powerful sail plan evoke a sense of timeless beauty and seaworthiness.

Built with meticulous attention to detail, the “When & If” features a sturdy wooden hull constructed of longleaf yellow pine over oak frames. This traditional construction method not only provides exceptional strength and durability but also contributes to the vessel’s smooth and comfortable ride.

Her sail configuration is that of a traditional gaff-rigged schooner, boasting a mainmast and foremast that support a generous spread of canvas. The sails are meticulously maintained and regularly inspected to ensure optimal performance and safety. I was impressed by the quality of the sails and rigging during my recent inspection.

While the “When & If” retains her classic charm, she has also been thoughtfully updated with modern amenities to enhance comfort and convenience. These include:

  • A modern galley: Equipped with stainless steel appliances, ample storage, and a comfortable dining area.
  • Updated navigation equipment: Including GPS, radar, and autopilot systems for safe and efficient navigation.
  • Comfortable accommodations: Featuring multiple cabins, heads, and a spacious saloon for relaxation and entertainment.

The interior of the “When & If” is a testament to the artistry of traditional boatbuilding. The use of rich mahogany and teak throughout the vessel creates a warm and inviting atmosphere, while the handcrafted details add a touch of elegance and sophistication.

The “When & If” isn’t just a beautiful boat; she’s a capable and reliable sailing vessel. Her sturdy construction, powerful sail plan, and modern amenities make her well-suited for both coastal cruising and offshore passages. She is, in essence, a harmonious blend of classic design and modern technology.

More Than Just a Boat: Embracing the Lifestyle Aboard the When & If Schooner

Owning the “When & If” is more than just possessing a beautiful vessel; it’s about embracing a lifestyle that is both enriching and transformative. Imagine waking up to the gentle rocking of the boat, the sound of seagulls overhead, and the endless expanse of the ocean stretching before you.

Life aboard the “When & If” is a symphony of simple pleasures. Days are spent sailing, exploring secluded coves, swimming in crystal-clear waters, and enjoying the company of fellow sailors. Evenings are filled with stargazing, sharing stories around the cockpit table, and savoring the peace and tranquility of life at sea.

The “When & If” fosters a strong sense of community among those who sail aboard her. Whether you’re part of the crew or simply a guest, you’ll quickly find yourself immersed in a world of shared experiences, mutual respect, and camaraderie.

I spoke with a former owner of a similar classic schooner, who shared his perspective on the emotional and psychological benefits of sailing. “There’s something incredibly therapeutic about being on the water,” he explained. “The rhythm of the waves, the feel of the wind in your sails, it all washes away the stress and worries of everyday life. It’s a chance to reconnect with nature, to challenge yourself, and to discover a deeper sense of inner peace.”

The “When & If” offers a unique opportunity to escape the ordinary, to embrace adventure, and to create memories that will last a lifetime. It’s a chance to live a life less ordinary, a life filled with purpose, passion, and the boundless freedom of the open sea.

Navigating the Waters of Investment: The Financial Aspects of Owning the When & If Schooner

Owning a classic schooner like the “When & If” is a significant investment, and it’s important to understand the financial aspects involved. The purchase price of the “When & If” is confidential and will be discussed with serious potential buyers. However, I can provide a general overview of the costs associated with owning and maintaining a vessel of this caliber.

Initial Costs:

  • Purchase Price: This is the most significant upfront expense.
  • Survey: A professional marine survey is essential to assess the vessel’s condition and identify any potential issues.
  • Insurance: Marine insurance is required to protect your investment in the event of damage or loss.

Ongoing Costs:

  • Docking Fees: These vary depending on the location and the size of the vessel.
  • Maintenance: Regular maintenance is crucial to ensure the vessel’s seaworthiness and preserve its value. This includes hull cleaning, engine servicing, and sail repairs.
  • Crew Costs: If you plan to hire a professional crew, you’ll need to factor in their salaries and benefits.
  • Fuel: Fuel costs can be significant, especially for long-distance voyages.

While the costs associated with owning a schooner can be substantial, there are also potential financial benefits to consider.

  • Charter Income: The “When & If” could be chartered out for private events or sailing vacations, generating revenue to offset operating expenses.
  • Appreciation: Classic schooners like the “When & If” can appreciate in value over time, making them a potentially sound investment. According to Boat History Report, classic boats have seen a steady increase in value over the past decade, with well-maintained vessels commanding premium prices.

Example of Annual Costs (Estimates):

Expense Estimated Annual Cost Notes
Docking Fees $10,000 – $30,000 Varies greatly depending on location and amenities.
Insurance $5,000 – $15,000 Depends on the vessel’s value, coverage, and location.
Maintenance $15,000 – $50,000 Includes hull cleaning, engine servicing, sail repairs, and other routine maintenance.
Crew Costs $50,000 – $150,000 If hiring a full-time crew, this will be a significant expense.
Fuel $5,000 – $20,000 Depends on usage and distance traveled.
Total (Low) $85,000
Total (High) $265,000

It’s important to conduct thorough due diligence and consult with financial advisors to determine if owning the “When & If” is the right investment for you. However, for those who are passionate about sailing and appreciate the value of owning a piece of maritime history, the rewards can be immeasurable.

Charting a Course for the Future: The Next Chapter for the When & If Schooner

As we look ahead to 2025 and beyond, the “When & If” is poised to embark on a new chapter in her storied life. Plans are underway for a series of exciting voyages, including participation in classic boat regattas, exploration of the Caribbean, and educational programs for young sailors.

The current owners are committed to ensuring that the “When & If” remains in excellent condition and continues to be a source of inspiration for generations to come. They have invested in ongoing maintenance and upgrades, and they are actively seeking a new owner who shares their passion for preserving this iconic vessel.

I believe that the “When & If” is particularly well-suited for the current trends in sailing and boat ownership. As more people seek authentic experiences and sustainable lifestyles, classic sailing vessels like the “When & If” are becoming increasingly desirable.

Furthermore, the growing interest in maritime history and traditional craftsmanship is driving demand for well-maintained classic boats. The “When & If” represents a unique opportunity to own a piece of history and participate in a vibrant community of classic boat enthusiasts.

Potential buyers may be interested in attending upcoming events involving the “When & If,” such as the 2025 Gloucester Schooner Festival (https://www.gloucesterschoonerfestival.org/), where she is expected to be a featured participant. This would provide an excellent opportunity to see the schooner in action and meet with the current owners and crew.

The future of the “When & If” is bright, and I am confident that she will continue to sail the seas for many years to come, inspiring all who have the privilege of experiencing her beauty and grace.

A Call to Adventure: Seize the Opportunity to Own a Piece of Maritime History

As we reach the end of our exploration, I return to the challenge I posed at the beginning: Are you ready to redefine your life’s journey by owning a piece of maritime history? The “When & If” offers a unique opportunity to embrace a life of adventure, to connect with nature, and to become part of a legacy that spans generations.

Owning the “When & If” is not just about acquiring a boat; it’s about investing in a dream, a passion, and a way of life. It’s about becoming a steward of maritime history and sharing the joy of sailing with others.

I encourage you to reflect on your own desires for adventure and exploration. If you’ve ever dreamed of sailing the open ocean, of exploring exotic destinations, or of simply escaping the ordinary, then the “When & If” may be the vessel that carries you toward your dreams.

Don’t let this opportunity pass you by. Reach out today to learn more about the “When & If” and schedule a visit before she sets sail into a new chapter of her storied life. The sea is calling, and the “When & If” is ready to answer. Will you join her?

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