The Anchovies Know The Way

If you know anything about boating, you’ve probably heard the often-used trope “The two happiest days in a boat owner’s life are the day they purchase a boat and the day they sell it.” If you can read between the lines, this past September, we closed on the sale of our dear Contigo.

Contigo on Her Final Travel-lift Ride, Splashing and Bound for Annapolis.

This is not to say that we were thrilled with the sale. Or that it was an easy decision. Relief mixed with tenderness is a more apt description. We put Contigo on the market in the late spring of 2025, after contemplating a sale for almost two years.

We had several sale discussions when we were off Contigo; we felt it was best not to talk about it in front of her. Engaged in the delight of traveling abroad, not worrying about weather and enjoying the amenities that come with land living (such as on-demand hot water and laundry, to name a few), it was easy to contemplate, even dream about, life after cruising. We had started to travel more on land, had bought a car, and were spending time in Stonington, Maine with friends and family. There we were able to still get our water fix via a new-to-us Boston Whaler (christened Good Year, a nod to its excellent year of manufacture (1984)), but also ground ourselves within the confines of a house and a community that didn’t change with every anchorage.

Furthermore, if you have ever owned any hard asset, you likely understand the feeling of always having part of your mind worrying about it. This is especially the case with boats. The constant exposure to the elements means the longer they sit, unused, the more problems that crop up from (seemingly) nowhere. 

The irony was not lost on us that we had moved aboard Contigo to simplify our lives. Somehow, life’s complexities had crept back in. We were at least conscious enough to recognize this, and after too much time off Contigo, we felt a growing tug, an emptiness of something that was missing. The intensity of land-living started to outweigh the conveniences. Adventure, the quiet and tranquility of nights at anchor, the simplicity of it all when we were just cruising from port to port. When we would return to the boat after weeks away, the Contigo sale conversations dissolved. We would walk down the companionway and know instantly that we were home.

But over time, while still respecting our emotional attachment to Contigo, we started developing a more objective perspective, slowly coming to terms with the fact that our recent life choices did not reflect two people who wanted to pursue more adventures on the water.

Contigo had become part of our family, and, we believe, never let us down. It was precisely this feeling that led us to conclude it was only right to close this chapter, before the dream soured and Contigo was spending more time in a yard rather than on the water, in limbo while we explored different modes of travel and adventure.

The act of buying Contigo was far easier than the decision to move onto the next chapter, which is just now starting to take shape. In early 2025, we both read a memoir called “Cabin,” in which the author artfully and hilariously tells the story of purchasing a dilapidated cabin in the Cascades to use as a weekend retreat. His (mis)adventures resonated with us. In the book he very accurately portrays the highs and lows that arise from seeking not only adventure, but also simpler living that requires a strong sense of self-sufficiency. And despite the challenges, frustrations, and dead ends, he beautifully articulates our same sentimental feelings for a structure that others would label as inanimate. Just as the author felt his cabin, “Wit’s End” had become more than just wood and nails, Contigo, along with our inboard 55 horsepower Volvo Penta “Sven,” “Anchorman,” “Herr Auto(pilot),” and dinghy “Booey,” are beings to us, more than the sum of their parts, who have both taught and protected us.

What I (Conner) felt most touching, however, was the author’s comparison between his work as a copywriter, which required him to email correspondence that theoretically touched thousands of people each day, and his work on Wit’s End. The big renovations, small upgrades, his attention to detail: though on a smaller scale versus his day job, he believed his endeavors would create a deeper connection with whomever inhabited the cabin after him, a bond that would easily dwarf anything established through his email campaigns.

Aren’t we all (sometimes desperately) searching for that type of connection these days? Our painstaking efforts to keep Contigo looking new and the upgrades we gave her are things we could not take with us, nor did we want to. There’s contentment in believing that the love we put into her will be part of what delights future owners.

It was precisely this feeling that led us to pass on our two anchovies, magnets we had placed on the starboard side of the companionway, to the next owners. Their small size belied their importance. The family friend who gave them to us and who followed our travels from afar is sadly no longer with us, but we believe his adventurous spirit infused the anchovies, who continue to swim forward, eagerly seeking the next adventure.

Sunsets in Early Spring Were Cold in the Chesapeake!
Calm Abounds During the Last Night at Anchor.

6 thoughts on “The Anchovies Know The Way

  1. Hey Conner and Karl. A nice tribute to a big part of your life. Contigo did everything you asked of her and taught you a great many important life lessons along the way.

    Cooperation, collaboration, seamanship, confidence, teamwork. Your relationship is built on those qualities. Now you are ready for your next adventure. I’ll look forward to hearing all about it. Lots of love. Jim

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    1. Jim, your words of encouragement have been important companions throughout my life (and upon meeting Karl, his life as well). You supported us when we first took the leap into the world of cruising, sharing your stories of doing the same years ago. You also reminded us when we were in the thick of it the importance of cooperation, and that anchorages are just another opportunity to be generous and share with others (and to potentially motor closer to shore and drop the hook for a better view). Thank you for your words. We love you very much!

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  2. Hey guys!

    Thanks for including me on your mailing list. It is always interesting reading something well written. We met in the back of Spa Creek while I motored by on my sistership. I still have the passion for cruising although, until recently, I’ve never had a sentimental attachment to any of my boats. I’ve been up and down the island chain many times (hiding from hurricanes in Granada) and the California and Mexican coast.

    I’m now in San Diego on a Tayana 55 from 1985. It’s a good thing I like projects. All systems need replacement. If I ever finish getting her ready (you know that never happens), I’ll love her like no other.

    I do spend time away from her, mostly in Guatemala and some in Europe. That way I get my land fix. This method of mixing up my time provides me with all that it need.

    I’m happy you kept your boat so long because you loved her. I’m on my seventh boat since two yours before we met. I know that your next adventure will be as rewarding as sailing because your outlook is one of success. Congratulations of making the difficult decision to move on.

    Good luck, stay happy.

    Cheers, Jim Levitt, San Diego, S/V Serenity, Tayana 55

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    1. Jim, thank you so much for your kind words. Spa Creek will always represent the start of our cruising adventure; we had no idea where it would lead us. But it felt auspicious to meet someone on a sistership, as if we were being shown a glimpse of where and how we could explore on the water. Contigo was ready, and she patiently waited for us to cast off farther and farther from land.

      Tayanas are beautiful vessels and I’m sure with your love and experience she will joyfully take you anywhere you want to go.

      Wishing you all the best as well.

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  3. Hey Conner and Karl! Great to hear from you and hear you’re doing well. We definitely felt an attachment to Sea Yawl after the many hours of repairs and miles sailed, all the sounds and movements of the boat you knew so well. It’s definitely a chapter you’ll remember, but also an opportunity to provide someone else with a great adventure!

    Frank and Anna

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    1. Frank and Anna! It’s so wonderful to hear from you, we hope you’re doing well. Agreed there is something special about passing a boat on to someone else, we felt it when we first stepped foot on Contigo, and wish the same for her new owners. Take care and sending big hugs!

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