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Sailing with Love

A Season of Becoming: Wrapping Up 2025

  • Writer: Nicole
    Nicole
  • Nov 1, 2025
  • 3 min read

Updated: Jan 22

Our Thousand Island Stomping Grounds
Our Thousand Island Stomping Grounds

As we closed out the 2025 sailing season, we didn’t just leave the yacht club, we left with heavy hearts. There was a weight to that final walk down the dock, the familiar sights and sounds suddenly feeling fragile, like something we might not get back in quite the same way. What surprised me most was how hard that goodbye felt. The yacht club has been more than a place to tie up our boat; it’s been a community, a constant, a second home. And this time, leaving felt different. Final-ish. Maybe not forever, but different enough to ache.


This season was a strange balance of preparation and longing. We poured so much time, energy, and love into upgrades: the windlass, wiring, batteries, solar, sealing leaks, all the unglamorous but essential things that make a boat truly ready. Ready not just for weekends, but for leaving. Some days it felt empowering, like we were actively building our future. Other days, it felt like we were trading time sailing the Thousand Islands for a checklist that never quite ended. I loved knowing Agra2 is stronger and more capable than she’s ever been… and still wished we’d had more days just drifting, anchoring, and soaking in where we were.


Underneath it all, a bigger truth was quietly taking shape. Tom’s path forward is changing, and while that story deserves its own space, it’s clear that the version of life we once imagined may no longer fit. And with that comes possibility. Big, beautiful, terrifying possibility. The idea that next year we might not return to this club, that we could be setting our sails east instead, feels both exhilarating and heartbreaking.


Our dreams are stretching now. East Coast sailing. Friends already talking about visits. A winter in the Caribbean instead of snow boots and shoveling the driveway. The thought that once we take Agra2 south, we might not bring her back north again still feels surreal. Part of me thrills at that freedom. Another part wonders if it’s too late to back out, because have you heard the ICW stories? And ocean crossings? Let’s just say my courage is still buffering.


But that’s the thing about this season: it wasn’t just about where we went, it was about who we’re becoming. Learning to sit with discomfort. Letting go of timelines. Trusting that it’s okay to grieve what we’re leaving while still feeling excited about what’s ahead.


So we close 2025 tired, grateful, a little sad, and quietly hopeful. Our hearts are full. Our plans are loose but growing. And Agra2 — she’s ready.


Whatever comes next, I know this much: the journey is far from over. And somehow, that feels exactly right. ⚓



Epilogue


As we close the pages on 2025, I keep coming back to the image of a boat at anchor — not finished with its journey, just pausing long enough to rest. This year asked us to sit with uncertainty, to move more slowly than we wanted, and to trust that stillness can be a form of progress. Sailing continues to be Tom’s therapy — the wind, the water, the rhythm of the boat offering him something steady when his mind feels anything but. I’ve learned that when he’s on the water, he’s more himself, and when he isn’t, we both feel the absence.


We don’t have all the answers yet, and the horizon ahead still feels both exciting and intimidating. But for the first time in a long while, we’re not holding our breath. We’re learning to adjust our sails, to work with the conditions we’re given, and to believe that there is still so much good water left to explore.


And for now, that feels like enough. Fair Winds 💙



Comments


Fair winds & following seas. 

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