In 2021 our two families set off separately on the sailing adventure of a lifetime. We were strangers, both navigating the steep learning curve of full-time cruising with our families in the Exumas.
As boat life would have it, Brandon needed a critical spare part. Will happened to have it. That simple exchange on a dinghy turned into a conversation, then a buddy-boating trip down to the Ragged Islands. We spent the next four months hitting nearly every island chain in the Bahamas, together.
Over the next four years and nearly 15,000 nautical miles, our boats were never far from each other. We shared hundreds of anchorages together, countless meals and sundowners, highs and lows, and even ran from a hurricane together! Through our miles shared, we noticed too many people were leaping into this all-consuming lifestyle completely overwhelmed, sold a dream without an instruction manual.
We realized the industry didn’t need more salesmen. It needed guides.
We founded The Cruisers Company to be the brokerage we wish we had when we started…honest, technical, and built on actual experience from cruising full-time with families. We don’t just sell boats, we help you prepare for the transition to the hardest most rewarding journey that comes with them. And stay with you through it all.
We met in 2011 during a flotilla in the British Virgin Islands. Will was working as a skipper. Cat was on holiday from business school. A week on the water turned into a shared life shaped by sailboats, offshore passages, tropical anchorages, and the cruising community.
In the years since, we have spent five years living aboard and cruising full time, logging tens of thousands of sea miles across multiple boats, including a life changing England to Martinique transatlantic crossing. We have experienced the rhythm of life offshore and offgrid and the practical realities that come with it.
Before starting a family, we gravitated toward fast paced, adventurous cruising on our CS36. Later, we welcomed our daughter aboard our Contest 46 and discovered a different kind of voyage. Raising a child at sea from before she could walk reshaped how we think about boats, safety, comfort, and what truly matters in a cruising design. The years spent cruising together as a family are undoubtedly some of the most meaningful of our lives.
Will holds a USCG 100 Ton Master license and spent several years in his early twenties as an IYT sailing instructor, leading liveaboard trips throughout the Caribbean. Those years of professional instruction and skippering, combined with thousands of offshore miles, give him a practical understanding of seamanship, decision making under pressure, and what different crews truly need from their boats.
Will’s career, when not cutting out to cruise or work as a skipper, was in mapping and navigation systems for autonomous vehicles, primarily in project management roles. He also has a deep technical foundation in sailboat systems, maintenance, and refit work. Prior to our last extended cruise, he performed a comprehensive refit of our Contest 46, gaining firsthand knowledge of the costs, tradeoffs, and standards that separate a good boat from a great one. That experience shapes how we evaluate listings and advise clients on ownership.
Before co founding The Cruisers Company, Cat built her career in public relations, marketing, and management consulting. She brings a sharp eye for positioning, communication, and negotiation, along with a clear understanding of how to guide clients through significant decisions with confidence.
We are deeply committed to the cruising lifestyle and the people who choose it. We believe that taking the leap to go cruising can be one of the most rewarding decisions a person or family can make. Our role is to help others make that leap with clarity, preparation, and the right boat beneath them.
Amber and I are the storytellers behind “everyday saturday”, a lifestyle brand that has grown to over 500k people following along as we inspire others to make more moments, more memories, more Saturdays.
As a family of six, we sold everything in 2020, traveled in an RV for a year, then spent four years living aboard our beloved Lagoon 450 catamaran. We sailed thousands of miles, sailed to 21 different countries, and learning firsthand what it actually takes to make boat life work full-time, as a family. I performed my own extensive refit of our Lagoon 450, taking it from factory bare bones to off grid powerhouse with a full electrical and solar upgrade.
I hold my USCG Masters Captain’s License and bring real offshore miles, systems knowledge, fix-it knowledge, and hands-on DIY ownership experience to every client conversation. I understand not just how a boat sails but how to live on it and be a steward of it. From layout functionality to maintenance realities, from survey red flags to long-term cruising viability, my passion is helping buyers choose the right boat and avoid the wrong ones.
Amber’s role has been just as foundational. I couldn’t have done any of it without her! She knows what it means to transition into this lifestyle (and out of it) as a wife, a mother, and the heart of a floating home. From mastering the galley, to provisioning smartly, to mastering the art of sourdough bread, to homeschooling, to building systems that allow a family to thrive off-grid, she brings a perspective that is often overlooked but absolutely essential. She is especially passionate about helping women and moms step into this life with confidence, realistic expectations, and way less overwhelm.
What began as our own leap into the unknown became something bigger. We created Sailing & Boat Life Training Experiences designed for people who felt exactly the way we did before we started: excited, completely overwhelmed, and unsure where to start. We opened up our boat for these 7 day immersive live-aboard experiences and built a full “boat life curriculum”, teaching everything from sailing to passage planning, weather routing to weather patterns, and more.
We’ve now helped others move from “Is this even possible?” to confidently stepping aboard their own vessel.
The Cruisers Co. was born from that same mission, but with the tools for a sharper focus.
To help buyers find the “RIGHT” boats.
To help sellers present their vessels with integrity and standout quality.
And to guide people through one of the most emotional purchases of their lives, into the most incredible journey of their lives, with real-world experience behind every conversation.
We couldn’t be more excited to do all of this with our incredible friends and fellow cruisers, Will and Cat. We started some of the foundation with everyday saturday. But we knew we needed exactly them to help us take this to the next level. Not just because of their extensive knowledge of sailing and systems across all styles of sailboats, but because of the humans that they are. We share the same values and high ethicals standards for ourselves and the way we do business. We’ve seen them in the wild, constantly posturing in humility, putting others before themselves and never holding tightly to things or money. Through our shared ocean experiences we became friends, have become family, and are now launching something incredibly special as business partners…The Cruisers Company!
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