Sometimes we find ourselves stuck in the middle — between two opinions, two extremes, or two possible paths forward. Most of us have been there. And sometimes those situations overlap in ways we don't immediately recognize. For me, Dominica represents what it means to be stuck in the middle. Five years ago, I couldn't have picked Dominica out on a map. I knew it was somewhere in the Caribbean — and that was about it. Sailing north, REIMAGINED stopped in the northern part of t

This year, I spent a fair amount of time exploring the Grenadines. For people who are aware of the Grenadines, it is often known as a place where the very rich and famous hang out. Mustique, long known for celebs and royals. Up-and-coming Canouan battling to steal some of Mustique's mystique. And of course Tobago Key. Often cited as a must-go for snorkeling and diving. All wrapped up in a season of Below Deck filmed in this area last year. They are hard islands to get to unle

There is a process with boats. Most boats in the Caribbean seek shelter for hurricane season. Most of the time, this involves putting your boat on land, on stands in a boatyard. The yard I kept REIMAGINED at last year had over 400 boats. The prep process for it is interesting. On the way out, called decommissioning —your mission is to clean the boat, remove everything, take systems apart (like fresh water wash the air conditioners), wipe things down, and store everything. It

About five months ago, REIMAGINED came out of the water for hurricane season. She spent the summer sitting in the yard on some sketchy-looking, homemade stands that somehow did the job. It was my first time captaining a 53-foot catamaran — 17.5 tons of fibreglass — into a tight little dock to have her hauled out. Let’s say, it was a moment. As I looked back on last year, I realized my sailing season was a mix of wins and wipeouts. Plenty of lessons. I managed my way through i