I recently chartered a Jeanneau 440 through Island Cruising--a stunning yacht with sleek lines and…read moresuperb sailing performance. Having owned a similar vessel and chartered more times than I can count, I know what separates a top-tier charter company from a floating headache. Island Cruising, unfortunately, falls squarely into the latter.
Let's start with the good: the boat itself was excellent. Well-equipped, comfortable, and ideal for a couple--or two. The twin rudders do have a knack for attracting kelp, but that's a minor quirk in an otherwise delightful sailing experience.
Now, the company. Island Cruising's operations are a masterclass in how not to run a charter business. I won't echo the more colorful reviews suggesting Larry, the owner, return to South Africa--but I will say he's one of the most combative individuals I've encountered in the boating world. I understand being protective of an $800,000 yacht, but Larry's approach is less "professional caution" and more "ego on parade." When I submitted a perfectly reasonable sail plan, he pounced on the fact that it crossed ferry lanes--as if I'd never sailed from Sidney to Salt Spring before. Spoiler: you have to cross ferry lanes. His critique felt more like a self-aggrandizing performance than a concern.
Ironically, in Larry's own marina, there's a submerged buoy that becomes a stealth hazard at high tide. When I asked why it hadn't been fixed, he shrugged and said he'd get to it "someday." Apparently, safety is negotiable.
Our charter began with half a tank of fuel. Larry's solution? "Fill it up and I'll sort it out later." Famous last words. I trusted him and set sail. Things went smoothly until we headed from South Pender to Port Friday in the U.S.--where I discovered the boat's registration was missing. The manual said it should be in the chart table. It wasn't. I called Larry and he insisted I wasn't looking hard enough (I was). Eventually, he sent me the bill of sale, which U.S. Customs obviously deemed useless - Obviously, Larry didn't seem to know the difference between a bill or sale and a boat's registration. I had to pay a fee to enter and exit the country. Larry's response? Indifference.
Would I charter from Island Cruising again? Only if I could bypass Larry entirely. His communication style is transactional at best--emails only get answered when money's involved. He charged us for linens that turned out to be torn sleeping bags, and one storage compartment was a science experiment of leaking beer cans and slime. We paid for a 4 p.m. pre-board, but Larry was still pressure-washing the deck at 5.
Larry's goal is to sell the company and retire. Based on my experience, he'll need more than a mop and a smile to clean up his reputation. As of today, I've received no compensation for the fuel or customs fees, despite multiple follow-ups.
In short: the boat was a dream, but the charter experience was a headache. If you value professionalism, steer clear of Island Cruising--unless you enjoy navigating bureaucracy more than the open sea.
