Top 100 coolest boats of all time
Published on August 12th, 2026
What are the Coolest yachts of all time? Yachting World magazine has been on a mission to find the most iconic boats ever built:
How do you define ‘cool’? It’s an unquantifiable quality. What’s cool to one person, might be banal or brash to another. But when it comes to boats, like people, some just have it. That vibe. That authenticity. That swagger. That je ne sais quoi. That undeniable cool factor.
Over the years we have asked some of the most successful sailors, designers and other leading lights in our sport to choose their ‘Coolest Yacht of all Time’. For 100 issues they have featured on the back page of Yachting World, from dinghies to dhows. With a century of nominations to consider, we’re trying to answer that unanswerable question: what makes a yacht cool?
When we ask for a ‘Coolest Yacht’ nomination, it’s a pretty open brief: sailors can choose any boat that inspired or excited them, or they found memorable or iconic. It can be the boat they most loved sailing, a boat they wish they’d sailed, or made a formative impact on their sailing career. Our only stipulations are that it is, ideally, not a boat that has been chosen before, but – as you’ll see from the list – some have been popular choices. – Full report



