Jesse Grylls

Jesse Grylls is no stranger to adventure, challenge, and pushing his limits. His latest chapter takes that mindset offshore, taking on a new challenge in sailing with his newly refurbished boat and a long northern passage ahead. 

For Jesse, sailing is about distance. 

Not racing, not records, but longer passages where preparation matters and there is no easy way back. Offshore cruising and passage-making where seamanship matters, decisions carry weight, and the reward is the freedom that comes with being fully committed to the journey. 

Raised around the water and spending much of his childhood on an island off North Wales, the connection to the sea came early. Sailing itself came later, but quickly became something more than a hobby. It offered something harder to find elsewhere: independence, privacy, and a kind of quiet that only exists offshore. 

His boat is a 40-foot steel-hulled yacht, a 1983 French kit build bought in Cádiz and sailed back to Southampton last September. Over winter, Jesse completed a full refit, stripping the boat back and rebuilding it system by system in preparation for the miles ahead. 

A steel hull does not forgive shortcuts. 

This season marks the beginning of a long northern progression. Starting in Southampton, Jesse sails first to North Wales, then onward through Scotland, before pushing further to the Faroe Islands, Iceland, and finally Greenland in early August. 

Each leg takes him further north and further offshore. Less shelter, harsher conditions, and complete reliance on preparation, the boat, and the decisions made onboard.