Carrying Halifax to the World, One Cocktail at a Time: Keegan McGregor of Highwayman

Last Updated on March 9, 2026 by Maggie Duffy

Keegan McGregor pours East Coast hospitality onto a global stage. As the 2024 World Class Global Bartender of the Year, McGregor emerged from a field of competitors across more than 40 countries by doing something deceptively simple: staying rooted in place and remaining true to himself. His cocktails are built on storytelling, sustainability, and a strong sense of community—whether reimagining Halifax through a hodge podge–inspired serve or inviting guests into Highwayman as if they were stepping into a friend’s home.

Fifteen years behind the bar have honed his technique, but it’s McGregor’s intuition that set him apart. At Highwayman, drinks are precise yet unpretentious, guided by the belief that great hospitality is about making people feel seen and welcome. His work proves that when care and connection lead the way, warmth becomes a world-class technique.

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