Meet Captain Gordon

Nationality: American
Languages: English, Spanish (semi-fluent)

Born and raised on the shores of Lake Erie in Buffalo, NY, Gordon Holden has been drawn to the water his entire life. Summers spent sailing, swimming, and waterskiing with family—both in New York and at Lake Muskoka in Ontario—laid the foundation for a lifelong love of the sea. Gordon and his three brothers learned to sail on their family’s 33ft C&C monohull, and he’s never looked back.

After earning a degree in Business Administration and History, Gordon spent time in the corporate world before trading his desk for a helm. He honed his hospitality skills working in high-end establishments in East Hampton and Montauk, NY, and later earned his captain’s credentials, launching a full-time career on the water. His journey has taken him from flotilla charters in Greece and Croatia to term charters throughout the Virgin Islands.

Gordon is known for his calm confidence, thoughtful leadership, and genuine care for his guests. Whether he’s navigating to a secluded bay, sharing stories over cocktails, or helping plan the perfect island adventure, he brings a relaxed yet professional energy to every charter.

Guests often describe Gordon as quietly adventurous, deeply knowledgeable, and effortlessly personable. He’s the kind of captain who makes you feel safe, seen, and ready to enjoy every moment of your journey.