TWO OCEANS - WINTER Yacht Charter Catamaran

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.

Meet Chef Anita

Nationality: South African
Languages: English (native), Afrikaans (fluent)

Raised in the picturesque coastal town of Plettenberg Bay along South Africa’s Garden Route, Anita Gerber grew up surrounded by natural beauty, fresh ingredients, and a culture of warm hospitality. Today, she brings that same spirit to the Caribbean scene.

Anita’s culinary style is vibrant, fresh, deeply personal, and creative. She is the heart of the yacht, where her dishes reflect both her roots and her travels, always crafted with creativity and love. With her approachable nature and dedication to creating a welcoming atmosphere, Anita ensures every guest feels at home from the moment they step aboard.

Anita’s magic goes beyond the galley - her genuine joy in connecting with people makes every moment onboard feel special, whether she’s serving a sunset dinner, sharing a laugh, or helping guests feel at home. Anita’s previous roles in boutique hotels and as a TEFL tutor reflect her adaptability, leadership, and warmth. She’s a natural multitasker, equally comfortable managing deck operations or curating a themed celebration onboard. Guests often say Anita makes them feel like family—and that’s exactly the kind of energy she brings to every charter.