DOCK HOLIDAY

Captain Jason Mackay

Born in South Africa and raised in Louisiana, Captain Jason Mackay has always been drawn to the water and the sense of freedom it brings. With an adventurous spirit and a deep respect for nature, Jason has built a life around exploration, community, and the sea. From spearfishing along the coasts of Mexico to navigating the crystal waters of the Caribbean, Jason’s journey has been defined by his passion for the ocean and the connections it inspires. Over the years, he has hosted more than 65 charters and welcomed over 600 guests aboard, earning a reputation for his calm leadership, professionalism, and genuine care for those in his charge. Now entering his fourth season in the Virgin Islands, Jason takes the helm of Dock Holiday as her captain—bringing together his love for the sea, his hands-on experience, and his dedication to creating unforgettable adventures under sail. Whether charting a course through hidden coves or sharing stories at anchor, Jason ensures every guest experiences the magic of life on the water.


Chef/Mate Juan Ramirez

I’m Chef Juan Ramirez, and for me, cooking is all about connection , bringing people together through food, stories, and shared experiences at sea. With over eight years in hospitality, I’ve cooked across Europe, America, and Asia, learning to blend global flavors with local Caribbean ingredients. I truly love what I do, and I bring warmth, creativity, and care to every dish. Whether it’s an elegant dinner or a casual beach barbecue, my goal is to make guests feel at home, happy, and completely cared for.