
Alan ROberts
Alan’s love for the water began early, during family sailing vacations on Cape Cod and Lake Huron’s North Channel—home to some of the finest freshwater sailing in the world. Those formative experiences sparked a lifelong connection to the sea and set the course for the life he now leads.
Before trading city life for island time, Alan spent over 20 years in Canada’s hospitality scene in Ottawa, mastering his craft in top restaurants and nightlife venues. From busboy to bartender, restaurant manager to nightclub owner in Ottawa’s vibrant Market district, he developed a deep understanding of exceptional service, attention to detail, and the art of a perfectly crafted cocktail—skills that now elevate every moment onboard.
Now in his 20th season chartering in the Virgin Islands, Alan brings a wealth of experience as both an owner-operator and private charter captain. With years of sailing these waters, he is known for his calm, confident presence and his unwavering commitment to guest comfort and safety. His intimate knowledge of the BVI allows him to effortlessly curate days filled with hidden anchorages, turquoise bays, and just the right amount of adventure.
As a certified Dive Instructor, Alan offers Discover Scuba Diving (DSD) experience as well as full scuba instruction for those ready to go deeper. He leads all in-water activities—from guided dives and snorkeling to water sports and sea scooter exploration.































