Yacht Deliveries

Owner Training

Custom Charters

Working with Captain Ben was an absolute delight and worth every penny. Though half my age, he is incredibly skilled and knowledgeable. He quickly familiarized himself with my boat—a challenging vessel to sail—and confidently taught me how to handle it in all conditions, from drifting at sea with no wind to facing 46 knots of apparent wind and 7-meter seas. He guided me through the intricacies of entering marinas, docking at fuel stations, navigating dangerous narrows, and anchoring.”

Anders Dupen, Owner, SV QUEST.

Testimonial from Ander’s New Owner Training & Insurance Check-Off Delivery


Ben is not only an incredibly skilled captain and a gifted teacher, but he’s also an all-around great guy that I’m now lucky to call a friend. To be totally transparent, I had a pretty rough experience with a previous captain we hired. While this previous captain was skilled, he was intense, unkind, and certainly not fun, so I was a little anxious about this 3-week trip.

Ben was completely different! From the moment we met—even before leaving the dock—he made me feel welcome, comfortable, and confident in his abilities. He has this incredible ability to exude confidence without a hint of arrogance, which was such a refreshing change.

Sailing from San Francisco down to La Paz was truly unforgettable. Ben has this amazing way of creating an engaging learning environment while still making sure I felt completely safe, knowing he had everything under control. He spent days preparing—checking all systems, making sure everything was safe, and provisioning—and you could tell just how much care he put into the trip.

His teaching style is incredibly approachable, breaking everything down so you can really grasp the skills and feel confident. And…he’s a phenomenal chef! The meals aboard were gourmet-level, and I looked forward to every single one.

But what really stands out about Ben is not just his skills as a captain, teacher, and chef—he’s just a genuinely great person. I’m so grateful for the experience and would absolutely recommend him to anyone looking to learn to sail in a relaxed, enjoyable, and safe environment with someone you can trust and inevitably call a friend.”

Dr. Britney Blair , SV Bumble

Testimonial from Intro to Cruising// Owner-Assisted Delivery

  • Yacht Deliveries

    Our professional delivery crews combine earned offshore and coastal sailing experience with knowledge of the latest technology and techniques to transport any yacht safely.

    Take a look at our most recent deliveries here.

  • Owner Training

    Custom programs designed around your team, your boat, and your cruising goals. Increase your confidence, competence, and seamanship with hands-on instruction and training cruises.

    Proven results in insurance approvals.

  • Charter and Shore Support

    Let us help you bring your cruising dreams to life! Whether you need a full program or simply some advice, we’ll get you sorted.

    Reach out to inquire and learn more.

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The Squallys Ethic:

Reigniting our sense of natural wonder through intentional adventure.

The Squallys Goal:

To empower modern teams and leaders through the art of sailing.