Expert Yacht Charter Advice ▪ Every Destination ▪ Every Option

Experienced Sailors. Better Charter Decisions

At Sail Connections, you're not simply booking a yacht. You're drawing on the knowledge of experienced sailors and one of New Zealand's longest-established independent yacht charter businesses.

For more than 35 years, Sail Connections has helped clients choose the right yacht, destination and operator through independent, personalised advice and access to multiple global charter sources. Every recommendation is based on understanding your sailing experience, holiday plans and expectations, so we can match you with the charter that's right for you.

Leading the team is Robert Cross, a lifelong sailor who has spent decades on the water as a yacht owner, offshore sailor, racing skipper and charter skipper. Since taking the helm at Sail Connections, Robert has continued the company's tradition of helping sailors make informed charter decisions with practical advice drawn from real experience.

Our clients return year after year because they value having a trusted, independent adviser who makes planning a sailing holiday easier, more enjoyable and more rewarding—all at no extra cost.

Meet Robert

When you talk to Sail Connections, you'll be drawing on the knowledge of Robert Cross, a lifelong sailor and one of New Zealand's most experienced independent yacht charter consultants.

Robert has sailed since childhood, skippered charter yachts in the Greek Islands, completed offshore passages, raced yachts, built his own yacht, and spent decades exploring the world's leading charter destinations and working alongside trusted charter operators. Robert brings a wealth of expertise in helping sailors of every experience level choose the right yacht, destination and operator for unforgettable sailing holidays.

Robert's goal is simple: to share practical, independent advice that gives you the confidence to make the right charter decisions and enjoy the very best sailing holiday possible.