About Sail Connections

For more than 25 years, the Sail Connections team has been introducing people to the pleasures of bareboat and crewed sailboat charter holidays all around the world. Our mission: to put you aboard the best charter sailboat in the destination of your dreams at the price that fits your budget.

Connecting people everywhere to the best sailing vacations anywhere

Whether you are an experienced crew of mariners looking for a full bareboat adventure, an occasional sailor leading a group of family or friends on vacation, or a sailing novice with the dream of going places and getting there under sail, we can put you on a boat charter in any one of the world's amazing sailing destinations.

Sail ConnectionsOur service is ruled by personal communications, not algorithms. We talk to you and help you find the right boat in the place to meet your group objectives in the style that fits your budget. Our services include full bareboat, crewed bareboat and fully crewed scheduled charters. We are also a referral point for sailing professionals conducting occasional sailboat tours who take bookings by the cabin.

Founded in 1990, Sail Connections has built an international reputation for excellence in charter boat services. We are proud of our record in helping people everywhere experience the joys of sailing on vacation.  

Meet our front-line team of charter yacht consultants.

Robert Cross, Director

Robert Cross, Sail ConnectionsRobert has been sailing all his life. Starting out holidaying on the family keelboat in northern New Zealand, in his 20s he worked as skipper for a yacht charter company in the Ionian Islands of Greece. Returning to New Zealand Robert gained blue water sailing experience and enjoyed the thrills of racing a three-crew Elliott 5.9 trailer yacht, later moving up to another Elliot design, the 44 foot pilothouse yacht Vavoom.

Robert purchased Sail Connections in 2010. It's a vocation and a pursuit that lets him share with others his passion for yachting and sailing holidays. 

Lisa Khan, Senior Sales Consultant

Lisa Khan, Sail ConnectionsLisa hails from the UK where her first job was with Island Sailing, one of the early providers of sailing charters. Getting out of the office, she was part of a private yacht crew that sailed Mediterranean, and joined forces with her kiwi partner Dean to conduct boat delivery trips around Europe.

Deciding to make New Zealand their home, Lisa and Dean traveled by way of a yacht delivery from the Mediterranean through the Caribbean and Panama, Galapagos, Tuamotus and as far as Tahiti, before flying the rest of the way to settle in 1990. Lisa has a wealth of sailing and charter business experience that is invaluable in connecting sailing people with the best boats in all the great charter destinations.

Lisa and Robert are on deck to personally guide you through the process of organising your charter boat holiday. They are both enthusiastic and experienced sailors and travelers who take great joy in sharing knowledge and being part of your charter experience.

At Sail Connections, our passion is yachting. Our pledge is to make the right connections for the greatest sailing adventure you can imagine.

Enquire about a yacht charter

For a personalized proposal with all suitable options please complete...
required fields