GAMBIT Yacht Charter

Captain: Doug Fairfield

Capt. Doug and Chef Valerie offer the perfect blend of warmth, hospitality and adventure. A husband and wife team from South Africa, with many years combined cruising, travel and charter experience. To date, Doug and Val have successfully completed over 200 charters in the Caribbean making them one of the most experienced charter crew in the region.

Doug holds a Yachtmaster Offshore Qualification, reinforced with many ocean crossings and coastal voyages. Doug started sailing in his mid twenties, based off the east coast of South Africa, where sailing and weather conditions are notoriously unpredictable and the coastline hazardous. Having grown up on the ocean with surfing, free diving, spear fishing, scuba diving, sailing and yacht racing as his main activities; sailing charters was a natural progression for him. Weekends were occupied with local and coastal racing as well as family sailing with the children. In 1995, in pursuit of our joint ambition to travel to remote places, we left on an extended 6 year cruise aboard our 30 foot yacht together with our two children, then 4 and 6 years old. This adventure took us across the Indian Ocean and back to South Africa, and then across the Atlantic to the Caribbean. During our cruising years we explored remote archipelagos, traveled by yacht many miles up the Amazon River, visited new and unique places, experienced diverse cultures and were exposed to many and varied challenges and opportunities. In 2012, the urge to travel again resulted in the acquisition of Katlyn, our first catamaran, and once again we set off across the Atlantic from Cape Town, spending a year en route, before establishing ourselves in the charter industry in the Caribbean. Along the way we have redeveloped our awareness, appreciation and respect for the ocean, the sky and the weather in all its diversity. In 2018, we upgraded and purchased Gambit, our current charter catamaran, and brought her 4500nm from Italy to the Caribbean.

Doug has been an avid adventure, sport enthusiast throughout his life. After several years of service in a special forces airborne unit, he became involved in Skydiving. He is an advanced skydiver with 2500 jumps, competed on a national level and was the chief instructor at his skydive club prior to his involvement with sailing; he is an experienced paraglider, loves scuba and free diving, as well as water and snow skiing and has completed a number of arduous long distance marathons. He is a natural storyteller and entertainer with a great sense of humor, a charismatic and attentive host, willing to go the extra mile to ensure you get the most out of your vacation whilst ensuring your privacy when appropriate.

Val grew up on a vast dairy farm in the Drakensberg farming district of South Africa, and attended boarding school, before qualifying as a private secretary and then a primary school teacher. She traded horse riding and hiking for sailing, and was perfectly positioned to home school the children while cruising. She is a qualified scuba diver, and enjoys snorkeling, skiing and hiking, and living the island life. She takes pride and pleasure in creating inviting spaces through tasteful choice and use of fabrics and decor, and is an accomplished seamstress. This is evident in the decor aboard Gambit. Many years of monohull sailing and galley responsibilities have enabled her to become a competent and creative chef aboard, fine tuned by various short courses in the culinary arts and bolstered with hundreds of satisfied charter guests.

Doug and Val have a passion for traveling and a special affinity for the African bush, it’s wildlife, beauty, solitude and wide open spaces, and have been fortunate to do an extended three month 4x4 camping safari with roof top tent through some of the most unspoiled and rugged areas of Southern Africa. The freedom of traveling without boundaries inspired a six week camper van tour of New Zealand, wild camping without the constraints of official campsites in the winter wonderland of mountains and fjords. During this time we took the opportunity to try our hand at dog sledding, abseiling and caving. We have spent a month touring Sri Lanka traveling by train and staying in local B&B’s, visited Egypt and driven off the beaten track through the Western Desert, camping in the splendor of the White Desert en route. We have driven across the USA and would love to follow this up with a longer RV trip in the not to distant future.
After 17 years of sailing together, we team up on deck to offer you a fun filled sailing vacation, and when the anchor is down, a companionable, relaxed yet attentive atmosphere is created for you to escape your normal routine and create memories which will live with you forever.

We would love the opportunity to extend a warm welcome to you in the BVI, offer you our hospitality aboard Gambit, and show you around some of our lovely anchorages and must see spots that we’ve come to call home.

Crew are fully vaccinated for Covid 19.