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Gambit

51′ Lagoon catamaran, Tortola, Village Cay, BVI

All-inclusive, from $24,000 per week

Length
51 ft
Guests
Up to 6
Cabins
4
Built
2008 (refit 2021)

Gambit, a Lagoon 500 catamaran owned and personally operated by Doug and Val Fairfield, offers charters in the British Virgin Islands, a prime cruising destination. This BVI-flagged and based yacht complies with all VISR regulations, ensuring a reliable and authentic Caribbean experience. The vessel provides a versatile and comfortable cockpit seating area for day activities and evening relaxation, alongside amenities like a coffee bar, a snack bar, and a range of beverages.

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Accommodation

Gambit offers sleeping accommodations for 6 guests in 3 queen size cabins and 1 twin bunk room (suitable for kids/teens). All offer AC and ensuite head and shower. Stbd bunk head has wet head/shower.

The crew

Crew of 2

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.

Weekly rates

All-inclusive price per week (7 nights) by number of guests. Rates are set by the yacht and confirmed when you inquire.

Season 2 guests3 guests4 guests5 guests6 guests
Winter 2026 to 20271 Nov 2026 – 30 Apr 2027 $24,000$24,500$25,000$25,500$26,000
Summer 20271 May 2027 – 31 Oct 2027 $24,000$24,500$25,000$25,500$26,000
  • Winter 2026 to 2027

    1 Nov 2026 – 30 Apr 2027

    2 guests
    $24,000
    3 guests
    $24,500
    4 guests
    $25,000
    5 guests
    $25,500
    6 guests
    $26,000
  • Summer 2027

    1 May 2027 – 31 Oct 2027

    2 guests
    $24,000
    3 guests
    $24,500
    4 guests
    $25,000
    5 guests
    $25,500
    6 guests
    $26,000

Terms, holiday rates and notes

Charter terms
Inclusive (Caribbean Terms)
Ports and cruising
Gambit is a BVI based yacht currently accepting BVI ports only.
Gambit is a BVI based yacht.
Holiday weeks
  • Christmas 2026

    1–6 guests

    Christmas charters must end no later than the 26th December.

    $30,000

  • New Year 2026/27

    1–6 guests

    New Years week charters cannot begin earlier than 27th December

    $33,000

  • Christmas 2027

    1–6 guests

    Please Inquire

  • New Year 2027/28

    1–6 guests

    Please Inquire

  • 7 night minimum.
Good to know
  • Turnaround

    48 hours between charters except between Christmas/New Years.

  • Shorter charters

    Gambit also accepts 6 night charters at the pro-rata rate. For charters 5 nights and shorter, please inquire for rates.

  • Sleep-aboard

    Inquire for availability. Rate is calculated as 1/2 the regular daily rate 7 night min. Discounts do not apply. Non Comm.

Meal plans

Half Board Rates

Please inquire for rates.

Permits, taxes and fees

Permits and fees are included in the BVI only.

Further notes
  • All rates are for 7 nights 8 days.
  • Tandem charters are subject to conditions, please inquire
  • St Vincent and Grenadines charters are undertaken at the beginning and end of the BVI season (November and July), use BVI rates and add $1000.

Amenities and water toys

On board

  • Salon TV/DVD
  • Salon Stereo/Music
  • iPod/MP3 Hookups
  • CDs/Music
  • DVDs/Movies
  • Board Games
  • Sun Awning
  • Bimini
  • Port/Hatches
  • BBQ
  • Deck Shower
  • Hair Dryers
  • Ice Maker
  • Generator
  • Inverter
  • Guest Smokes
  • Dine In
  • Onboard Internet

Water toys

  • Water Skis Adult
  • Dinghy
  • Wakeboards
  • Tube
  • Floating Mats
  • Stand-up Paddle Boards
  • Snorkel Gear
  • Swim Platform
  • Boarding Ladder (Loc/Type)
  • Beach Games
  • Fishing Permit #

*Note - Adult Water Skis for max 175lbs

Ask about Gambit

Tell us your dates and group. Abbie will check availability with the crew and reply, usually within one working day.

  • Licensed captain and chef on board
  • Crew matched to your group by Abbie

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