Indulge Ii

Captain Shachar “Shack” Ben-David
Shack began his seafaring career racing small sailboats on the lakes of northern England. After emigrating to the United States, he enlisted in the Coast Guard, serving as a navigation officer aboard vessels ranging from small patrol boats to large high-endurance cutters.

Shack first arrived in the Virgin Islands in the late 1990s and quickly developed a lasting love for the region. He later operated several Coast Guard vessels throughout the islands, gaining extensive local knowledge that continues to shape his charter itineraries today.

After retiring from the Coast Guard, Shack attended the Maritime Institute of Graduate Studies in Seattle before returning to warmer waters. He earned civilian qualifications aboard the cruise ship Westerdam, where he served as a watch officer and safety officer, before moving back to the Virgin Islands.

Since returning, Shack has worked both day and term charters throughout the Virgin Islands and beyond. His clients have included high-profile individuals and respected hospitality brands such as Ritz-Carlton and Rosewood. His in-depth knowledge of the region allows him to create itineraries suited to everyone from first-time cruisers to seasoned Caribbean travelers.

Shack holds a 500-ton Coast Guard Master’s License with STCW endorsement and an Unlimited Mate License with commercial radar, ECDIS, and GMDSS endorsements. He is also an Advanced Medical Care Provider and Vessel Security Officer. In his spare time, he enjoys outdoor adventures, reading, cooking, and mentoring young mariners through local youth programs.

First Mate Michael Maximie
A native of Abaco, Bahamas, First Mate Michael has been surrounded by the ocean his entire life. He grew up exploring the Bahama Islands before moving to Florida, where he entered the charter industry as a deckhand aboard game-fishing boats operating throughout the Atlantic and Gulf of Mexico.

Michael quickly advanced to a mate position aboard an expedition yacht and continued building his technical and maritime experience by completing approved engineering courses and working aboard yachts up to 40 meters. He also holds a 100-ton Boatmaster certification and has accumulated hundreds of hours operating small craft and standing navigation watches.

On charter, Michael takes great pride in delivering a first-class guest experience. Whether providing Jet Ski instruction, guiding guests while snorkeling, assisting with water toys, or making sure every comfort is in place, he is always ready to go the extra mile.

When he is not on charter, Michael is an avid cyclist and can often be found riding the mountainous island roads in search of secluded beaches and panoramic hilltop views.