A proud seventh-generation Bahamian, Dean was born and raised in Freeport, where life on the water began early with spearfishing and sailing. He later attended boarding school in Virginia before earning his degree in Marine Transportation from the Maritime Academy in Galveston, Texas.
Dean stepped into yachting as a Deckhand and has since worked aboard vessels up to 312 feet, cruising the Mediterranean, Central America, the Bahamas, and New England. Among his favorite career moments? Being called “Babe” by Tom Brady and getting a fist bump from David Beckham.
Dean is passionate about French bulldogs, diving for conch and lobster, and all things Baby Yoda.

Raised on the north shore of Long Island, NY, Caitlin traded her corporate career at 26 for solo travel across Southeast Asia, sparking a passion for exploration that has never slowed down. She transitioned into the yachting industry, working her way from Stewardess to Chef, while building a life that has taken her to Colorado, the Bahamas, western Canada, Utah, and Portugal. An avid backpacker, Caitlin has logged thousands of miles on trails across the western United States and has worked on vessels throughout Florida, the Bahamas, the Northeast, and Alaska. Caitlin lives by the idea, 'Even if you fail, it'll make a good story.'

Jeanine entered the yachting world in 2015, trading in her corporate office for a career filled with adventure, travel, and life on the water. A Florida beach native, she naturally gravitated back to her roots and has since cruised both U.S. coasts, including the Pacific Northwest and Alaska, as well as the Bahamas, Caribbean, and Central America with multiple Panama Canal transits along the way.
With experience on yachts ranging from 90’ to 150’, Jeanine brings exceptional hospitality, warmth, and professionalism to the interior team. In her free time, she enjoys traveling, crafting, birdwatching, snorkeling, hiking, skiing, and spending time outdoors.

Brook has been exploring the world by yacht since 1995. Over the years he has worn many hats on board, but none he enjoys more than the Captain’s. With 17 seasons in Alaska and ten Panama Canal transits under his belt, Brook brings extensive experience and a calm, confident presence to every voyage.
Raised in coastal North Carolina, he grew up on the water and developed a lifelong passion for fishing whether it’s fly fishing in the Rockies, reeling in salmon in Alaska, or chasing marlin offshore. He also enjoys tying his own flies, snow skiing, golfing, restoring cars, and just about any activity that keeps him near the water.

Matt was born in Nueva Ecija, Philippines, where he grew up on a rice farm and developed a deep love for the outdoors. After immigrating to Fort Lauderdale, he discovered a new world on the water in the “Venice of America.” As a teenager he spent his free time rebuilding jet skis and small engines with his brother while helping with the family real estate business.
Yachting eventually called to him, and Matt has since worked his way up through the engineering ranks, continually building his technical knowledge. Outside the engine room, he enjoys reading, custom-tuning his car, and the occasional DIY project.