After our 400-mile passage from St. Thomas, in the U.S. Virgin Islands, to Luperon aboard Makana, our Admiral 38 catamaran, my wife, Katie, and I dropped anchor next to Grace, a Moody 376. Our daughter, Hoku, immediately spotted two children on board that boat. The next morning, we met brothers Finn and Teague and their parents, Megan and Brett McMillan. They hail from Portland, Maine, where they purchased Grace after relinquishing their shoreside possessions and professions: Brett worked as a general manager for an electrical-engineering company and Megan as a veterinarian. "A friend called me at work and said he found the perfect boat for us," Brett says. "But he's well over six feet tall, and he felt the boat wouldn't be comfortable for him. So we bought Grace shortly thereafter and immediately began planning for our life of cruising."