Leaving New York City behind, Megan and her family decide to take a leap of faith into the unknown. They pack their belongings and head to the Caribbean to join the rest of the crew and their Captain. St. Lucia, with its vibrant markets and lively people, welcomes them before they head further south to St. Vincent where they explore tiny Spring Village and mingle with the locals. She then heads to Mayreau, population 350, to get a lively tour from the island’s most colorful (and only) taxi driver, and finally on to the Tobago Keys, the picture perfect Caribbean destination.