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Is sailing intimidating to you? Don't worry; I was scared when I first boarded a sailboat, mostly because of the uncertainty of life at sea. Granted, I was a little seasick and completely lost the first few times, but I was still strong enough to make eight-hour crossings without wanting to quit. I was hungry for the adventure. For my first real sailing trip with my husband and on our own boat — we had sailed before on other boats and in groups, but that is not the same experience — we sailed from San Juan in Puerto Rico to Anegada in the British Virgin Islands, making stops in Culebra, St. Thomas, St. John, Tortola, and Virgin Gorda.