Why Sail Belize? On the shores of the Caribbean Sea and nestled between Mexico and Guatemala, English speaking Belize marries spectacular waters, hundreds of idyllic islands and the 2nd largest barrier reef in the world with a fascinating, culturally rich heritage. Still relatively undiscovered as a sailing destination, anchorages are so quiet you may only see a handful of boats in a more popular location and there are a myriad of islands to explore. The trade winds typically blow in from the east, ensuring the ultimate sailing conditions for sailing north or south.