If you want to sail many places at a single shot, try the Leeward Islands. Sailing in Leeward Islands can include various routes and interesting cultures. This is because it is a group of several island nations and independent territories that have been int the past colonized by the US, UK, France, and Netherlands. The Leewards is composed of the Virgin Islands (American and British), Saint Bartholomew, Montserrat, St. Martin, Dominica, Anguilla, Guadeloupe, St. Kitts and Nevis, Antigua and Barbuda, Saba, and St. Eustatius. Among these, the largest is the American and British Virgin Islands. Because of geographical location, Isla Aves has been included as a part of the Leeward Islands. The name "Leeward" was given to the group of islands because of the trade winds in the region that blows from northwest. These trade winds are almost constant all over the year and blows from 10 to 25 knots. Because of the Atlantic ocean, the strongest currents and largest waves are most often on the northeastern sides of the islands. The waters of the Caribbean Sea are normally much calmer and make easier sailing.