9. Chesapeake Bay
Historic Chesapeake Bay is considered by many to be the sailing capital of the world. This eastern American waterway is the largest estuary in the U.S. with miles and miles of shoreline to explore. During your voyage, you can puruse the historic James River and drop anchor in historically important cities like Richmond, Annapolis and Baltimore. If you prefer natural settings, there are many islands in the bay that are known for their pristine charms. The protected waters of Chesapeake Bay are ideal for novice sailors, but experienced skippers will also enjoy this region.

10. Whitsunday Islands
Located off the northeastern coast of Australia, the 74 Whitsunday Islands are among the world’s best sailing playgrounds. Located in the heart of the Great Barrier Reef, it’s a top destination for snorkeling and scuba enthusiasts, among other water sports. Eight main islands offer a range of eco-style, family friendly and luxury resorts, but there are plenty of tropical deserted islands and secluded sandbars around here to tempt you on a day trip or multi-day excursion. Don’t miss Whitehaven Beach, which is considered one of the best beaches in the world. Australians love their Whitsunday Islands, and you are sure to as well.
