Best sailing destinations in the US

By Noreen Kompanik, TravelPulse

It is widely believed that Mark Twain said “Twenty years from now, you will be more disappointed by the things you didn’t do than those you did. So, throw off the bowlines. Sail away from the safe harbor. Catch the wind in your sails. Explore. Dream. Discover.”

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There’s just something special about sailing. The open water, sunshine on your face, the wind in your hair and a total sense of freedom, relaxation and centering, a perfect antidote to the stresses of living in today’s modern world.

Whether you decide to be part of a crew manning the sails or just along for the ride, we are so fortunate to have so many incredible destinations here in the U.S. to sail, whether it be a tranquil lake or riding the ocean waves.

Newport, R.I.

Often referred to as the “sailing capital of the world,” Newport offers a deep maritime history, ideal sailing conditions and an important role in international competitive sailing. The coastal town hosted the America’s Cup from 1930 to 1983 and continues to attract sailors from around the globe to its annual sailing events.

Sailing in Newport Harbor, Rhode Island. (DREAMSTIME/TNS)

Newport has been a longtime training hub for Olympic and professional sailors, and there’s nothing like moving under the impressive Newport Bridge, the longest suspension span in New England.

Chesapeake Bay, Annapolis, Md.

Sailing in Annapolis is a major part of the city’s identity, other than being the location of the United States Naval Academy, where future naval officers are trained in the art. Located where the Severn River meets the Chesapeake Bay, the area offers easy access to both open water and protected coves, making it a sailor’s haven.

The bay’s deep navigable waters make it ideal for recreational and competitive sailing, and the destination hosts numerous sailing and regatta events and boat shows throughout the year.

Charleston, S.C.

This southern belle consistently ranks as one of the top places in the U.S. for sailing, offering incredibly picturesque views. With its historic charm, great sailing conditions and a vibrant maritime culture, it’s only natural that sailors want to be out on the water.

Charleston has some top-notch marinas and yacht clubs, sailing schools and charters, and the College of Charleston sailing team is nationally ranked. My favorite time to sail is at day’s end with an impressive combination of historic skyline, calm harbor waters and glowing sunsets over the Charleston Peninsula, creating an unforgettable experience.

Florida Keys, Fla.

The Florida Keys are home to the only barrier coral reef in North America and the third largest in the world, and sailing here is a tropical dream. The Keys’ multihued waters, warm trade winds and laid-back island culture make for a paradise without having to venture further into the Caribbean with a passport.

Stretching over 129 miles from Key Largo to Key West, the island chain with more than 800 keys offers countless places to sail, anchor, dock and explore. Constant trade winds, shallow warm waters (especially on the Gulf side) and easy access to snorkeling, diving and fishing right off the boat make the Florida Keys a popular sailing destination.

Santa Barbara, Calif.

Known for its mild weather, rich maritime history, picturesque coastline and vibrant sailing community, Santa Barbara is a haven for sailors of all levels. Affectionately known as “The American Riviera,” this jewel of the California coast’s mild winds, calm seas and near-constant sunshine makes for picture-perfect sailing conditions.

Those into competitive sailing can join in the adventure on Wet Wednesday races at the Santa Barbara Yacht Club, a beloved tradition in the sailing community. The region also hosts several regattas and sailing festivals throughout the year.

Finger Lakes, N.Y.

This region consists of 11 glacial lakes and one Great Lake (Ontario), making it a superb destination for the sailing fan. Visitors can choose from a number of sailing companies or use private charters such as Sail True Love out of Watkins Glen and Sail Seneca from Geneva.

The lakes are long and narrow, creating consistent and moderate wind channels that funnel down the length of the lake, making for reliable sailing conditions. Many of the Finger Lakes are deep and clear, good for keelboats, helping to avoid hazards like submerged rocks or sudden shoals. And it’s hard to beat the views, with waters surrounded by hills, vineyards and charming small towns.

San Diego, Calif.

America’s finest city, as it’s often called, is home to almost year-round picture-perfect weather, reliable winds and a stunningly picturesque and protected sheltered bay with easy access to the open Pacific.

San Diego has a long naval and maritime history, which means sailors will not only get great views of the city, Embarcadero and Coronado Island from the water, but also a myriad of U.S. Navy ships. It’s also a great chance to view gray whales, blue whales, dolphins and a slew of various seabirds.

With its vibrant racing and cruising community and notable yacht clubs, this Southern California gem is a true sailor’s city.

San Juan Islands, Wash.

Located in the Pacific Northwest, the San Juan Islands, with more than 170 islands and reefs, are a hidden gem for sailors seeking peaceful tranquility while surrounded by stunning landscapes and quiet coves. Yet they are still considered one of the top sailing destinations in the region.

Situated in the rain shadow of the Olympic Mountains, the islands offer calmer seas, less wind and rain than the outer coast, ensuring smoother, safer sailing. Sailors regularly spot seals, sea lions, porpoises, bald eagles and orcas, especially around San Juan Island.

San Francisco, Calif.

An individual sail might be a challenge here unless you’re a skilled sailor or racer, due to the bay’s strong winds and currents. However, there are plenty of opportunities to get out on the water by a guided catamaran.

Seeing the City by the Bay skyline via water is a rewarding experience, as is sailing beneath one of the world’s most recognizable bridges and past the haunting site of the abandoned Alcatraz Island. You’ll encounter calm waters turning gusty, choppy and tide-driven, but it’s all part of the fun. The city hosts world-class regattas including the America’s Cup and SailGP events.

U.S. Virgin Islands

Sailing the cerulean waters of the U.S. Virgin Islands provides an exhilarating, authentic Caribbean experience without needing a passport. It’s best to hire a boat captain for the day or take a catamaran sail, as you would need a passport to enter British Virgin Island waters.

The three islands making up the U.S. Virgin Island chain are only a few miles apart, making for easy navigation and line-of-sight sailing. Warm water temperatures and steady trade winds make for nearly perfect sail conditions, and the crystalline waters with their colorful, stunning coral reefs and tropical fish make for amazing snorkeling or diving conditions.