chesapeake sailing destinations

Sailing Destinations on the Chesapeake Bay for a Relaxing Escape

Top sailing destinations on the Chesapeake Bay where you can relax, explore and drop anchor while avoiding crowded anchorages on the bay If you read national sailing publications, you might come to the conclusion that the Holy Grail of chartering is the Caribbean. However, the Chesapeake Bay is a beautiful, marvelous, and occasionally challenging venue for...

chesapeake-bay-sailor

On Being Number Two

The love of being on the water and the constant search for new challenges brings a Chesapeake Bay sailor to an experience that he had not quite expected Sometimes I think I came to my sailing life in reverse. What I mean is that I knew from the age of fifteen that I was drawn...

Schooner AJ Meerwald

On Board the Schooner A.J. Meerwald

Historic Chesapeake Bay Schooner sets sail in annual Great Chesapeake Bay Schooner Race Being a licensed Captain is a great source of pride to me. I have enjoyed working with my clients as well as pursuing other commercial opportunities like relief captain jobs on various schooners, water taxi and tow boat jobs, and tour boat and ferry...

Chesapeake Bay Sailing Charters

Chesapeake Bay Captained Sailing Charter Cruises

Experience sailing on the Chesapeake Bay with a professional yacht captain offering charter sailboat cruises The Chesapeake Bay is an amazing body of water to explore. The largest estuary in America, the Chesapeake Bay is approximately 200 miles long from its northern headwaters in the Susquehanna River in Maryland to its outlet in the Atlantic Ocean at Virginia. And of...

boat cruise Chesapeake Bay Bridge

Boat Cruise Under Chesapeake Bay Bridge [VIDEO]

What’s it like cruising under one of the “scariest bridges in the world”? Watch this 60 second boat cruise under the Bay Bridge! Chesapeake Bay is home to the beautiful Chesapeake Bay Bridge in Maryland (also known to many as just the “Bay Bridge”). The bridge serves as a vital link, connecting the state’s rural Eastern Shore...

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