Buy a Sailboat in Maryland


A Special Place to Buy Sailboats

Compared to most, Maryland has a large and relatively affluent sailboat market with some of the major hotspots including Solomons Island, Deale (South County), Baltimore, the Eastern Shore and of course, Annapolis.

Because of the state’s central location, many towns in MD also serve as “bedroom communities” for businesspeople and commuters who travel to Washington DC, Northern Virginia, Philly, Wilmington, and even New York City – all of which are within a day’s drive.

What does this mean to the savvy boat buyer or investor?

There are exceptions of course, but some people in those areas are too busy making a living to be bothered with selling their boats. In many cases they buy a new one every few years, and they just want the older one gone. These vessels occasionally come onto the market at fire-sale like prices, which also tend to apply downward pressure on other sailboat listings in the area.

There are other factors at work here too, but the long and short of it is that Maryland is one of the best places in the world to buy sailboats for fifty cents on the dollar… or even less.

Finding Sailboats for Sale in Maryland- Classified Ads

TIP #1: Looking for a bargain? Of course you’ll check the big city newspapers, but as much as possible try not to skip over the smaller publications. Small newspapers usually have lower advertising rates, which are often very attractive to distressed sellers and in some cases, trustees (ie. estate sales, donated yachts, etc.)

TIP #2: Check well outside of your normal boating area. Oftentimes, a seller will advertise in their hometown but not necessarily where the boat is located. It’s a common mistake, and it’ll often cause a boat listing to go ‘stale’, but can result in some outstanding bargains for the savvy buyer.

TIP #3: Don’t make the same mistakes that so many sailboat buyers make. Most sailors expect to lose a little money with each boat, but it doesn’t have to be that way. Pick up the How to Buy a Sailboat guide and save thousands of dollars on a great boat. Clicking on the link will apply a discount off the guide, courtesy of iBuySailboats.


Arbutus Times Catonsville, MD
Baltimore Business Journal Baltimore, MD
Capital, The Annapolis, MD
Carroll County Times Westminster, MD
Catonsville Times Catonsville, MD
Cecil Whig Elkton, MD
Cumberland Times-News, The Cumberland, MD
Daily Record, The Baltimore, MD
Daily Times, The Salisbury, MD
Dundalk Eagle Dundalk, MD
Frederick News-Post, The Frederick, MD
Gazette Newspapers Gaithersburg, MD
Howard County Times Columbia, MD
Jeffersonian, The Towson, MD
Morning Herald, The/The Daily Mail Hagerstown, MD
Prince George’s Journal, The Lanham, MD
Republican, The Oakland, MD
Somerset Herald Princess Anne, MD
Star-Democrat, The/Sunday Star Easton, MD
Sun, The Baltimore, MD
Worcester County Messenger Pocomoke City, MD


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