You'll See... The Misery Islands!

Misery Island is the biggest island in Salem Sound, over 80 acres. It’s currently owned by the Trustees of Reservations, but it used to be home to 25 summer cottages as well as a resort featuring piers, clubhouse, saltwater swimming pool, and a nine-hole golf course. The resort (and many of the cottages) burned in 1926.


About ten years later an oil company proposed turning the island into a “tank farm”. The Salem City Council rejected the proposal, but the surrounding neighbors — alarmed by the prospect — raised funds to purchase land on the island and donate it to the Trustees. Still, the Trustees had to fight off an attempt to use the island for a sewage treatment plant in 1988. Not until 1997 did the Trustees acquire 100% of the island.


The “Misery” name came from shipbuilder Robert Moulton, who went out to cut timber on the island one winter in the mid-1600s. A storm blew in and he was stranded on the island for several days, and evidently had a *miserable* time.


Over the years there have been several commercial boats that brought visitors out to Misery Island during the summer months, but this is made difficult by the lack of a dock. Currently there is some access on weekends via the Essex Heritage Commission’s vessel Naumkeg.


The shipwreck that lies between Great and Little Misery is the steamer CITY OF ROCKLAND. After a checkered 23-year career, she was towed to the Miseries where she was deliberately set on fire. Her keel can be seen at low tide.


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A sailboat is floating on top of a body of water.
February 3, 2025
1 - You’ll see the sails go up… and the captain turn off the motor! Yes, we really do sail our traditional wooden schooner, and we love the reaction we get when our guests realize that the wind alone is powering our progress through Salem Sound! One of our skippers calls out “Welcome to the 19th century!” as he cuts the motor. As long as the weather is reasonable, guests are welcome to take a turn at the tiller and feel the pressure of the water on the rudder as FAME sails along. The schooner’s eight-foot-long locust tiller is a thing of beauty, handcrafted especially for FAME at the local boatyard where she was launched in 2003. 2 - You’ll see lighthouses — lots of them! We generally can see five or six lighthouses on a typical trip. The Derby Wharf and Hospital Point lighthouses we usually see quite close up, as they are right in Salem Harbor. But after that it depends on where the wind is coming from, because the wind determines our route for each trip. If the wind carries us to Beverly, you get a good look at the Hospital Point lighthouse. If we end up sailing to Marblehead, you’ll see the hundred-year-old steel tower of the Chandler Hovey Light. Either way, off in the distance you’ll see the lighthouse at Baker’s Island, once an important landmark. And if you’re joining us for a sunset cruise, you’ll see all these lights come on as the sun nears the horizon. You may even sight the distant blink of the Eastern Point Light, 12 miles away in Gloucester. See our other blog entries for more on each light! 3 - You’ll see islands — and each island has its own story. Misery Island was named by a stranded, miserable boatbuilder; Children’s Island has had at least two other names and got its current one because it hosts the Marblehead YMCA camp. Winter Island is no longer an island, but archeology has shown that it was the site of indigenous settlements for thousands of years before European settlers arrived here. Misery, Bakers, and Children’s Islands all hosted resorts back in the heyday of the “Gold Coast” when wealthy Bostonians flocked to the shores of Salem Sound each summer. See our other blog entries for more on each island! 4 - You’ll see over a thousand boats, in the marinas and on the moorings of Salem and Marblehead Harbors. Between Salem, Marblehead and Beverly nearly 2000 private yachts are kept here each summer, making the North Shore one of the boating capitals of the East Coast. Most of these boats rest quietly at the dock during the week, but on a sunny summer day you can see dozens and maybe over a hundred vessels “underway, making way.” Marblehead boasts some gorgeous private boats. It is also the site of six yacht clubs and a sailing regatta seemingly every weekend all summer, featuring everything from small dinghies to large cruisers! 5 - You’ll see our competent, experienced, personable crew, who are there to answer your questions, make sure you’re comfortable, and tell you more about lighthouses, islands, forts and beautiful waterfront homes we are passing. They’ll be looking for volunteers to raise the sails and take the tiller. They’ll explain how our vessel works and how our ancestors used wooden sailing ships to explore the known world, trade with distant lands, chase the valuable shoals of codfish and mackerel, and in FAME’s case, hunt down and capture enemy vessels in times of war! Our crew are wonderful sources of historical information and local knowledge — don’t hesitate to ask them questions. They may even explain how the cannon works — and give you a live-firing demonstration!
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