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The Most Instagrammable Spots on Cape Ann

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Top 10

Cape Ann is known for its gorgeous landscapes and picturesque villages. There's a stunning scene pretty much everywhere you look! But don't end your vacation without taking a selfie at our Top 10 most Instagrammable spots on Cape Ann.

10. Motif No. 1

There is a reason that this little red fishing shack is one of the most frequently painted, sketched, photographed, or otherwise depicted building on Cape Ann!


9. Thacher Island & The Twin Lights

The twin lighthouses on Thacher Island are visible from many vantage points along Cape Ann's eastern coastline, including the Back Shore, Good Harbor Beach, and Long Beach.



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8. Gloucester's Working Waterfront

Gloucester is still a key player in New England's commercial fishing industry, and the bustle of the active waterfront draws many interested observers.



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7. Dogtown Common

Paths through this large stretch of woodland (once an abandoned settlement) are numerous, and marked with boulders that were carved with inspiring phrases during the Great Depression.



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6. Eastern Point Light

Walk along the Dog Bar Breakwater to catch stunning views of the lighthouse, the harbor, and the Boston skyline.



5. Halibut Point State Park

You won't be able to resist taking photos of the remains of the former Babson Farm Quarry, now filled with water, against a backdrop of the ocean and the coastlines of New Hampshire and Maine in the distance.



4. Tablet Rock at Stage Fort Park

Tablet Rock is impressive from the ground, but even more impressive is the vista from the top, commanding amazing views of the park, the ocean, and the city.



3. Wingaersheek Beach

The rocks, the tide pools, the endless sand, and Annisquam Light on the horizon make for an iconic New England beach scene.



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2. Wherever You Are Having Lunch

Cape Ann is well-known for amazing fresh seafood, and there are no shortage of options for lobster rolls, whole lobsters, fried clams, haddock, sole, and much, more more (even sushi!).


1. The Man At The Wheel - Gloucester Fishermen's Memorial

You knew it was coming, right? No trip to Gloucester would be complete without a stop to see The Man at the Wheel on Gloucester's scenic Stacy Boulevard.



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Atlantic Vacation Homes - Vacation Rentals in Gloucester MA & Rockport MA

Where to Stay On Cape Ann

Atlantic Vacation Homes offers a wide variety of (very Instagrammable) vacation rental homes across Cape Ann that would be perfect for your Cape Ann getaway. To book your accommodations, simply browse available rentals and enter your desired dates to get a quote. You can also call toll-free at (855) 853-9143 to speak with a Guest Experience Specialist.



Atlantic Vacation Homes Atlantic Vacation Homes is the premier vacation home rental & real estate company on Boston's North Shore, with over 30 years of creating dream vacations for our guests. Situated a little more than a half-hour’s drive from downtown Boston, the North Shore is the ideal spot for an east coast vacation. We specialize in coastal vacation rentals for families, large groups, and anyone else who wants a beach vacation in Massachusetts.