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undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a visit to the iconic Gloucester Fisherman's Memorial, a statue dedicated to the city's fishermen who lost their lives at sea. Take a stroll along Stacy Boulevard and enjoy the picturesque views of the harbor.
Afternoon
Head to Rocky Neck Art Colony, one of the oldest continuously operating art colonies in the United States. Explore the art galleries and studios, and maybe even catch a live demonstration by one of the local artists. Don't miss a visit to the Cape Ann Museum, which showcases the rich history and art of the region.
Evening
For dinner, indulge in fresh seafood at The Gloucester House, a waterfront restaurant known for its lobster dishes and New England clam chowder.
Bedtime
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Morning
Embark on an adventure and go whale watching with Cape Ann Whale Watch. Experience the thrill of spotting majestic whales in their natural habitat and learn about their behavior from knowledgeable guides.
Afternoon
Explore the beautiful beaches of Gloucester, such as Good Harbor Beach or Wingaersheek Beach. Take a dip in the ocean or simply relax on the sandy shores.
Evening
Enjoy a delicious dinner at The Franklin Cape Ann, a cozy restaurant known for its farm-to-table cuisine and craft cocktails.
Bedtime
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Morning
Take a scenic drive along the Cape Ann Scenic Byway, a designated route that takes you through the charming coastal towns of Gloucester, Rockport, and Manchester-by-the-Sea. Enjoy the breathtaking views of the Atlantic Ocean and visit the picturesque Halibut Point State Park.
Afternoon
Visit Hammond Castle, a medieval-style castle built in the 1920s by inventor John Hays Hammond Jr. Explore the castle's unique architecture and fascinating collection of medieval artifacts.
Evening
Dine at Duckworth's Bistrot, a French-inspired restaurant known for its exquisite cuisine and cozy atmosphere.
Bedtime
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Morning
Take a fishing charter and try your hand at catching some fresh seafood. Experience the thrill of reeling in a big fish and enjoy the scenic views of the coastline.
Afternoon
Visit the Beauport, Sleeper-McCann House, a historic house museum known for its eclectic architectural style and stunning ocean views. Explore the beautifully decorated rooms and learn about the history of the house.
Evening
Enjoy a waterfront dinner at Latitude 43, a popular restaurant known for its creative seafood dishes and live music.
Bedtime
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Morning
Take a scenic hike along the Dogtown Common, a historic area with over 20 miles of trails. Explore the abandoned settlement and enjoy the peaceful nature surroundings.
Afternoon
Visit the Gloucester Maritime Heritage Center, a museum dedicated to the city's maritime history. Learn about the fishing industry and explore the interactive exhibits.
Evening
End your trip with a delicious dinner at The Studio Restaurant, a local favorite known for its fresh seafood and waterfront views.
Bedtime
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