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Travel AI

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start the day by taking a stroll along the scenic Bearskin Neck. Enjoy the picturesque view of the harbor and take in the fresh sea breeze. Visit the historic Motif Number 1, one of the most painted buildings in America, and the Rockport Art Association & Museum, one of the oldest art associations in the country.
Afternoon
Head over to Halibut Point State Park for a scenic hike along the rocky coastline. Take in the breathtaking views of the Atlantic Ocean and explore the granite quarry. After the hike, enjoy a delicious seafood lunch at the Roy Moore Lobster Co.
Evening
End the day with a sunset sail on a schooner. Take in the beauty of the coastline and enjoy a drink while watching the sun dip below the horizon. For dinner, head to My Place by the Sea for fresh seafood and stunning ocean views.
Bedtime
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Morning
Take a day trip to nearby Salem, MA, and explore the Salem Witch Museum, the House of the Seven Gables, and the Peabody Essex Museum. Learn about the history of the witch trials and the rich maritime heritage of the town.
Afternoon
Head back to Rockport and visit the Thacher Island Twin Lights, a historic lighthouse that has been in operation since 1771. Take a boat tour to the island and enjoy the scenic views of the coastline.
Evening
For dinner, head to Brackett's Oceanview Restaurant for classic New England seafood dishes and stunning ocean views.
Bedtime
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Morning
Start the day by taking a scenic drive along the Essex Coastal Scenic Byway. Stop at the Eastern Point Lighthouse for a photo op and visit the Gloucester Fishermen's Memorial.
Afternoon
Head to the Halibut Point Reservation for a relaxing picnic lunch. Take in the stunning views of the ocean and explore the tide pools.
Evening
For dinner, head to the Lobster Pool for fresh lobster rolls and other seafood favorites. Enjoy the casual outdoor dining atmosphere and the scenic views of the harbor.
Bedtime
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Morning
Take a scenic boat tour to the nearby islands of Thatcher and Straitsmouth. Learn about the local wildlife and enjoy the stunning views of the coastline.
Afternoon
Head back to Rockport and visit the Sandy Bay Historical Society and Museums. Learn about the history of the town and the fishing industry.
Evening
For dinner, head to Roy Moore Lobster Co. for fresh seafood and stunning views of the harbor.
Bedtime
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Morning
Start the day by taking a kayaking tour of the coastline. Enjoy the peacefulness of the ocean and the stunning views of the coastline.
Afternoon
Visit the Cape Ann Museum to learn about the history and culture of the town. Explore the art galleries and exhibits.
Evening
For dinner, head to Feather and Wedge for locally sourced seafood and delicious cocktails.
Bedtime
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