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undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day by exploring the historic Gloucester Fisherman's Memorial, a tribute to the thousands of fishermen who have lost their lives at sea. Then head to the Cape Ann Museum to learn about the area's rich history, including its role in the fishing industry.

Afternoon

After lunch at the popular Causeway Restaurant, take a whale watching tour with 7 Seas Whale Watch to see humpback whales, dolphins, and other marine life up close. End the afternoon with a scenic drive along the coastline on Route 127, stopping at the iconic Eastern Point Lighthouse for some stunning views.

Evening

Enjoy dinner at The Franklin Cape Ann, a cozy restaurant with a farm-to-table menu featuring locally-sourced ingredients and craft cocktails.

Bedtime

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Morning

Take a scenic drive to Rockport and start your day at Halibut Point State Park, where you can hike along the rocky coastline and take in the breathtaking views of the Atlantic Ocean. Then head to the iconic Motif

Afternoon

After lunch at Roy Moore Lobster Co., explore the charming streets of Rockport, filled with art galleries, shops, and restaurants. Don't miss the Bearskin Neck area, known for its colorful buildings and unique boutiques.

Evening

End the day with dinner at My Place by the Sea, a fine dining restaurant with stunning ocean views and a menu featuring fresh seafood and creative cocktails.

Bedtime

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Morning

Start your day with a visit to the Hammond Castle Museum, a medieval-style castle built by inventor John Hays Hammond Jr. in the 1920s. Explore the castle's many rooms and admire the stunning ocean views.

Afternoon

After lunch at The Lobster Pool, visit the scenic Good Harbor Beach for some sun, sand, and surf. If you're feeling adventurous, try your hand at surfing or paddleboarding with Cape Ann SUP.

Evening

End the day with dinner at Duckworth's Bistrot, a cozy French restaurant with a menu featuring classic dishes like escargot and coq au vin.

Bedtime

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Morning

Take a drive to the nearby town of Essex and start your day with a visit to the Essex Shipbuilding Museum, where you can learn about the town's history as a shipbuilding center. Then head to Woodman's of Essex for a classic New England seafood feast.

Afternoon

After lunch, explore the charming town of Essex, known for its antique shops and historic homes. Don't miss the Essex River Cruise, which takes you past salt marshes and tidal flats teeming with wildlife.

Evening

End the day with dinner at Tonno, a lively Italian restaurant with a menu featuring fresh seafood and handmade pasta.

Bedtime

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Morning

Start your day with a hike along the Dogtown Loop Trail, a scenic trail that winds through wooded areas and past glacial boulders. Then head to the nearby Ravenswood Park for more hiking and birdwatching.

Afternoon

After lunch at the popular Lobsta Land Restaurant, explore the historic Rocky Neck Art Colony, home to numerous art galleries and studios. Take in the breathtaking views of the harbor and Atlantic Ocean while admiring the works of local artists.

Evening

End the day with dinner at Passports Restaurant, a cozy spot with a menu featuring locally-sourced ingredients and creative cocktails.

Bedtime

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