undefined Itinerary

Start your morning with a visit to the Cape Ann Museum in Gloucester. Explore the rich maritime history and art exhibits that showcase local artists. Afterward, grab a coffee at Pleasant Street Tea Co. before heading to Eastern Point Lighthouse for panoramic views of Gloucester Harbor.

For lunch, try some delicious seafood chowder at Lobsta Land Restaurant. Afterward, take a scenic drive along Route 127 to visit Hammond Castle Museum in Magnolia. Marvel at the medieval-style architecture and explore the beautiful gardens.

Enjoy dinner at Latitude43, a waterfront restaurant offering fresh seafood and stunning views of Gloucester Harbor. After dinner, take a sunset cruise with Cape Ann Whale Watch to spot whales and other marine wildlife.

Start your day with a hike at Ravenswood Park in Gloucester. Explore the tranquil forest trails and enjoy the beautiful scenery. Afterward, grab a quick snack at Brothers Brew Coffee Shop.

For lunch, head to The Lobster Pool for another delicious seafood meal. Afterward, visit the Rocky Neck Art Colony in Gloucester, known for its vibrant art scene. Explore the galleries and maybe even catch an artist at work.

End your day by enjoying dinner at The Market Restaurant. Indulge in their mouthwatering steak or fresh seafood dishes. After dinner, relax with a drink at Minglewood Harborside, a waterfront bar offering live music and a lively atmosphere.

Start your morning with a visit to Wingaersheek Beach in Gloucester. Enjoy the soft sand and calm waters of this picturesque beach. Afterward, grab breakfast at Sugar Magnolias before heading to Essex Shipbuilding Museum to learn about the area's shipbuilding history.

For lunch, try some delicious pizza at Short & Main in Gloucester. Afterward, visit Halibut Point Reservation for scenic coastal hiking trails and stunning views of the ocean.

Enjoy dinner at The Lobster Pool for one last taste of fresh seafood. After dinner, take a leisurely walk along Front Beach in Rockport and admire the charming seaside town.

Start your morning with a visit to Hammond Castle Museum in Magnolia. Explore the medieval-style architecture and beautiful gardens. Afterward, grab a coffee at Lone Gull Coffee House before heading to Gloucester Fishermen's Memorial for panoramic views of the harbor.

For lunch, try some delicious seafood at The Market Restaurant. Afterward, visit the historic Sargent House Museum in Gloucester and learn about the area's colonial history.

End your trip with dinner at Duckworth's Bistrot. Indulge in their delectable French cuisine and savor every bite. After dinner, take a stroll along Main Street in Gloucester and explore the local shops and boutiques.