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Rockport Adventure 5 Days Itinerary
Last updated: 2024 Jun 27Discovering Rockport's Charm
Morning
Start your day with a visit to Bearskin Neck, a quaint and picturesque area filled with unique shops, galleries, and eateries. Stroll through the narrow streets and enjoy the charming coastal atmosphere. Don't forget to take some photos of the iconic Motif No. 1, one of the most painted buildings in America.
Afternoon
In the afternoon, embark on Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour. This tour will take you through the scenic landscapes of Cape Ann and Rockport, offering stunning views of the coastline and historical landmarks. It's a great way to get an overview of the area's beauty and history.
Evening
For dinner, head to Roy Moore Lobster Co., a highly-rated seafood restaurant known for its fresh lobster and casual atmosphere. After dinner, take a leisurely walk along Front Beach to enjoy the sunset and relax by the ocean.
Bedtime
Find amazing hotels in Rockport.
4.50Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour
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4.50Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour
Book Now
Artistic Exploration in Rockport
Morning
Begin your day with a visit to Halibut Point State Park. This beautiful park offers breathtaking views of the Atlantic Ocean and unique geological features. Take a hike along the trails and explore the old granite quarry.
Afternoon
After your morning hike, visit The Paper House, an extraordinary house made entirely out of newspaper. This quirky attraction showcases creativity and innovation in architecture.
Evening
For dinner, dine at Nate's at Front Beach, known for its delicious seafood dishes and friendly service. Afterward, enjoy some live music at The Red Skiff, a cozy local bar with great ambiance.
Bedtime
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Cultural Immersion in Rockport
Morning
Start your day with a visit to The Shalin Liu Performance Center, an exquisite concert hall offering stunning ocean views from its stage. Check their schedule for any morning performances or tours available.
Afternoon
Spend your afternoon exploring Rockport Art Association & Museum. This museum features works by local artists and offers insight into Rockport's rich artistic heritage.
Evening
For dinner, try Feather & Wedge, an upscale restaurant offering contemporary American cuisine in a stylish setting. Conclude your evening with a relaxing coffee at Brother's Brew Coffee Shop, known for its cozy atmosphere and excellent brews.
Bedtime
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Nature and History in Rockport
Morning
Begin your day with a visit to the Thatcher Island Twin Lights. These historic lighthouses offer a glimpse into the maritime history of Rockport and provide stunning views of the surrounding area. Take a guided tour to learn more about their significance and enjoy the scenic beauty.
Afternoon
In the afternoon, take part in Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour. This tour will give you another perspective on the beautiful landscapes and historical sites of Cape Ann and Rockport. It's a great way to delve deeper into the area's rich history and natural beauty.
Evening
For dinner, head to My Place by the Sea, a highly-rated restaurant known for its fresh seafood and stunning ocean views. After dinner, take a leisurely stroll along Bearskin Neck to enjoy the evening ambiance and perhaps do some last-minute shopping.
Bedtime
Find amazing hotels in Rockport.
4.50Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour
Book Now
4.50Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour
Book Now
Relaxation and Farewell
Morning
Start your final day with a relaxing visit to Front Beach. Enjoy the serene atmosphere, take a swim, or simply lounge on the sand as you soak in the last moments of your trip.
Afternoon
Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour is available for one last exploration of this beautiful region. Use this opportunity to revisit any favorite spots or discover new ones that you might have missed earlier.
Evening
Fish Shack Restaurant is an excellent choice for your farewell dinner. Known for its classic New England fare, it's a perfect spot to reflect on your trip while enjoying delicious food. Conclude your evening with a visit to Heath's Tea Room, where you can relax with a cup of tea or coffee before heading back.
Bedtime
Find amazing hotels in Rockport.
4.50Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour
Book Now
4.50Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour
Book Now
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