6 days in Cape Ann Itinerary

6 days in Cape Ann Itinerary

Created using Inspirock Cape Ann trip planner

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Rockport
— 5 nights
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Rockport

— 5 nights
Rockport is a town in Essex County, Massachusetts, United States. Step off the beaten path and head to Front Beach and Old First Parish Burying Ground. Visit Twin Lights on Thatcher's Island and Sargent House Museum for their historical value. There's still lots to do: make a trip to Gloucester Fishermen's Wives Memorial, view the masterpieces at The Cultural Center at Rocky Neck, kick back and relax at Niles Beach, and take a tour by water with Frayed Knot Sailing Charters.

To see traveler tips, photos, and more tourist information, read our Rockport trip itinerary maker website.

Boston to Rockport is an approximately 1-hour car ride. You can also take a train. In August, daily temperatures in Rockport can reach 80°F, while at night they dip to 61°F. Finish up your sightseeing early on the 27th (Thu) so you can go by car back home.

Things to do in Rockport

Parks · Outdoors · Beaches · Museums

Side Trips

Cape Ann travel guide

4.7
Dolphin & Whale Watching · Beaches · Monuments
Cape Ann is a collection of coastal towns interspersed with rocky coastline. The towns represent some of the earliest settlements along the East Coast. Captain John Smith was the first to chart the area in the 17th century. Travelers come to visit tide pools and more than a dozen beaches and take part in water activities like whale watching, sailing, and fishing. The community supports the arts, designating four regional cultural districts that showcase everything from art galleries and studios to museums, music, and performing art venues. East of the Annisquam River is referred to as "The Island" where "old families" exhibit a fiercely independent culture that is true to the cape's early roots.