3 days in Cape Ann Itinerary

3 days in Cape Ann Itinerary

Created using Inspirock Cape Ann trip itinerary builder

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Fly to General Edward Lawrence Logan International Airport, Drive to Manchester-by-the-Sea
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Manchester-by-the-Sea
— 2 nights
Drive to General Edward Lawrence Logan International Airport, Fly to Philadelphia

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Manchester-by-the-Sea

— 2 nights
Manchester-by-the-Sea is a town on Cape Ann, in Essex County, Massachusetts, in the United States. You've now added Frayed Knot Sailing Charters to your itinerary. Step out of Manchester-by-the-Sea to go to Newburyport and see Parker River National Wildlife Refuge, which is approximately 34 minutes away. And it doesn't end there: experience rural life at Russell Orchards, steep yourself in history at Cogswell's Grant, go for a walk through Independence Park, and stroll through Singing Beach.

To find where to stay, maps, reviews, and tourist information, use the Manchester-by-the-Sea trip planning tool.

Philadelphia to Manchester-by-the-Sea is an approximately 4.5-hour combination of flight and car. You can also do a combination of flight and car; or drive. Traveling from Philadelphia in October, expect Manchester-by-the-Sea to be little chillier, temps between 64°F and 45°F. Finish your sightseeing early on the 4th (Sun) so you can travel back home.

Things to do in Manchester-by-the-Sea

Parks · Outdoors · Wildlife · Beaches

Side Trips

Find places to stay Oct 2 — 4:

Cape Ann travel guide

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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.