5 days in Cape Ann Itinerary

5 days in Cape Ann Itinerary

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Route & dates

5 days in Cape Ann Itinerary

Start: Boston
Drive:  1​h
— 4 nights
Drive:  1​h
End: Boston


Gloucester ©
The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
You'll get in some beach time at Front Beach and Niles Beach. Cape Ann Museum and Cogswell's Grant are good opportunities to explore the local culture. The adventure continues: enjoy the sea views from Eastern Point Lighthouse, explore the world behind art at Rockport Art Association & Museum, tour the pleasant surroundings at Ravenswood Park, and kick back and relax at Long Beach.

For other places to visit, reviews, photos, and more tourist information, use the Gloucester online route planner .

Boston to Gloucester is an approximately 1-hour car ride. You can also take a train; or do a combination of bus and train. In August, daytime highs in Gloucester are 80°F, while nighttime lows are 61°F. Finish your sightseeing early on the 9th (Thu) to allow enough time to drive back home.

Things to do in Gloucester

Parks Outdoors Beaches

Side Trips

Rockport, Essex
Highlights from your plan
Long Beach ©
Long Beach
Cape Ann Museum
Cape Ann Museum
Rockport Art Association & Museum ©
Rockport Art Association & Museum