7 days in Cape Ann Itinerary

7 days in Cape Ann Itinerary

Created using Inspirock Cape Ann trip planner

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Route & dates

7 days in Cape Ann Itinerary

Start: Philadelphia
Fly:  5​h 30​min
— 6 nights
Fly:  5​h 30​min
End: Philadelphia


Gloucester ©
The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
Eschew the tourist crowds and head to Motif Number 1 and Long Beach. There's still lots to do: stroll through Front Beach, look for all kinds of wild species at Coolidge Reservation, kick back and relax at Half Moon Beach, and go for a walk through Rockport Breakwater.

To find reviews, traveler tips, ratings, and tourist information, you can read our Gloucester trip itinerary app .

Philadelphia to Gloucester is an approximately 5.5-hour combination of flight, bus, and train. You can also do a combination of train, flight, and bus; or drive. Prepare for little chillier weather when traveling from Philadelphia in July: high temperatures in Gloucester hover around 82°F and lows are around 64°F. Cap off your sightseeing on the 31st (Tue) early enough to travel back home.

Things to do in Gloucester

Parks Outdoors Beaches

Side Trips

Rockport, Manchester-by-the-Sea, Cogswell's Grant
Highlights from your plan
Front Beach ©
Front Beach
Long Beach ©
Long Beach
Ravenswood Park ©
Ravenswood Park