5 days in Boston, Gloucester & Peabody Itinerary

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.

Your day by day itinerary now includes Boston Public Market as well as Duck Tours. Start off your visit on the 16th (Sun): pick up some local products at Boston Public Market and then take a tour by water with Boat Tours & Water Sports.

To find other places to visit, traveler tips, photos, and tourist information, you can read our Boston trip itinerary planning app.

Atlanta to Boston is an approximately 4.5-hour flight. You can also drive; or do a combination of bus and train. In October, Boston is a bit cooler than Atlanta - with highs of 64°F and lows of 50°F. You'll have a few hours on the 17th (Mon) to wrap things up before traveling to Gloucester.

The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.

7 Seas Whale Watch has been added to your itinerary. Start off your visit on the 17th (Mon): head outdoors with 7 Seas Whale Watch.

Plan my trip to Gloucester with suggested itineraries provided by Inspirock.

You can drive from Boston to Gloucester in an hour. Other options are to do a combination of train and bus; or take a bus. Plan for a bit cooler nights when traveling from Boston in October since evenings lows in Gloucester dip to 45°F. You will have some time to spend on the 18th (Tue) before leaving for Peabody.

Peabody is a city in Essex County, Massachusetts, United States. To find maps, traveler tips, ratings, and more tourist information, read Peabody trip planning website.

Peabody is just a short distance from Gloucester. In October, daily temperatures in Peabody can reach 64°F, while at night they dip to 45°F. Wrap up your sightseeing by early afternoon on the 20th (Thu) to allow time for the car ride back home.