6 days in Boston & Gloucester Itinerary

6 days in Boston & Gloucester Itinerary

Created using Inspirock Massachusetts route planner

This plan was created by another user.  Make it your plan

Route & dates

6 days in Boston & Gloucester Itinerary

Start: Dallas
Fly:  6​h 30​min
1
Boston
— 4 nights
Drive:  1​h
2
Gloucester
— 1 night
Fly:  7​h 45​min
End: Dallas

4
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Change things up with these side-trips from Boston: Marginal Way Walkway (in Ogunquit), Pilgrim Monument & Provincetown Museum (in Provincetown) and Sandwich (Heritage Museums & Gardens & Sandwich Glass Museum). There's lots more to do: explore and take pictures at Fenway Park, buy something for everyone on your list at Faneuil Hall Marketplace, take an in-depth tour of New England Holocaust Memorial, and get to know the fascinating history of Freedom Trail.

To see more things to do, where to stay, maps, and tourist information, use the Boston vacation tool .

Dallas to Boston is an approximately 6.5-hour flight. You can also do a combination of flight and bus; or drive. You'll lose 1 hour traveling from Dallas to Boston due to the time zone difference. Traveling from Dallas in September, expect Boston to be slightly colder, temps between 75°F and 59°F. Finish your sightseeing early on the 11th (Wed) to allow enough time to drive to Gloucester.

Things to do in Boston

Museums Historic Sites Parks

Side Trips

Sandwich, Marginal Way Walkway, Pilgrim Monument & Provincetown Museum
Highlights from your plan
Freedom Trail ©
Freedom Trail
Fenway Park ©
Fenway Park
Museum of Fine Arts ©
Museum of Fine Arts

1
night
Gloucester

The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
Kick off your visit on the 12th (Thu): kick back and relax at Niles Beach and then get up close to creatures of the deep with a dolphin and whale watching tour.

For other places to visit, maps, and other tourist information, refer to the Gloucester route planner .

You can drive from Boston to Gloucester in an hour. Another option is to take a train. Plan for slightly colder nights when traveling from Boston in September since evenings lows in Gloucester dip to 54°F. Wrap up your sightseeing on the 12th (Thu) early enough to travel back home.

Things to do in Gloucester

Outdoors Wildlife Tours
Highlights from your plan
Dolphin & Whale Watching
Niles Beach ©
Niles Beach

Similar Plans

9 days in Boston BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in Boston BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Boston BY A USER FROM UNITED STATES July, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in United States BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Boston BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Boston & Washington DC BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Vermont, Maine & Boston BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Boston BY A USER FROM CANADA August, culture, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights PREFERENCES: August, culture, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Boston BY A USER FROM AUSTRALIA May, culture, outdoors, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Boston BY A USER FROM CANADA August, outdoors, relaxing, romantic, beaches, museums, shopping, wildlife, popular sights PREFERENCES: August, outdoors, relaxing, romantic, beaches, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 11 days in New York City, Philadelphia & Washington DC BY A USER FROM BRAZIL July, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Boston BY A USER FROM UNITED STATES June, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans