5 days in Massachusetts Itinerary

5 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip planner

Plan created by another user. Make it yours

Route & dates

1
Boston
— 2 nights
2
Provincetown
— 1 night
3
Sandwich
— 1 night

2
nights
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.
Step out of Boston to go to Gloucester and see Dolphin & Whale Watching, which is approximately 50 minutes away. Next up on the itinerary: take in nature's colorful creations at Boston Public Garden, walk around Boston Common, steep yourself in history at Granary Burying Ground, and get engrossed in the history at Boston Tea Party Ships & Museum.

For more things to do, where to stay, reviews, and more tourist information, read Boston visit planner.

Washington DC to Boston is an approximately 3.5-hour flight. You can also take a train; or drive. In August, Boston is slightly colder than Washington DC - with highs of 81°F and lows of 65°F. Wrap up your sightseeing on the 26th (Wed) early enough to ride a ferry to Provincetown.

Things to do in Boston

Museums · Outdoors · Tours

Side Trip

Dolphin & Whale Watching
Highlights from your plan
Dolphin & Whale Watching
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

1
night
Provincetown

Provincetown ©
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Start off your visit on the 27th (Thu): enjoy the sand and surf at Race Point Beach, stroll through Herring Cove Beach, then browse the exhibits of Pilgrim Monument & Provincetown Museum, and finally get lost in a book at Provincetown Library.

To see ratings, maps, and other tourist information, use the Provincetown trip itinerary builder app.

You can ride a ferry from Boston to Provincetown in 2.5 hours. Other options are to fly; or drive. Expect a daytime high around 78°F in August, and nighttime lows around 62°F. Finish up your sightseeing early on the 27th (Thu) so you can go by car to Sandwich.

Things to do in Provincetown

Outdoors · Beaches · Parks
Highlights from your plan
Race Point Beach ©
Race Point Beach
Pilgrim Monument & Provincetown Museum ©
Pilgrim Monument & Provincetown Museum
Herring Cove Beach ©
Herring Cove Beach

1
night
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 28th (Fri): examine the collection at Heritage Museums & Gardens, then examine the collection at Sandwich Glass Museum, then grab your bike and head to Shining Sea Bikeway, and finally appreciate the history behind Plymouth Rock.

To find maps, where to stay, traveler tips, and tourist information, go to the Sandwich tour site.

Drive from Provincetown to Sandwich in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 78°F in August, and nighttime lows around 61°F. Finish up your sightseeing early on the 28th (Fri) so you can travel back home.

Things to do in Sandwich

Museums · Outdoors · Parks

Side Trips

Plymouth Rock, Shining Sea Bikeway
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Plymouth Rock ©
Plymouth Rock

Similar plans

52 days in Massachusetts & Vermont BY A USER FROM UNITED KINGDOM February, teens, kids, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: February, teens, kids, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 8 days in Massachusetts BY A USER FROM UNITED STATES October, culture, relaxing, historic sites, museums, wildlife, popular & hidden gems Preferences: October, culture, relaxing, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Medium 44 days in Massachusetts, Maine & New Hampshire BY A USER FROM UNITED KINGDOM April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 14 days in East Coast of USA BY A USER FROM UNITED KINGDOM August, teens, outdoors, romantic, beaches, historic sites, wildlife, popular & hidden gems Preferences: August, teens, outdoors, romantic, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 9 days in Massachusetts BY A USER FROM UNITED STATES August, teens, popular sights Preferences: August, teens Attraction style: Popular sights Pace: Medium 7 days in Massachusetts BY A USER FROM UNITED STATES June, teens, popular sights Preferences: June, teens Attraction style: Popular sights Pace: Medium 8 days in Massachusetts BY A USER FROM UNITED STATES December, teens, popular sights Preferences: December, teens Attraction style: Popular sights Pace: Medium 8 days in Massachusetts & Acadia National Park BY A USER FROM UNITED STATES July, teens, kids, popular sights Preferences: July, teens, kids Attraction style: Popular sights Pace: Medium 6 days in Massachusetts BY A USER FROM UNITED STATES September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 6 days in Massachusetts & Newport BY A USER FROM UNITED STATES July, popular sights Preferences: July Attraction style: Popular sights Pace: Medium 9 days in Massachusetts BY A USER FROM UNITED STATES January, popular sights Preferences: January Attraction style: Popular sights Pace: Medium 8 days in Massachusetts BY A USER FROM UNITED KINGDOM March, popular sights Preferences: March Attraction style: Popular sights Pace: Medium
See more plans