5 Day Trips from Boston

I strongly advise renting a vehicle explore these remarkable day trips from Boston and to leave Boston. Rockport is really the place I got engaged and so it’ll always hold a spot in my heart, however Plymouth, New Bedford, Gloucester, and Salem are all places to experience. Wherever you decide to stay, eat, and perform with, New England has something for everybody!

5 Day Trips from Boston


A nice push from Boston will provide you to Gloucester- an old English settlement based in 1623, making it older . The longstanding heritage in shipbuilding and fishing of gloucester started from the early 1700’s. The Gloucester Fishermen’s Museum Stacy Boulevard faces the sanctuary and is devoted to the hundreds of artisans who lost their lives. By walking or pushing west of this statue onto Stacy Boulevard, people can visit the Fisherman’s Wife Statue on their solution.

New Bedford

Whale watching excursions, shops, restaurants, and beaches are situated east of the Fishermen’s Memorial on and around Rogers Street at the historic district of Gloucester. Stroll the charming brick sidewalks and also pick up a Gloucester memento, plan your whale-watching or lighthouse harbor tour with seven Seas Whale Watch (63 Rogers Street) or stop in for delicious craft beer and super fresh seafood in the Cape Ann Brewing Co. (27 Commercial Street).


Gloucester provides its visitors with an array of items to do while it’s fishing, diving, kayaking, whale watching, or simply relaxing by the gorgeous harbor. Whale season lasts from late April to October, and booking in advance is advised, especially during the summer months.



Northeast of Cape Ann Brewing Co. is your Cape Ann Museum (27 Pleasant Street), that will be home to an impressive group of maritime artwork. It is a reflection of the pride felt by America’s oldest fishing port. Gloucester is a daily excursion that the family will adore. A truly ideal mix of adventure and relaxation.

Driving from Boston: Follow either Interstate 93 or Route 1 to I-95 North (I-95 North and Route 128 Will Be the same.)

Practice I-95 North/Route 128 supporting New Hampshire and Maine and keep left before exit #45.

New Bedford sits 50 kilometers south of Boston and is now often referred to as the city because for decades it was chief source and America’s most rewarding fishing port for whale oil distribution. Whaling shaped New Bedford’s history, also at the early 19th century immigrants from the Cape Verde Islands started coming in New Bedford by the heaps.

By the 20th century, Cape Verdeans were coming by the hundreds to function as crewmen on Massachusetts’s whaling ships. Keeping with the city’s theme, guests can take a look at the New Bedford Whaling Museum (18 Johnny Cake Hill), also a 107-year-old institution which holds an extensive selection of whaling artifacts, literature, art, ship models, harpoons, and whale skeletons. Marvel in the extended skeleton of a humpback whale and learn about its species’ life cycle in sea, or enjoy the ocean portraits.

When you are done with the tradition, take a load off and enjoy some of New England’s famous seafood in one of the seaside restaurants combined Rodney French Blvd.. After that, relive your high school visit The Seaman’s Bethel and literature days – the chapel of that the whaleman. Nowadays it’s a non-denominational chapel and tradition for whalemen who’ve lost their lives in sea (15 Johnny Cake Hill). New Bedford’s cobblestone streets give it an old world feel from long past when fishermen ruled that the land and the ocean, and will transport you to times.

Driving from Boston: Practice I-93 South to I-90 West/Quincy/Worcester, and keep left.

Have the I-93 South. Merge onto MA-24 South toward Brockton. Take exit #12 to merge onto MA-140 S/County St toward New Bedford. Make a left over Kempton Street. Total journey time is approximately 1 hour.

Around 40 miles out of Boston along Massachusetts’s South Shore sits historic Plymouth.

Considered”America’s Home Town,” Plymouth is where the Pilgrims landed on the Mayflower in 1620, and where the first Thanksgiving feast happened between the Wampanoag Indians and the Pilgrims in 1621. Plymouth is a quaint seaside town with a large history.

Not many people know that Marilyn Monroe, Presidents George Bush and son George W. Bush, Governer Sarah Palin, Alec Baldwin, Richard Gere, Clint Eastwood, along with more than ten million additional renowned (and non-famous) Americans will be the direct descendents passengers who landed on the Mayflower. It is difficult to envision what kind of country America would be today if these Pilgrims had not chose to leave England for a new life across the Atlantic.

Nowadays, the city is a wonderful place to have the whole family and of Plymouth caters to tourists. Besides the celebrated Plymouth Rock (that can be said to be the landing site of the Mayflower but that is not set in stone… pun intended,) traffic may also stop by a replica of the Mayflower in State Pier, experience Plimoth Plantation to get a glimpse into the lives of the early settlers, or stop into the Mayflower Society House (across the road and around the corner in Plymouth Rock) to learn more about the descendants of the Mayflower, enroll yourself as a descendent, or tour the grounds of this historic 18th century residence. The city of Plymouth is centered around Pilgrims and their effects on America, When you haven’t caught on. It is a place which makes for an enjoyable and educational day excursion for the family.

Driving from Boston: Practice the I-93 toward Quincy, Combine onto RT-3 S and follow it for approximately 37 milesper Hour

Merge onto US-44 E/Samoset St via exit #6A toward Plymouth CTR. Turn right onto Court St/RT-3A.

Whether you are driving or taking the”T” from North Station in Boston, you may fall into love with Rockport. Not only is it the place it’s an perfect daytrip to get out of town and into a peaceful state of mind. Rockport requires you back in time. Look out from Bearskin Neck in America’s most painted building, Motif No. 1. Painted depictions of the red fishing shack have demonstrated upward around the world, and has even been featured over 2002 U.S. stamp stamps. The iconic structure is located in Bradley Wharf just feet from Rockport Harbor.

5 Day Trips from Boston

America’s only surviving lighthouses in 1861, located on neighboring Thatchers Island, can be considered from Atlantic Road in Land’s End. The Straitsmouth Island Lighthouse is bigger, but equally fine, and can easily be considered in the suggestion of Bearskin Neck in downtown Rockport. There are loads of shops and art galleries located along Bearskin Neck and Main Street. The Kaihlanen Gallery (61 Bearskin Neck) is particularly delightful and fairly priced. Pick up a Vintage Rockport landscape that is framed to return to get a friend or for your house.

Rockport is a city located around boating and fishing in Cape Ann. Biking, whale-watching excursions, and fishing boat charters are all popular activities in the warmer months.  Be sure to pick up a Rockport Visitors Guide pamphlet when you arrive to read about attractions and all of the accommodations in the city. If you are feeling particularly lazy, or you also need to propose to your love when you visit, there are two beautiful quiet beaches in the city (hint, hint.)

Driving from Boston to Rockport: Follow directions to Gloucester above.

5 Day Trips from Boston

In Gloucester, there will be two traffic circles (a.k.a. rotaries.) Proceed through both groups and follow the signs toward Rockport past the next circle. The first traffic light after the next ring is linking 127 North (Eastern Avenue) about which you should turn left and follow for approximately 3 miles.

I will bet that the first thing to come to mind is witches and Halloween If one thinks of Salem! However, Salem is significantly more than the usual blip in American history. It is a place that is home to several of America’s treasures.  Be sure to bring a Halloween costume up, if you are in Salem during Halloween and requires the holiday badly. Each October Salem plays host to Haunted Happeningsper yearlong celebration with events such as a Grand Parade, the Haunted Biz Baz Street Fair, Family Film Nights on Salem Common, costume balls, ghost toursand haunted homes and psychic readings, live audio, and frightening theatrical presentations. Salem is now synonymous with Halloween and is now often referred to as”America’s largest Halloween Party.”

5 Day Trips from Boston

Were you aware that Chestnut Street is America’s first planned road? Or that the House of Seven Gables is America’s oldest wooden mansion, that has been made famous by Nathaniel Hawthorne’s novel (115 Derby Street,)? Or that Salem is home to the New England Pirate Museum (274 Derby Street) in addition to others which feature the witch trials of 1692? If you did not you are not alone. Not merely is Salem a seaside city, but also a cultural axis of New England. A day visit to Salem is a adventure at one of America’s first cities, along with a trip you’ll never forget.

Start off the day in the Salem Witch Museum (19 1/2 Washington Square North).

The museum has been founded in 1972 and has showcased the history and origins of witch hunts of course, the events of this notorious Salem witch trials and from the entire planet. By educating youngsters about the psychology behind”scapegoating,” the memorial instills societal awareness and sends a powerful message to individuals of all ages about the risks of fear and the significance of acceptance. The screens are a bit dated but you will learn the history of the witch trials.

A quality of Salem is that the proximity of its attractions, and the city’s sites almost all are near enough to walk from one to another. You Cannot miss out on strolling the waterfront neighborhood along Derby Street of Salem to Find the Friendship That’s docked there, that the Salem Maritime Historical Park, Derby Wharf, Central Wharf, along with Pickering Wharf. Finz Seafood and Grill (76 Wharf Street) is an Perfect spot to stop for a yummy lunch together Salem’s Pickering Wharf. Complete at Salem by visiting the Peabody Essex Museum. Located in 161 Essex Street, the PEM is open Tuesday through Sunday 10am to 5pm and features various marine motivated collections from across the planet such as journals, American art, images, sculptures, Native American, and more.

5 Day Trips from Boston

Driving from Boston: Practice I-95 North/Route 128, Also keep left on Route 128 North Later exit #44.

The departure numbers will start dropping into the temple. Take exit#25A onto Route 114 East and follow 114 East. At the Salem line, follow the tricolor signs.

So there you have 5 amazing day trips from Boston. I highly advise driving yourself like I did, so that you may explore at your leisure without worrying about set tours or bus 30, When the weather is good. New England holds charm, so much history and a culture all its own.

If you have traveled to one or more of these areas, or have additional ideas for day trips from Boston, please give us a comment below!

5 Day Trips from Boston