THREE perfect day trips from Boston

Perfect Day trip from Boston

Living Downtown Boston Massachusetts for three weeks was incredible, however being in one place for too long is a challenge for my adventurous heart. There is SO much you can do just a few hours from Boston so Ron and I decided to take a few day trips during our stay.

Here are THREE perfect day trips with itineraries of exactly what we did

Perfect day Trip  #1  from Boston – Driving up the coast to iconic sites 

  • Salem
  • Hammond Castle Museum
  • Bearskin Neck, Rockport
  • Nubble Lighthouse for Sunset

TOTAL TRAVEL TIME: 4:17 minutes (depending on traffic)

TOTAL MILES DRIVEN: 195 round trip

Salem Massachusetts

Witch House Salem girl standing in front

Salem is a city on the north coast of Massachusetts thirty minutes from Boston. It’s famous for its 1692 witch trials, during which several locals were executed for allegedly practicing witchcraft. Eighteen were hung and one was pressed to death!

This was my first stop. I couldnt believe how close to Downtown Boston Salem was! There are SO much spooky, witchy, and gohstly things to do in Salem you can spend several days here. However, I only spent a couple of hours exploring. I managed to see a lot in a short amount of time. I was so fasaniated by my visit I did a whole lot of research I decided to write an extire article about Salem. See my full experiece and a complete guide to Salem MA.

READ MORE: Compte Guide to Visiting Salem – Top places to see, where to stay, all things withchy and so much more

Hammond Castle

Hammond Castle lookout to sea

This was not on my agenda but I am SO glad I came across it! The views were incredible! I did not take a full tour but it’s worth stopping and exploring this gorgous castle outside!

Hammond Castle Museum is a unique treasure on the coast of Gloucester, Massachusetts. It was constructed between the years 1926 to 1929, by inventor John Hays Hammond, Jr. to serve as his residence. Its architectural style is of a medieval castle and was custom built to encompass his private collection of artifacts spanning from ancient Rome through the Renaissance. They offer private rentals,  could imagine the most beautiful wedding here!?

COST: $9-14 inside tour

Bearskin Neck, Rockport Massachusetts

Most photogentic building in america

Bearskin Neck is a small neck of land that juts out of the town center into Rockport Harbor. It’s famous for their quaint little studios, shops, and restaurants that line its narrow roads.

Get yourself a lobster roll (however, I was tired of paying $20 for a sandwich so I got a tuna one for $8 :P. ) Then had to top it off at this adorable tiny ice cream shop.

Check out the most photographed building in America, Motif No. 1. I didn’t believe it but Google tells me otherwise! To the untrained eye, Motif No. 1 looks like a simple fishing shack. That’s what it once was.  Built in the mid-1840s, it housed fishermen’s supplies and daily catches for years. When the U.S. Naval Fleet docked in Rockport, locals used the shack as a place for meeting and watching ship launches. It became an artist’s studio in the 1930s, before finally serving as a city-owned monument to the area’s veterans.

COST: Free to roam the streets

Nubble Lighthouse for Sunset

Nubble Lighthouse at sunset

Nubble Light is a famous American icon that sits off Cape Neddick Point on Maines rocky coast. It was constructed in 1879 and is still in use today.

Nubble Lighthouse is one of the last eight lights in Maine to still have its Fresnel lens. It’s a composite compact lens, “the invention that saved a million ships.” I can believe that with the drastic tide changes and rocky coastal line. The tide can change 6-12 ft. every SIX HOURS!

It’s a beautiful place to photograph and witness during sunset. I made it just in time to set up my camera! It was the perfect last sunset to our three-week work-cation in Boston Massachusetts.

This ends one of many perfect day trips from Boston.

COST: Free

Want to extend your day trip to a 48-hour trip like I did? Head to Acadia National park!

ULTIMATE GUIDE: See the best of  Acadia National park in 24-hours!

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Perfect Day Trip # 2 From Boston – Spending the perfect day in Cape Cod

Nauset lighthouse

Cape Cod is only a two hours drive from Boston! I know crazy right? Don’t have a car or feel like driving? Take a luxury ferry from Boston to Provincetown where all the restaurants, beaches, shopping and nightlife happen!

We did SO much in such a short amount of time I created a whole blog post ALL about Cape Cod and our experience!

  • Nauset Lighthouse
  • Three Sisters Lighthouse
  • Ride the Province Lands Bike Trail
  • Explore Provincetown by foot
  • Eat at The Canteen for lunch
  • Joe Coffee – Best mocha I ever had!
  • Hike to the desolate Wood End Lighthouse
  • Bayside-Betsy’s for dinner
  • Tour Pilgrim Tower
  • Watch the sunset at Race Point Beach
  • Make it back to Boston by midnight!

TRAVEL TIME THERE: 2 hours depending on traffic

TOTAL MILES DRIVEN: 115 miles from Boston to Provincetown – 230 round trip

COST: All FREE activities, just paid for food

READ MORE: How to spend the perfect day trip in Cape Cod nearly FREE!

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Perfect Day trip #3 Exploring the harbors of Boston on boat

Boston Skyline

EVERYONE visiting Boston needs to explore on boat to get the full Bostonian experience. The harbor itself comprises fifty square miles with 180 miles of shoreline and 34 harbor islands!  Ron and I had our boat however there are several tours that take you to the same places. Here is a list of the top places we did and highly recommend you do as well!

  • Explore Peddocks Island on foot
  • Sunset cruise along the Boston Skyline
  • Watch the sunset at sunset point and eat dinner at
  • Eat at Pier 6 on the water – amazing during the day and sunset
  • Eat dinner and watch the sunset at Local 02045 restaurant – BEST sunset!
  • Charles River locks cruise – Fourth of July event (highly recommend everyone experience this during the Holiday)

The Boston Harbor Islands are accessible by ferry from mid-May through mid-October.  Ferry tickets are round-trip and include any transfers, check here for tickets.

These are just three perfect day trips we did during our stay. There are ENDLESS more we didn’t get time to do and can’t wait to go back to do more! Nearly all the activities we did on our own HOWEVER there are TONS of tours available doing the exact same things without the hassle of driving  yourself! Making life easy for you!

Book a tour and let them do the difficult work for you so you can enjoy!

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Perfect Day trip from Boston


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