Are you and your partner looking for an exciting way to spend your honeymoon? A road trip through the colonial cities in New England should do the trick. Buckle up for an adventure filled with historical landmarks, ocean views, seafood dinners, and more. My husband and I visited several original patriotic towns for our New England honeymoon road trip, and you can too!
Stop scouring the Internet for things to see and do, you’ll find a roadmap here that
covers that for you plus extra recommendations. The best part about this trip? You’ll visit seven charming towns in less than seven days. Ready? Set. Go!
Take a road trip on this red-white-and-blue brick road with stops along the way
To begin the trip, it’s best to start by flying into New York City and then get a reliable rental car. But you won’t spend too much time here because you’ll be off to smaller American cities. (Save NYC for another weekly trip — you’ll thank me later). Then do a quick rundown of your road trip must-have’s.
Once you two are all good and cozy in the old motor carriage, your first stop will be in New Haven, CT. This coastal city is just a hop, skip, and a jump away from NYC.
New Haven, CT
New Haven is the first planned city in America and its crown jewel is Yale University. Go for a stroll with your main squeeze through the 300-year-old campus and marvel at its faux-Gothic and Victorian architecture. From Yale University’s art gallery to the Peabody Museum of Natural History to Beinecke Rare Book & Manuscript Library, immerse yourselves in cultural vibes and historical artifacts. Now that you’ve built up an appetite, dig in at any nearby seafood diner or a pizza parlor (we’d go with the latter).
Plymouth then Provincetown, MA
The next morning, drive through Providence (a good spot for breakfast) and over to Plimoth Plantation. Here, you two will experience a living history museum here with a full-scale reproduction of Mayflower II, a 17th-century English Village, Plimoth Grist Mill, and a Wampanoag Homesite. If you have the time, drive up to Provincetown, MA for the afternoon. Dip your toes in the clear blue waters and sip a libation as you enjoy the views of Cape Cod Bay. After a long day of sightseeing, head on over Boston, MA, for the night.
The cradle of American history! Take your pick of touring Fenway Park, walking along the Freedom Trail, or exploring Harvard University. You can even visit the Boston Garden, take a harbor cruise, check out the Boston cemetery, and so much more. You must visit the Boston Tea Party & Ships Museum. You’ll love watching live reenactments of the event that started the American Revolution and come aboard 18th-century sailing vessels — with Samuel Adams as your host.
After a helping of history, get a good helping of food with your sweetie at any nearby restaurant. You’ll find no shortage of drool-worthy foods here from pastrami sandwiches to Boston Cream Pies.
Onward and upward to Portland! You can’t go wrong with lodging at a romantic B&B or a vacation rental home for a day or two here. This coastal town will sweep you off your feet with so much charm that your Hunny will need to catch you. Drive over to the historic Portland Head Light situated in Cape Elizabeth where you can walk along trails and enjoy ocean views in Fort Williams Park.
For a heavenly gastronomic experience, take a bite out of a freshly made lob-stah roll nearby for an experience to die for. Also, be sure to stop by the Portland Observatory, America’s last remaining maritime signal station. If you’re up for a little side trip, take a ferry to Casco Bay Islands for more lighthouse views. Then shop until you drop in Old Port (downtown area). Be sure to slurp up a bowl of clam chow-dah here too.
Manchester’s claim to fame is that it’s the birthplace of Adam Sandler and Seth Meyers, and there’s plenty to do here. You can stop by the Currier Museum of Art or visit the Millyard Museum. Many love to check out the Zimmerman House — designed by Frank Lloyd Wright. For a fun place to eat, mosey on over to Red Arrow Diner where you’ll see signed pictures from celebrities on its walls, but don’t let the large menu overwhelm you (you’re also not too far from Brattleboro, VT, to make a pit stop at its museum or a brewery if you have the time and want to see another state).
Just an hour southeast of Manchester lies the spooky seaside town of Salem. The best thing to do here is to take a walking tour — at the witching hour if you dare — where you’ll learn about Salem’s colonial history and hear ghost stories. You’ll also learn more about the witch trials that started in 1692 and lasted only a year. It’s okay to hold your beloved’s hand if you get scared. If you’d like to visit here in October, be sure to book your tour in advance.
Finally, drive back to the 21st century and head over to Boston to fly back home the next day.
From the interactive entertainment to the lighthouse landmarks, you two newlyweds will quickly overwhelm your phone with insta-worthy photos. Both of you will have many opportunities to reminisce about the wedding, enjoy the scenic routes, and plan for the future along the way. Of course, the best time to go is in the fall for cooler weather and dramatic fall foliage colors! You two may face some navigational challenges, but they’ll make for some good laughs later. So, get out that agenda, book your lodgings, and pencil in these seven towns. You won’t regret it!