Making the Most of a Road Trip from Boston to Myrtle Beach

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  • Boston to New York City
  • New York City to Richmond
  • Richmond to Myrtle Beach
  • Roadside assistance
From historic Hartford and the city that never sleeps to DC and cliffside views in Goldsboro, the drive from Boston down to Myrtle Beach can be an adventure all its own.
The trip is around 900 miles and takes a little over 15 hours. But we’re going to take it slow and turn the trek into a three-day trip, with stops at some of the best sites the East Coast has to offer.
Whether you’re chasing city life or a tranquil state park, this road trip will please any intrepid traveler.
And while on your adventure, make sure you’re protected from any road mishaps or unexpected issues with the roadside assistance program from car insurance comparison app and licensed broker Jerry From emergency assistance and towing to emergency rental vehicle help, Jerry’s roadside assistance will make your trip stress-free so you can focus on the fun!
And speaking of fun, here are some of the must-dos and must-sees on your road trip from Boston to Myrtle Beach.
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Day one: Boston to New York City

Driving time: 3.5 hours
You’re off! Your journey begins as you leave behind Fenway Park and the Freedom Trail, headed to warm beaches down South. Day one is less than four hours in the car, giving you plenty of time to explore New England.
Boston, Massachusetts
Boston, Massachusetts

Lunch in Hartford

If you got your drive started in the late morning, you should be getting hungry just as you pass through Hartford, Connecticut. Stop for an hour or two to enjoy the sights and scenes in this historic New England town.
Must do: The Mark Twain House & Museum is a Victorian Gothic home where one of American history’s most acclaimed authors wrote the majority of his famous works.
Featuring many artifacts from Twain’s life, the Mark Twain House provides a fascinating glimpse into the life of one of the champions of American letters.
Must see: Take a breather in Elizabeth Park, a beautiful 100-plus acre park in the heart of the city. Be sure to check out the park’s famous rose garden and stroll through its public greenhouses.
Hartford, Connecticut
Hartford, Connecticut

A night in New York City

Once you hop back in the car, you’ll only have a couple of hours of driving before arriving in New York City.
Take the chance to enjoy a sunset stroll on the Highlight, an elevated walking path on the west side of Manhattan, before grabbing dinner and checking out the nightlife in the country’s biggest city.
Must do: At the end of the Highline you’ll find the recently constructed Chelsea Markets, a high-energy indoor food hall and shopping mall in Manhattan’s famed Meatpacking District. It’s a great place to have dinner and a drink.
Must see: Head uptown to catch a show on Broadway. The TKTS Booth at Broadway and 47th is the go-to place to score discounted same-day tickets to Broadway shows.
New York City
New York City

Day two: New York City to Richmond

Driving time: 6-hours

Washington, DC

Head four hours south of the Big Apple to the nation’s capital, Washington DC, where you can enjoy some patriotic midday sightseeing.
Must do: Stroll through the Georgetown neighborhood, home to the oldest European-style house in the city (aptly named the Old Stone House).
The Georgetown Waterfront is the perfect spot to enjoy views of the Potomac River and there’s plenty of shops and restaurants nearby if you’d like to stay a bit longer.
Fun fact: The steps are the corner of Prospect and 36th St NW were used to film the death of Father Damien Karras in The Exorcist.
Must see: Hit the National Mall to see the Washington Monument, National Gallery of Art, and the Vietnam Veterans Memorial. And while in the area, be sure to check out the Capitol Building or walk by the White House!
Washington, DC
Washington, DC

A night in Richmond

A couple more hours behind the wheel will take you to your final stop of the day: Richmond, Virginia.
Must do: Check out one of Richmond’s growing number of breweries and relax with a beer (or two!). Most popular is the Hardywood Park Craft Brewery. With food trucks and live music, the brewery has the makings of a perfect night.
Must see: Enjoy the riverfront canal walk—a chance to see the beauty of the city while learning about its centuries-old history. Old architecture mixes with new buildings on this gorgeous canal.
Richmond, Virginia
Richmond, Virginia
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Day three: Richmond to Myrtle Beach

Driving time: 6 hours

Rest in Goldsboro, North Carolina

For the last leg of the trip you’ve got six hours behind the wheel. Instead of bombing straight to the beach, give your legs a stretch and your engine a break with a scenic stop in Goldsboro, North Carolina.
Must do: After lots of time in the city, get back to nature at the Cliffs of the Neuse State Park. The park features hikes with impressive cliff-side views and huge, swimmable lakes. Boat rental optional but highly recommended!
Must see: Bentonville Battlefield State Historic Site is the site of one of the last battles of the Civil War. It now features a driving tour of the battlefield, a series of fascinating exhibits, and even the occasional cannon demonstration.

Bask in the sun at Myrtle Beach

After almost 1,000 miles and three memorable days, you made it! Enjoy the beauty of Myrtle Beach and the rest of your splendid vacation.
Myrtle Beach, South Carolina
Myrtle Beach, South Carolina

Jerry’s roadside assistance

Roadside breakdowns can turn even the most exciting road trip into a bit of a nightmare. Don’t let all that itinerary planning go to waste—get roadside assistance from Jerry to make sure your trip goes off without a hitch. Jerry’s roadside assistance includes:
  • Emergency roadside assistance
  • Vehicle towing up to 10 miles
  • Jumpstarts
  • Tire changes
  • Lockout services
  • Fuel delivery
  • Winching
  • Roadside reimbursement
  • Rental vehicle roadside reimbursement
Exclusive member benefits include:
  • Uber credits with towing up to $25
  • Key replacement up to $100
  • Tire repair to a maximum of $100 per incident
  • Car advice from certified mechanics
  • Trip interruption credits of $750
  • Fighting ticket of up to $100
  • Car theft reward of $1,000
“Even after adding roadside assistance to my plan my new payment was cheaper! I’m so glad I gave Jerry a try.” —Jerry user
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