The Best Road Trips From Boston, MA

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Best 6 Road Trips

From Boston

Boston is the most populous city (and the capital) of the state of Massachusetts. The city is home to many cultural attractions - sports, universities, museums; you name it. Boston itself is rich with history and tradition and is surrounded by plenty of great destinations. Let Kyte help take you to some or all of these locations!

1. Plymouth

Travel time: 40 miles (1 hour 10 minutes)

Plymouth is the area where the Pilgrims first landed in the year 1620. The exact location is unknown, but we celebrate the place of arrival at Plymouth Rock, which is on the shore of Plymouth Harbor in the Pilgrim Memorial State Park. While at the Pilgrim Memorial State Park, check out the Mayflower II, a reproduction of the original Mayflower. Head over to Plimoth Pawtuxet to see a recreation of the Pilgrim village.

Kyte Recommendation

Sedan

Entrance to the Plymouth old village with the ocean in the background.

2. Martha's Vineyard

Travel time: 95 miles (3 hours)

Martha’s Vineyard is a bit of a unique drive - it's the only place on the list that you need to take a ferry to. Specifically, you need to take the Woods Hole - Vineyard Haven Ferry; before you know it, you'll be in Martha's Vineyard. It's a well-known vacationing location in the North East, and you'll enjoy seeing the older architecture and the Gingerbread cottages at Wesleyan Grove.

Kyte Recommendation

Sedan

Birds eye view of the port of Marthas Vineyard.

3. Cape Cod

Travel time: 70 miles (1 hour 50 minutes)

Cape Cod is the hook-shaped peninsula hanging off the state of Massachusetts. One must-do on Cape Cod in the summer is visiting the Cape Cod National Seashore. It is known for having some of the best beaches on Cape Cod. If you want to learn more about John F. Kennedy, check out the John F. Kennedy Hyannis Museum. Finally, make a stop at the Wellfleet Drive-In with your Kyte. You'll feel like you're back in time, except in a modern car!

Kyte Recommendation

SUV

Birds eye view of small piers in front of houses in the town of Cape Cod.

4. Salem

Travel time: 20 miles (40 minutes)

Salem is most known for its infamous 1692 witch trials, and the city won't let you forget it. This city has a lot of history, and you can get a whole experience by joining one of their night tours. The Old Burying Point Cemetery is also historical, and you can see the headstones of judges from the trials there. If you're a fan of museums, check out the Peabody Essex Museum.

Kyte Recommendation

Economy

Tower in the city center of Salem.

5. Portland, Maine

Travel time: 107 miles (1 hour 50 minutes)

Portland sits on Casco Bay and is the biggest city in Maine. If you want fresh lobster, there is no better place, so visit one of the many restaurants serving fresh lobster. The Old Port district is a historical district that you cannot miss. If you like the water, take the Casco Bay Lines Ferry Terminal for a nice view around the bay.

Kyte Recommendation

SUV

Side view of a typical lighthouse in the coast of Portland.

6. Newport, Rhode Island

Travel time: 72 miles (1 hour 45 minutes)

Take your Kyte down Ocean Drive, which features 10 miles of beautiful views from beginning to end. If you want a sneak peek into the past of some of America's high society at the time, take some mansion tours. Finally, just spend some time in their historic downtown and check out all the local shops on cobblestone streets.

Kyte Recommendation

Sedan

Birds eye view of the coast line of the city of Newport in Rhode Island.

Conclusion

As you can see, the New England area surrounding Boston is full of beautiful scenery, rich history, and many things to do. If you need help getting to any of those places, rent a Kyte! We'll deliver the car directly to your door and pick it up! No lines, no hassle - just pure Kyte magic!

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Frequently asked questions

Can I return my Kyte at a different location than my delivery?

Yes! You have the option to select different delivery and return addresses within the same service area when you make your booking. If you want to make a change after booking, let us know via in-app chat or send us a text and we will update that for you!

How do I edit my trip?

You can do it through our App or on our Website! Go to your trips, select the trip you'd like to edit, and modify it under "where & when". Make sure you click on "Confirm & Pay".

What payment methods does Kyte accept?

We accept all major credit and debit cards. If using a debit card, the standard deposit during your booking will be $500. We do not accept cash or pre-paid debit card payments for the booking cost or the deposit.

Can I extend my trip?

Trip extensions are subject to vehicle availability. You may extend for as long as you’d like, just let us know at least 2 hours before your original scheduled return. Extensions made within 2 hours of your return will incur a $25 rescheduling fee to cover our Surfers’ time.

How does the handoff for delivery/return work?

Your Surfer will be at the address of your choice waiting to hand off the keys and verify your license. Yep... that’s really it!

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Age Requirements by State:

  1. Our minimum required age in California, Florida, Illinois, Pennsylvania, Colorado, Washington, Oregon, Washington D.C., and New Jersey is 21.

  2. Our minimum required age in New York and Brooklyn is 18 years old.

What is the cancellation policy for bookings?

Need to cancel? No Problem!

  1. Cancellations made 48 hours prior to your scheduled delivery time are eligible for a full refund to your original payment method.

  2. Cancellations made within 48 hours of your scheduled delivery time are eligible for a full refund in Kyte credit.

  3. Cancellations made within 24 hours of your scheduled delivery time will be subject to a $25 cancellation / rescheduling fee which will be deducted from your refunded Kyte credit.