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Travel AI

7-Day New England Road Trip Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning

Start your day with a visit to Freedom Trail, a 2.5-mile-long path through downtown Boston that passes by 16 locations significant to the history of the United States. This is a great way to get acquainted with the city and its rich history.

Afternoon

After exploring the Freedom Trail, head over to Faneuil Hall Marketplace for lunch and some shopping. This historic marketplace offers a variety of food options and unique shops. Don't miss out on trying some local seafood at Neptune Oyster.

Evening

In the evening, visit Boston Common, America's oldest public park. Take a leisurely stroll or relax by the Frog Pond. For dinner, enjoy an upscale dining experience at Ostra.

Bedtime

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4.54
Freedom Trail
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4.59
Faneuil Hall Marketplace
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Harvard and MIT Highlights

Morning

Begin your day with a visit to Harvard University. Explore Harvard Yard and take in the historic architecture of one of America's most prestigious universities.

Afternoon

Head over to Cambridge for lunch at Myers + Chang, known for its innovative Asian cuisine. Afterward, visit the MIT Museum to explore fascinating exhibits on science and technology.

Evening

Spend your evening in Kendall Square with dinner at Craigie on Main, renowned for its farm-to-table dishes. Enjoy a walk around Kendall Square before heading back.

Bedtime

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Harvard University
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MIT Museum
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Witchy Wonders in Salem

Morning

Drive to Salem and start your day with a visit to the famous Salem Witch Museum. Learn about the infamous witch trials that took place here in 1692.

Afternoon

For lunch, head over to Turner's Seafood for some fresh local seafood. Afterward, explore more historical sites such as the House of the Seven Gables and take a stroll along Pickering Wharf.

Evening

In the evening, join one of Salem's many ghost tours like the Salem Night Tour Haunt and History Guided Night Tour. End your day with dinner at Ledger Restaurant & Bar, known for its modern American cuisine.

Bedtime

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4.67
Salem Witch Museum
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4.61
House of the Seven Gables
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Coastal Charm in Portsmouth

Morning

Drive up to Portsmouth and start your day with an exciting bike tour: either choose from options like Explore the Islands & Harbor Guided Bike Tour 2-2.5 Hrs. or another scenic route.

Afternoon

For lunch, stop by The Friendly Toast which offers delicious breakfast all day long. Afterward, take some time to explore Portsmouth's historic neighborhoods or go on another bike adventure like the self-guided tour: Portsmouth Self Guided Bike Tour.

Evening

End your day with dinner at Jumpin' Jay's Fish Cafe, known for its fresh seafood dishes. Enjoy an evening walk along Portsmouth's charming waterfront before heading back.

Bedtime

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5.00
Explore the Islands & Harbor Guided Bike Tour 2-2.5 Hrs.
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Portsmouth Self Guided Bike Tour
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Portland's Coastal Delights

Morning

Start your day with a visit to the Eastern Promenade, a historic promenade with stunning views of Casco Bay. It's a great spot for a morning walk or bike ride.

Afternoon

For lunch, head to Eventide Oyster Co. and enjoy some of the best oysters in town. Afterward, take a guided tour of Portland's famous lighthouses with the Portland Best of Maine Lighthouse Scenic Cruise.

Evening

In the evening, explore Portland's vibrant food scene with dinner at Fore Street, known for its wood-fired dishes and farm-to-table approach. End your day with a stroll around the Old Port district.

Bedtime

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4.53
Eastern Promenade
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4.86
Portland Best of Maine Lighthouse Scenic Cruise
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Nature and History in Bar Harbor

Morning

Acadia National Park is a must-visit. Start early to explore its beautiful trails and scenic vistas. Don't miss the sunrise at Cadillac Mountain if you're an early riser.

Afternoon

Side Street Cafe is perfect for lunch, offering a variety of delicious options. Afterward, continue exploring Acadia National Park or take a self-guided driving tour like the Acadia National Park Self-Guided Driving Tour.

Evening

Havana offers an upscale dining experience with Latin-inspired cuisine for dinner. Afterward, consider joining the Bar Harbor Haunted Ghost Walking Tour for some evening entertainment.

Bedtime

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Acadia National Park
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4.31
Acadia National Park Self-Guided Driving Tour
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Adventures in White Mountains

Morning

Mount Washington Observatory Weather Discovery Center is an excellent place to start your day. Learn about the unique weather patterns and history of Mount Washington.

Afternoon

Flatbread Company offers delicious wood-fired pizzas for lunch. Spend your afternoon exploring more outdoor activities like hiking or taking scenic drives through the White Mountains.

Evening

Moat Mountain Smokehouse & Brewing Co. is perfect for dinner, offering hearty meals and craft beers brewed on-site. Enjoy your last evening surrounded by nature before heading back.

Bedtime

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