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5-Day New England Adventure

5-Day New England Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning
Start your day with a visit to Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 locations significant to the history of the United States. It's a great way to get an overview of the city's rich history.
Afternoon
After a morning of exploring history, head over to Faneuil Hall Marketplace for lunch. This bustling market is home to a variety of food stalls and shops. Don't forget to try some local seafood! After lunch, visit Boston Old State House, one of the oldest public buildings in the U.S.
Evening
For dinner, make a reservation at The Capital Grille. This upscale steakhouse offers a refined dining experience with delicious cuts of meat and an extensive wine list.
Bedtime
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Cambridge and Cultural Gems

Morning
Begin your day with a trip across the Charles River to Cambridge. Visit Harvard University and take a stroll around Harvard Yard. Don't miss the iconic John Harvard Statue. Grab breakfast at one of the charming cafes in Harvard Square.
Afternoon
Spend your afternoon exploring more of Cambridge by visiting MIT Museum. The museum showcases fascinating exhibits on science and technology. Afterward, enjoy lunch at one of the many eateries in Kendall Square before heading over to Kendall Square for some shopping or just people-watching.
Evening
Return to Boston for dinner at Legal Sea Foods - Harborside, where you can enjoy fresh seafood with stunning views of the harbor.
Bedtime
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Art and Architecture in Boston

Morning
Start your day with a visit to Boston Public Library, an architectural marvel with beautiful murals and reading rooms. Enjoy breakfast at The Courtyard Tea Room inside the library.
Afternoon
Head over to Copley Square next and explore its surroundings including Trinity Church and the John Hancock Tower (200 Clarendon (John Hancock Tower)). Have lunch at one of the nearby restaurants before visiting Museum of Science Boston, which offers interactive exhibits perfect for all ages.
Evening
End your day with dinner at Sarma Restaurant, known for its innovative Mediterranean dishes served in a lively atmosphere.
Bedtime
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Historic Sites and Scenic Views

Morning
Begin your morning with a walk through Boston Common, America's oldest public park. Then head over to nearby Boston Public Garden for picturesque views and swan boat rides.
Afternoon
In the afternoon, visit Beacon Hill (Beacon Hill) known for its narrow streets lined with Federal-style rowhouses. Have lunch at one of Beacon Hill's quaint cafes before heading towards Charlestown Navy Yard (Charlestown Navy Yard) where you can see historic ships like USS Constitution (USS Constitution).
Evening
For dinner tonight, consider dining at one of Boston's historic taverns or modern bistros in North End (Boston North End), famous for its Italian cuisine.
Bedtime
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Coastal Charm in Newport

Morning
Start your day with a scenic drive to Newport, Rhode Island. Begin your exploration with a visit to the famous Cliff Walk, a 3.5-mile-long path that offers stunning views of the ocean and the opulent mansions that line the coast. It's a perfect way to enjoy the natural beauty and architectural grandeur of Newport.
Afternoon
After your morning walk, head over to The Breakers, one of Newport's most famous mansions. This Gilded Age summer 'cottage' built by the Vanderbilt family is a testament to America's industrial age wealth. Enjoy lunch at one of the nearby cafes or restaurants before continuing your mansion tour with a visit to Marble House, another Vanderbilt property known for its lavish interiors.
Evening
End your day with dinner at one of Newport's highly-rated seafood restaurants. Consider dining at The Mooring Seafood Kitchen & Bar, known for its fresh seafood and waterfront views. Enjoy a relaxing evening by the harbor before heading back.
Bedtime
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