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Roam Around

Boston Adventure: 5 Days of History and Cuisine Itinerary

Last updated: 2024 Jun 14

Historic Boston Beginnings

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 walking, head over to Union Oyster House for lunch. This historic restaurant is one of the oldest in America and offers delicious seafood dishes. Post-lunch, explore Boston Old State House, one of the oldest public buildings in the U.S., where you can learn more about Boston's role in American history.

Evening

In the evening, enjoy dinner at Neptune Oyster, known for its fresh oysters and seafood. After dinner, take a leisurely stroll around Boston North End, Boston's oldest residential community, which offers charming streets and historic sites.

Bedtime

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Cambridge and Harvard Exploration

Morning

Begin your day with a visit to Harvard University. Take a guided tour to learn about its history and notable alumni. Don't miss the iconic John Harvard Statue on campus.

Afternoon

For lunch, head over to Giulia, an Italian restaurant known for its handmade pasta. Afterward, visit the fascinating Harvard Museum of Natural History, which houses an extensive collection of minerals, fossils, and taxidermy.

Evening

Dine at Oleana, offering Mediterranean-inspired dishes with locally sourced ingredients. End your day with a walk around Harvard Square, where you can enjoy street performers and unique shops.

Bedtime

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Cultural Gems and Waterfront Wonders

Morning

Start your day at the renowned Museum of Science Boston. Spend a few hours exploring interactive exhibits that are perfect for all ages.

Afternoon

For lunch, try out some Asian-inspired dishes at Myers + Chang. Post-lunch, head over to the waterfront area to visit the impressive New England Aquarium, home to thousands of marine animals.

Evening

Enjoy dinner at Atlantic Fish Co., famous for its fresh seafood offerings. After dinner, take a scenic walk along the waterfront or consider taking a harbor cruise for stunning views of Boston's skyline.

Bedtime

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Revolutionary Sites and Modern Delights

Morning

Kick off your day with a visit to Paul Revere House, where you can learn about Paul Revere's midnight ride during the American Revolution.

Afternoon

Have lunch at Toro Boston, known for its Spanish tapas. Then make your way to explore more revolutionary history at Bunker Hill Monument in Charlestown.

Evening

Dine at The Capital Grille for an upscale steakhouse experience. Conclude your evening by visiting either the historic theater district or catching a performance at one of Boston's many venues like Symphony Hall or Wang Theatre.

Bedtime

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Bunker Hill Monument
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Modern Marvels and Classic Charm

Morning

Begin your day with a visit to Massachusetts Institute of Technology (MIT). Explore the campus and its innovative architecture. Don't miss the MIT Museum, which showcases fascinating exhibits on science and technology.

Afternoon

For lunch, head to B&G Oysters, known for its fresh oysters and seafood dishes. Afterward, take a stroll through Cambridge Common, a historic park that has been a gathering place for centuries.

Evening

Enjoy dinner at No. 9 Park, offering French and Italian-inspired cuisine in an elegant setting. End your day with a visit to Copley Square, where you can admire the beautiful architecture of Trinity Church and the Boston Public Library.

Bedtime

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