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Roam Around

6-Day Adventure in Boston and Beyond Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning

Start your day with a visit to Boston Common, the oldest city park in the United States. Enjoy a leisurely stroll through the park's beautiful landscapes and historic monuments. For breakfast, head to Tatte Bakery & Cafe for some delicious pastries and coffee.

Afternoon

In the afternoon, explore Freedom Trail, a 2.5-mile-long path that passes by 16 significant historical sites. This will give you a comprehensive overview of Boston's rich history. Stop for lunch at Union Oyster House, one of America's oldest restaurants.

Evening

End your day with a visit to Faneuil Hall Marketplace. This bustling market offers various shops and eateries. Enjoy dinner at Durgin-Park, known for its traditional New England fare.

Bedtime

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Boston Common
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Freedom Trail
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Academic and Cultural Treasures

Morning

Begin your day with a visit to Harvard University in Cambridge. Take a guided tour to learn about its history and architecture. For breakfast, try Henrietta's Table for farm-to-table dishes.

Afternoon

After exploring Harvard, head over to MIT Museum to delve into fascinating exhibits on science and technology. Have lunch at Legal Sea Foods near Kendall Square.

Evening

Spend your evening at Kendall Square, known for its vibrant atmosphere and dining options. Dine at The Friendly Toast, which offers eclectic American cuisine.

Bedtime

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Harvard University
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MIT Museum
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Artistic and Scenic Boston

Morning

Visit the iconic Museum of Science Boston to start your day with interactive exhibits that are fun for all ages. Grab breakfast at Flour Bakery & Cafe nearby.

Afternoon

Head over to the picturesque Boston Public Garden for a relaxing afternoon surrounded by beautiful flowers and swan boats. Enjoy lunch at The Paramount on Charles Street.

Evening

Explore the historic neighborhood of Beacon Hill. Walk along its charming streets before having dinner at Grotto, an intimate Italian restaurant.

Bedtime

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Museum of Science Boston
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Boston Public Garden
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Revolutionary Landmarks and Waterfronts

Morning

Start your morning with a visit to the historic site of Paul Revere House. Afterward, enjoy breakfast at North Street Grille in the North End.

Afternoon

In the afternoon, take a trip to see the impressive USS Constitution docked in Charlestown Navy Yard. Have lunch at Warren Tavern nearby.

Evening

Conclude your day with an evening stroll along the waterfront area of Seaport District before dining at Row 34, known for its fresh seafood offerings.

Bedtime

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Paul Revere House
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USS Constitution
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Historic and Modern Marvels

Morning

Begin your day with a visit to Boston Old State House, one of the oldest public buildings in the United States. Enjoy breakfast at The Thinking Cup, known for its excellent coffee and pastries.

Afternoon

Afterward, head to Boston Tea Party Ships & Museum to experience an interactive reenactment of the historic event. For lunch, try The Barking Crab, a casual seafood spot with great views.

Evening

Spend your evening exploring Back Bay, a vibrant neighborhood known for its shopping and dining options. Dine at Atlantic Fish Company for some of the best seafood in Boston.

Bedtime

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Boston Old State House
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Boston Tea Party Ships & Museum
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Academic Hubs and Scenic Spots

Morning

Start your morning with a visit to Massachusetts Institute of Technology (MIT). Take a campus tour to appreciate its architecture and innovations. Have breakfast at Flour Bakery & Cafe near MIT.

Afternoon

In the afternoon, explore Cambridge Common, a historic park that has been a gathering place since colonial times. Enjoy lunch at Mr. Bartley's Burger Cottage, famous for its creative burgers.

Evening

Conclude your trip with an evening visit to Longfellow House (Washington's Headquarters). This historic site offers insights into American history and literature. End your day with dinner at Harvest, an upscale restaurant offering New England cuisine.

Bedtime

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