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Boston Adventure - 20 Days Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning

Start your day with a visit to the 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 exploring the Freedom Trail, head over to Neptune Oyster for a delicious seafood lunch. This highly-rated restaurant is known for its fresh oysters and lobster rolls.

Evening

In the evening, take a leisurely stroll through Boston Public Garden. The garden is beautiful at sunset and offers a peaceful retreat in the heart of the city.

Bedtime

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Freedom Trail
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4.52
Boston Public Garden
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Academic and Cultural Insights

Morning

Begin your day with a visit to Harvard University. Take a guided tour to learn about its history and see iconic sites like Harvard Yard and the John Harvard Statue.

Afternoon

For lunch, stop by Coppa Enoteca, known for its Italian small plates and cozy atmosphere. Afterward, explore Harvard Square, which is filled with shops, cafes, and street performers.

Evening

Spend your evening at Museum of Science Boston. The museum offers interactive exhibits that are fun for all ages. Don't miss the planetarium shows!

Bedtime

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Harvard University
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Harvard Square
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Artistic Endeavors and Waterfront Views

Morning

Kick off your day with a visit to MIT Museum. The museum showcases fascinating exhibits on science and technology.

Afternoon

Head over to Row 34 for lunch. This restaurant is famous for its oysters and craft beer selection. Afterward, take some time to explore Kendall Square, known as one of the most innovative squares in the world.

Evening

In the evening, enjoy a scenic walk along the waterfront at Charlestown Navy Yard. The views of Boston Harbor are stunning.

Bedtime

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MIT Museum
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Kendall Square
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Historic Sites and Culinary Delights

Morning

Start your morning with a visit to Paul Revere House. This historic house offers insights into Paul Revere's life and his famous midnight ride.

Afternoon

For lunch, dine at Mamma Maria, an upscale Italian restaurant located in North End. Afterward, explore more of North End by visiting sites like Boston North End and enjoying its charming streets.

Evening

Conclude your day with dinner at Oleana, known for its Mediterranean cuisine. Then take an evening walk through nearby Inman Square.

Bedtime

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Paul Revere House
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4.51
Boston North End
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Literary and Historic Boston

Morning

Begin your day with a visit to Longfellow House (Washington's Headquarters). This historic site offers a glimpse into the life of the famous poet Henry Wadsworth Longfellow and its role during the American Revolution.

Afternoon

For lunch, head to Bistro du Midi, which offers French cuisine with a view of the Boston Public Garden. Afterward, take a walk around Copley Square, known for its beautiful architecture and vibrant atmosphere.

Evening

Spend your evening at Boston Symphony Hall. Enjoy a performance by the world-renowned Boston Symphony Orchestra in this historic venue.

Bedtime

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Longfellow House (Washington's Headquarters)
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Copley Square
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Exploring Cambridge and Beyond

Morning

Start your day with a visit to Harvard Museum of Natural History. The museum features fascinating exhibits on natural history and science.

Afternoon

For lunch, dine at Sarma, known for its Mediterranean-inspired small plates. Afterward, explore Cambridge Common, a historic park that has been a gathering place for centuries.

Evening

In the evening, visit Massachusetts Institute of Technology (MIT). Take a guided tour to learn about its history and see some of its iconic buildings.

Bedtime

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Harvard Museum of Natural History
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Cambridge Common
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Revolutionary Boston

Morning

Begin your day with a visit to Bunker Hill Monument. Climb to the top for panoramic views of Boston and learn about this pivotal battle in American history.

Afternoon

For lunch, head to Island Creek Oyster Bar, renowned for its fresh seafood. Afterward, explore the nearby Charlestown Navy Yard, home to the USS Constitution.

Evening

Spend your evening at Faneuil Hall Marketplace. Enjoy shopping, dining, and street performances in this historic marketplace.

Bedtime

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Bunker Hill Monument
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Charlestown Navy Yard
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Architectural Marvels and Scenic Views

Morning

Start your morning with a visit to 200 Clarendon (John Hancock Tower). Take in breathtaking views of Boston from this iconic skyscraper.

Afternoon

For lunch, dine at The Capital Grille, known for its classic American cuisine. Afterward, take some time to explore nearby attractions like the Boston Public Library or Copley Place.

Evening

Conclude your day with dinner at Toro Boston, famous for its Spanish tapas. Then enjoy an evening walk through South End's charming streets.

Bedtime

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200 Clarendon (John Hancock Tower)
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Historic Trails and Gourmet Meals

Morning

Start your day with a visit to Granary Burying Ground. This historic cemetery is the final resting place of many notable figures from the American Revolution.

Afternoon

For lunch, head to No. 9 Park, known for its French and Italian-inspired cuisine. Afterward, take a walk around Beacon Hill, one of Boston's most picturesque neighborhoods.

Evening

Spend your evening at Boston Old State House. This historic building offers insights into Boston's colonial past and its role in the American Revolution.

Bedtime

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Granary Burying Ground
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Beacon Hill
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Aquatic Adventures and Cultural Experiences

Morning

New England Aquarium is a great way to start your day. Explore the exhibits and don't miss the Giant Ocean Tank.

Afternoon

Ostra is perfect for a seafood lunch. Afterward, take some time to explore Quincy Market, known for its variety of food stalls and shops.

Evening

Boston Tea Party Ships & Museum offers an interactive experience that brings history to life. End your day with this unique cultural experience.

Bedtime

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New England Aquarium
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4.13
Quincy Market
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Educational Insights and Evening Delights

Morning

Boston Public Library is a beautiful place to start your day. Take a guided tour to learn about its history and architecture.

Afternoon

Mistral Bistro offers French cuisine in an elegant setting for lunch. Afterward, visit Massachusetts State House, an iconic building with rich history.

Evening

Boston Symphony Hall is perfect for an evening performance. Enjoy world-class music in this historic venue.

Bedtime

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Boston Public Library
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4.31
Massachusetts State House
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Architectural Wonders and Waterfront

Morning

Start your day with a visit to Boston Public Garden. This beautiful park is perfect for a morning stroll and offers stunning views of the city.

Afternoon

For lunch, head to Row 34, known for its fresh seafood and vibrant atmosphere. Afterward, explore Copley Place, a premier shopping destination in Boston.

Evening

Spend your evening at Boston Symphony Hall. Enjoy a performance by the world-renowned Boston Symphony Orchestra in this historic venue.

Bedtime

Find amazing hotels in Boston, Massachusetts, USA.