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19-Day Adventure in Boston 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 acquainted with the city's rich past.

Afternoon

After a morning of walking, head over to Neptune Oyster for a delightful seafood lunch. Post-lunch, visit Boston Old State House, one of the oldest public buildings in the U.S., and learn about its historical significance.

Evening

In the evening, take a leisurely stroll through Boston Public Garden, America's first public botanical garden. For dinner, enjoy an exquisite meal at Ostra, known for its Mediterranean seafood dishes.

Bedtime

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4.54
Freedom Trail
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4.48
Boston Old State House
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Cambridge and Harvard Exploration

Morning

Begin your day with a visit to Harvard University. Take a guided tour around this prestigious institution and soak in its academic atmosphere.

Afternoon

For lunch, dine at Giulia, an Italian restaurant known for its handmade pasta. Afterward, explore Harvard Museum of Natural History where you can see impressive exhibits including dinosaurs and gemstones.

Evening

Spend your evening at Harvard Square, a vibrant area filled with shops and cafes. Have dinner at Sarma, which offers creative Middle Eastern small plates.

Bedtime

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4.25
Harvard University
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3.80
Harvard Museum of Natural History
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Cultural and Scientific Discoveries

Morning

Start your day with a visit to the renowned Museum of Science Boston. Spend your morning exploring interactive exhibits that cater to all ages.

Afternoon

Have lunch at Alden & Harlow, which is known for its inventive American cuisine. Then head over to MIT Museum where you can delve into fascinating exhibits on science and technology.

Evening

In the evening, enjoy some live music or catch a performance at the historic Boston Symphony Hall. For dinner, savor delicious Asian-inspired dishes at Myers + Chang.

Bedtime

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3.99
Museum of Science Boston
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4.91
MIT Museum
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Historic Sites and Waterfront Views

Morning

Begin your day by visiting the iconic Paul Revere House, which offers insights into colonial life in America.

Afternoon

For lunch, try out some classic Italian cuisine at Mamma Maria. Post-lunch activities include visiting the bustling marketplace of Faneuil Hall Marketplace, where you can shop and enjoy street performances.

Evening

End your day with a scenic walk along the waterfront near the New England Aquarium. Have dinner at The Capital Grille , known for its dry-aged steaks and extensive wine list.

Bedtime

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4.49
Paul Revere House
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4.59
Faneuil Hall Marketplace
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Revolutionary Landmarks

Morning

Start your day with a visit to Bunker Hill Monument. This historic site commemorates the Battle of Bunker Hill, one of the first major battles of the American Revolutionary War. Climb to the top for a panoramic view of Boston.

Afternoon

For lunch, head over to No. 9 Park, which offers French and Italian-inspired cuisine in an elegant setting. Afterward, explore Massachusetts State House, an architectural marvel and a key site in Boston's history.

Evening

In the evening, take a relaxing walk through Beacon Hill, known for its narrow streets and historic brick row houses. End your day with dinner at Oleana, which serves innovative Mediterranean dishes.

Bedtime

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4.38
Bunker Hill Monument
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4.31
Massachusetts State House
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Harbor Adventures

Morning

Boston Tea Party Ships & Museum is a must-visit to start your day. Experience interactive exhibits and live reenactments that bring this pivotal event in American history to life.

Afternoon

Neptune Oyster is perfect for lunch with its renowned seafood offerings. Afterward, visit New England Aquarium where you can see marine life from around the world and even touch some of them in interactive exhibits.

Evening

Quincy Market is a great place to spend your evening. Enjoy street performances and various food stalls offering local delicacies. For dinner, dine at The Capital Grille , known for its exceptional steaks.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.22
Boston Tea Party Ships & Museum
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4.42
New England Aquarium
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Artistic and Academic Pursuits

Morning

Museum of Fine Arts Boston is an excellent way to start your day with its extensive collection of art from around the world.

Afternoon

Giulia offers a delightful lunch experience with its handmade pasta dishes. Post-lunch, visit Massachusetts Institute of Technology (MIT) where you can explore cutting-edge research and innovation.

Evening

Kendall Square is perfect for an evening stroll with its vibrant atmosphere filled with shops and cafes. Have dinner at Sarma, which offers creative Middle Eastern small plates.

Bedtime

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4.33
Massachusetts Institute of Technology (MIT)
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4.82
Kendall Square
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Nature and Relaxation

Morning

Start your day by visiting Boston Public Garden, America's first public botanical garden. Take a swan boat ride or simply enjoy the beautiful landscapes.

Afternoon

For lunch, dine at Alden & Harlow, known for its inventive American cuisine. Afterward, head over to Copley Square, where you can admire historic buildings like Trinity Church and the Boston Public Library.

Evening

Spend your evening exploring Fenway Park, home of the Boston Red Sox. Even if you're not catching a game, you can take a tour of this iconic ballpark. For dinner, enjoy delicious Asian-inspired dishes at Myers + Chang.

Bedtime

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4.52
Boston Public Garden
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4.38
Copley Square
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Historic and Cultural Gems

Morning

Begin your day with a visit to Granary Burying Ground, the final resting place of many notable figures from American history, including Paul Revere and Samuel Adams.

Afternoon

For lunch, head to Mamma Maria, known for its classic Italian dishes. Afterward, explore Old South Meeting House, a historic church that played a key role in the events leading up to the American Revolution.

Evening

Spend your evening at Boston Symphony Hall, where you can enjoy world-class performances. For dinner, savor Mediterranean-inspired dishes at Oleana.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.54
Granary Burying Ground
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3.83
Old South Meeting House
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Academic and Natural Wonders

Morning

Start your day with a visit to Harvard Museum of Natural History. Explore its impressive exhibits including dinosaurs and gemstones.

Afternoon

For lunch, dine at Giulia, an Italian restaurant known for its handmade pasta. Post-lunch, take a stroll through Harvard Square, a vibrant area filled with shops and cafes.

Evening

In the evening, visit Boston Symphony Hall again if you wish or explore another cultural venue. Have dinner at Sarma, which offers creative Middle Eastern small plates.

Bedtime

Find amazing hotels in Boston, Massachusetts.

3.80
Harvard Museum of Natural History
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4.20
Harvard Square
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Maritime Adventures

Morning

Begin your day by visiting the iconic USS Constitution, the world's oldest commissioned naval vessel still afloat. Learn about its storied history and significance in American naval warfare.

Afternoon

For lunch, try out some classic seafood at Neptune Oyster. Afterward, head over to the nearby Charlestown Navy Yard for more maritime history and scenic views of Boston Harbor.

Evening

End your day with a scenic walk along the waterfront near the New England Aquarium. Have dinner at The Capital Grille , known for its dry-aged steaks and extensive wine list.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.74
USS Constitution
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3.88
Charlestown Navy Yard
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Architectural Marvels and Shopping

Morning

Start your day by visiting the iconic 200 Clarendon (John Hancock Tower) for panoramic views of Boston's skyline.

Afternoon

For lunch, dine at Alden & Harlow known for its inventive American cuisine. Post-lunch activities include visiting Copley Place where you can shop from high-end brands or simply enjoy window shopping.

Evening

Spend your evening exploring Fenway Park home of the Boston Red Sox. Even if you're not catching a game you can take a tour of this iconic ballpark. For dinner enjoy delicious Asian-inspired dishes at Myers + Chang.

Bedtime

Find amazing hotels in Boston, Massachusetts.

Colonial and Modern Boston

Morning

Start 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 served as George Washington's headquarters during the Siege of Boston.

Afternoon

Evening

In the evening, take a relaxing walk through Beacon Hill, known for its narrow streets and historic brick row houses. End your day with dinner at Oleana, which serves innovative Mediterranean dishes.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.33
Longfellow House (Washington's Headquarters)
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4.31
Massachusetts State House
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Science and Innovation

Morning

Museum of Science Boston is an excellent way to start your day with its extensive collection of interactive exhibits that cater to all ages.

Afternoon

Alden & Harlow offers a delightful lunch experience with its inventive American cuisine. Post-lunch, visit MIT Museum where you can delve into fascinating exhibits on science and technology.

Evening

Kendall Square is perfect for an evening stroll with its vibrant atmosphere filled with shops and cafes. Have dinner at Sarma, which offers creative Middle Eastern small plates.

Bedtime

Find amazing hotels in Boston, Massachusetts.

3.99
Museum of Science Boston
Book Now

4.91
MIT Museum
Book Now

Historic Trails and Waterfronts

Morning

Freedom Trail is a must-visit to start your day. This 2.5-mile-long path through downtown Boston passes by 16 locations significant to the history of the United States.

Afternoon

Neptune Oyster is perfect for lunch with its renowned seafood offerings. Afterward, visit Boston Old State House, one of the oldest public buildings in the U.S., and learn about its historical significance.

Evening

Faneuil Hall Marketplace is a great place to spend your evening. Enjoy street performances and various food stalls offering local delicacies. For dinner, dine at The Capital Grille , known for its exceptional steaks.

Bedtime

Find amazing hotels in Boston, Massachusetts.