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18-Day Adventure in Boston and Beyond

18-Day Adventure in Boston and Beyond Itinerary

Last updated: 2024 Jun 14

Exploring Boston's Historic Heart

Morning
Start your day with a visit to Boston Common, the oldest city park in the United States. Enjoy a leisurely stroll through its beautiful landscapes and historical monuments.
Afternoon
Head over to Freedom Trail for an afternoon of history. This 2.5-mile-long path takes you through 16 significant historical sites. Make sure to stop by Boston Massacre Site and Granary Burying Ground. For lunch, enjoy some delicious seafood at Neptune Oyster.
Evening
Conclude your day with a visit to Faneuil Hall Marketplace, where you can shop, dine, and enjoy street performances. Have dinner at the highly-rated Ostra.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Academic and Cultural Exploration

Morning
Begin your day with a tour of the prestigious Harvard University. Don't miss the iconic John Harvard Statue. Grab a coffee at Tatte Bakery & Cafe nearby.
Afternoon
Spend your afternoon exploring the fascinating exhibits at the MIT Museum. For lunch, head to Sarma for some Mediterranean-inspired dishes.
Evening
End your day with a relaxing walk around Cambridge Common. Enjoy dinner at the charming Italian restaurant, Mamma Maria.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Art and Science Extravaganza

Morning
Kick off your morning with a visit to the renowned Museum of Science Boston. Explore its interactive exhibits and planetarium shows.
Afternoon
Afterward, head to the artistic haven of Back Bay for some gallery hopping. Stop by Newbury Street for shopping and have lunch at Myers + Chang, known for its Asian fusion cuisine.
Evening
In the evening, take in a performance at the historic Boston Symphony Hall. Dine at the elegant French restaurant, No. 9 Park, afterward.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Historical Insights and Waterfront Wonders

Morning
Start your day with a visit to the iconic ship museum, USS Constitution, located in Charlestown Navy Yard.
Afternoon
Spend your afternoon exploring marine life at the popular attraction of Boston's waterfront area:  New England Aquarium. For lunch, savor some delectable dishes at Alden & Harlow nearby.
Evening
Conclude your day with an exploration of Boston Tea Party Ships & Museum to learn about this pivotal event in American history. Have dinner at The Capital Grille, known for its steaks.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Revolutionary Boston

Morning
Begin your day with a visit to Bunker Hill Monument. This 221-foot granite obelisk 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
Afterward, head to Paul Revere House, the colonial home of American patriot Paul Revere during the time of the American Revolution. For lunch, enjoy some Italian cuisine at Giulia.
Evening
In the evening, take a stroll through Beacon Hill, one of Boston's most picturesque neighborhoods with its narrow streets and historic homes. Dine at Oleana, known for its Mediterranean dishes.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Academic and Natural Wonders

Morning
Start your day with a visit to Harvard Museum of Natural History. Explore its extensive collections and exhibits on natural history.
Afternoon
Spend your afternoon at Massachusetts Institute of Technology (MIT). Take a guided tour to learn about its history and contributions to science and technology. For lunch, head to Myers + Chang for some Asian-inspired dishes.
Evening
End your day with a visit to Boston Public Garden, America's first public botanical garden. Enjoy dinner at The Capital Grille, known for its steaks.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Historic Sites and Cultural Delights

Morning
Begin your day with a visit to Old South Meeting House, where meetings that led to the Boston Tea Party were held.
Afternoon
Afterward, explore Copley Square, surrounded by architectural landmarks like Trinity Church and the Boston Public Library. Have lunch at Alden & Harlow, known for its creative New American cuisine.
Evening
In the evening, visit Boston Symphony Hall for an unforgettable musical experience. Dine at No. 9 Park afterward.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Scenic Views and Historical Walks

Morning
Start your day with a visit to 200 Clarendon (John Hancock Tower). Enjoy breathtaking views from Boston's tallest building.
Afternoon
Spend your afternoon exploring the historic site of Charlestown Navy Yard. For lunch, enjoy some seafood at Neptune Oyster nearby.
Evening
Conclude your day with an exploration of Faneuil Hall Marketplace to shop, dine, and enjoy street performances. Have dinner at Ostra, known for its seafood.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Literary and Historical Treasures

Morning
Begin your day with a visit to Boston Athenaeum, one of the oldest independent libraries in the United States. Explore its extensive collection of rare books and manuscripts.
Afternoon
Spend your afternoon at Longfellow House (Washington's Headquarters). This historic site offers a glimpse into the life of poet Henry Wadsworth Longfellow and served as George Washington's headquarters during the Siege of Boston. For lunch, enjoy some Italian cuisine at Mamma Maria.
Evening
End your day with a relaxing walk around Cambridge Common. Enjoy dinner at the charming Italian restaurant, Giulia.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Maritime Adventures and Historic Walks

Morning
USS Constitution awaits you this morning. Known as 'Old Ironsides,' this ship is the world's oldest commissioned naval vessel still afloat.
Afternoon
Boston Tea Party Ships & Museum is your next stop. Relive the historic event that changed American history. For lunch, head to Alden & Harlow for some creative New American cuisine.
Evening
Faneuil Hall Marketplace is perfect for an evening stroll, shopping, and dining. Conclude your day with dinner at Ostra, known for its seafood.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Artistic Inspirations and Culinary Delights

Morning
Museum of Science Boston will kick off your day with interactive exhibits and planetarium shows.
Afternoon
Back Bay offers an artistic haven for gallery hopping. Stop by Newbury Street for shopping and have lunch at Myers + Chang, known for its Asian fusion cuisine.
Evening
Boston Symphony Hall will provide an unforgettable musical experience in the evening. Dine at the elegant French restaurant, No. 9 Park, afterward.
Bedtime
Find amazing hotels in Boston, Massachusetts.

'Revolutionary' Insights and Waterfront Wonders

Morning
Start your day with a visit to Bunker Hill Monument. This 221-foot granite obelisk 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
Spend your afternoon exploring marine life at New England Aquarium. For lunch, savor some delectable dishes at Alden & Harlow nearby.
Evening
Conclude your day with an exploration of Paul Revere House, the colonial home of American patriot Paul Revere during the time of the American Revolution. Have dinner at The Capital Grille, known for its steaks.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Academic and Natural Wonders

Morning
Start your day with a visit to Harvard Museum of Natural History. Explore its extensive collections and exhibits on natural history.
Afternoon
Spend your afternoon at Massachusetts Institute of Technology (MIT). Take a guided tour to learn about its history and contributions to science and technology. For lunch, head to Myers + Chang for some Asian-inspired dishes.
Evening
End your day with a visit to Boston Public Garden, America's first public botanical garden. Enjoy dinner at The Capital Grille, known for its steaks.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Historic Sites and Cultural Delights

Morning
Begin your day with a visit to Old South Meeting House, where meetings that led to the Boston Tea Party were held.
Afternoon
Afterward, explore Copley Square, surrounded by architectural landmarks like Trinity Church and the Boston Public Library. Have lunch at Alden & Harlow, known for its creative New American cuisine.
Evening
In the evening, visit Boston Symphony Hall for an unforgettable musical experience. Dine at No. 9 Park afterward.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Scenic Views and Historical Walks

Morning
Start your day with a visit to 200 Clarendon (John Hancock Tower). Enjoy breathtaking views from Boston's tallest building.
Afternoon
Spend your afternoon exploring the historic site of Charlestown Navy Yard. For lunch, enjoy some seafood at Neptune Oyster nearby.
Evening
Conclude your day with an exploration of Faneuil Hall Marketplace to shop, dine, and enjoy street performances. Have dinner at Ostra, known for its seafood.
Bedtime
Find amazing hotels in Boston, Massachusetts.

'Revolutionary' Insights and Waterfront Wonders

Morning
Start your day with a visit to Bunker Hill Monument. This 221-foot granite obelisk 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
Spend your afternoon exploring marine life at New England Aquarium. For lunch, savor some delectable dishes at Alden & Harlow nearby.
Evening
Conclude your day with an exploration of Paul Revere House, the colonial home of American patriot Paul Revere during the time of the American Revolution. Have dinner at The Capital Grille, known for its steaks.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Literary and Historical Treasures

Morning
Begin your day with a visit to Boston Athenaeum, one of the oldest independent libraries in the United States. Explore its extensive collection of rare books and manuscripts.
Afternoon
Spend your afternoon at Longfellow House (Washington's Headquarters). This historic site offers a glimpse into the life of poet Henry Wadsworth Longfellow and served as George Washington's headquarters during the Siege of Boston. For lunch, enjoy some Italian cuisine at Mamma Maria.
Evening
End your day with a relaxing walk around Cambridge Common. Enjoy dinner at the charming Italian restaurant, Giulia.
Bedtime
Find amazing hotels in Boston, Massachusetts.

Maritime Adventures and Historic Walks

Morning
USS Constitution awaits you this morning. Known as 'Old Ironsides,' this ship is the world's oldest commissioned naval vessel still afloat.
Afternoon
Boston Tea Party Ships & Museum is your next stop. Relive the historic event that changed American history. For lunch, head to Alden & Harlow for some creative New American cuisine.
Evening
Faneuil Hall Marketplace is perfect for an evening stroll, shopping, and dining. Conclude your day with dinner at Ostra, known for its seafood.
Bedtime
Find amazing hotels in Boston, Massachusetts.
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