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Boston Adventure - 21 Days Itinerary
Last updated: 2024 Jun 14Exploring 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 walking the Freedom Trail, head over to Faneuil Hall Marketplace for lunch. This historic marketplace offers a variety of food stalls and shops. Enjoy some local cuisine and do a bit of shopping.
Evening
For dinner, make a reservation at Ostra. This highly-rated restaurant is known for its seafood dishes and elegant atmosphere.
Bedtime
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Freedom Trail
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Faneuil Hall Marketplace
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Cultural and Educational Highlights
Morning
Begin your day with a visit to the Museum of Science Boston. This interactive museum is perfect for all ages and offers exhibits on everything from dinosaurs to space exploration.
Afternoon
Next, head over to Massachusetts Institute of Technology (MIT) in Cambridge. Take a stroll around the campus and visit the MIT Museum, which showcases innovative science and technology exhibits.
Evening
For dinner, dine at No. 9 Park, located near Beacon Hill. This upscale restaurant offers French and Italian-inspired dishes in an intimate setting.
Bedtime
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Museum of Science Boston
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Massachusetts Institute of Technology (MIT)
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MIT Museum
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Harvard and Historic Sites
Morning
Start your day with a visit to Harvard University in Cambridge. Walk around Harvard Yard and see iconic sites like the John Harvard Statue.
Afternoon
In the afternoon, explore more of Cambridge by visiting Harvard Square and grabbing lunch at one of its many cafes or restaurants.
Evening
Head back to Boston for dinner at Mamma Maria, an Italian restaurant located in the historic North End.
Bedtime
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Harvard University
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John Harvard Statue
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Harvard Square
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Artistic and Scenic Boston
Morning
Begin your day with a peaceful stroll through the beautiful Boston Public Garden. Take some time to enjoy the lush landscapes and iconic Swan Boats.
Afternoon
Afterward, visit the nearby Boston Public Library, one of the oldest public libraries in America. Explore its stunning architecture and vast collection of books.
Evening
End your day with dinner at Oleana, known for its Mediterranean-inspired dishes made from locally sourced ingredients.
Bedtime
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Boston Public Garden
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Boston Public Library
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Revolutionary Boston
Morning
Start your day with a visit to the Boston Tea Party Ships & Museum. This interactive museum brings the historic event to life with live actors, multimedia exhibits, and authentically restored tea ships.
Afternoon
After the museum, head over to Quincy Market for lunch. This bustling market offers a variety of food stalls and shops, perfect for grabbing a bite and doing some shopping.
Evening
For dinner, make a reservation at The Capital Grille. Known for its dry-aged steaks and extensive wine list, this upscale restaurant is perfect for a memorable evening.
Bedtime
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Boston Tea Party Ships & Museum
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Quincy Market
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Academic and Natural Wonders
Morning
Begin your day with a visit to the Harvard Museum of Natural History. This museum offers fascinating exhibits on everything from dinosaurs to gemstones.
Afternoon
Next, take a stroll around Cambridge Common, a historic park near Harvard University. It's a great spot for a picnic or just relaxing in the shade.
Evening
For dinner, dine at Neptune Oyster, located in Boston's North End. This small but highly-rated restaurant is known for its fresh seafood and oysters.
Bedtime
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Harvard Museum of Natural History
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Cambridge Common
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Historic Neighborhoods and Landmarks
Morning
Start your day with a visit to Beacon Hill, one of Boston's most picturesque neighborhoods. Walk along its charming cobblestone streets and admire the historic brownstones.
Afternoon
After exploring Beacon Hill, head over to Massachusetts State House for a guided tour. Learn about the history and architecture of this iconic building.
Evening
For dinner, make a reservation at Sarma, known for its Mediterranean-inspired small plates and vibrant atmosphere.
Bedtime
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Beacon Hill
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Massachusetts State House
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Seaside Exploration
Morning
Begin your day with a visit to the New England Aquarium. Explore its impressive exhibits featuring marine life from around the world.
Afternoon
Afterward, take a walk along the nearby Harborwalk. Enjoy scenic views of Boston Harbor and stop by some of the waterfront parks along the way.
Evening
End your day with dinner at Myers+Chang, an Asian-inspired restaurant known for its creative dishes and lively ambiance.
Bedtime
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Barcelona 24 or 48-Hour Hop-On Hop-Off Bus Tour
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Architectural and Historical Marvels
Morning
Start your day with a visit to the Boston Old State House. This historic building played a crucial role in American history and now serves as a museum.
Afternoon
Next, head over to Copley Square. This public square is surrounded by architectural landmarks like Trinity Church and the Boston Public Library. Enjoy lunch at one of the nearby cafes.
Evening
For dinner, dine at Giulia, an Italian restaurant known for its handmade pasta and cozy atmosphere.
Bedtime
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Boston Old State House
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Copley Square
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Historic Sites and Waterfront Views
Morning
Start your day with a visit to the Paul Revere House. Learn about the life of this American patriot and explore his historic home.
Afternoon
Next, head over to the nearby Boston North End, Boston's oldest residential community. Enjoy lunch at one of the many Italian eateries in this charming neighborhood.
Evening
For dinner, dine at Toro Boston, known for its Spanish tapas and lively atmosphere.
Bedtime
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Paul Revere House
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Boston North End
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Cultural Exploration
Morning
Begin your day with a visit to the Boston Symphony Hall. Take a guided tour of this iconic concert hall or catch a morning performance if available.
Afternoon
Afterward, explore more of Boston's cultural offerings by visiting the nearby Museum of Fine Arts Boston, which houses an extensive collection of art from around the world. Enjoy lunch at one of the museum's cafes.
Evening
End your day with dinner at Row 34, an oyster bar known for its fresh seafood and casual yet stylish ambiance.
Bedtime
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Boston Symphony Hall
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Museum of Science Boston
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Literary and Historical Treasures
Morning
Start your day with a visit to the Boston Athenaeum. This historic library and cultural institution offers a rich collection of books, art, and artifacts. Take a guided tour to learn about its fascinating history.
Afternoon
Next, head over to the Granary Burying Ground. This historic cemetery is the final resting place of many notable figures from American history. Enjoy lunch at one of the nearby cafes.
Evening
For dinner, dine at Coppa Enoteca, known for its Italian small plates and cozy atmosphere.
Bedtime
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Boston Athenaeum
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Granary Burying Ground
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Revolutionary Landmarks
Morning
Begin your day with a visit to the Bunker Hill Monument. Climb to the top for panoramic views of Boston and learn about the historic battle that took place here.
Afternoon
Afterward, explore the nearby Charlestown Navy Yard, home to the USS Constitution. Take a guided tour of this historic ship and learn about its storied past.
Evening
Island Creek Oyster Bar is perfect for dinner. Known for its fresh seafood and oysters, it's an excellent spot to end your day.
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Bunker Hill Monument
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Charlestown Navy Yard
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Harbor Views and Historic Sites
Morning
USS Constitution should be your first stop today. This historic naval ship offers guided tours that delve into its rich history.
Afternoon
Boston Massacre Site is next on your list. Learn about this pivotal event in American history through informative exhibits. Grab lunch at one of the nearby eateries.
Evening
End your day with dinner at Mistral Bistro, known for its French-inspired cuisine and elegant setting.
Bedtime
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Chengdu Giant Panda Breeding Research Base Ticket
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Boston Massacre Site
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Historic and Cultural Gems
Morning
Start your day with a visit to the Old South Meeting House. This historic site played a crucial role in the American Revolution and offers insightful exhibits.
Afternoon
Next, head over to Boston Common, America's oldest public park. Enjoy a leisurely stroll and have lunch at one of the nearby cafes.
Evening
For dinner, dine at Bistro du Midi, known for its French cuisine and beautiful views of the Public Garden.
Bedtime
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From Fairbanks Northern Lights & Murphy Dome Tour
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Boston Common
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Architectural Wonders
Morning
Begin your day with a visit to 200 Clarendon (John Hancock Tower). This iconic skyscraper offers stunning views of Boston from its observation deck.
Afternoon
Afterward, explore more architectural beauty by visiting Copley Place, a shopping center with a variety of stores and dining options. Enjoy lunch at one of its eateries.
Evening
End your day with dinner at Toro Boston, known for its Spanish tapas and lively atmosphere.
Bedtime
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200 Clarendon (John Hancock Tower)
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Copley Place
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Maritime History and Waterfront Views
Morning
Start your day with a visit to the New England Aquarium. Explore its impressive exhibits featuring marine life from around the world.
Afternoon
Afterward, take a walk along the nearby Harborwalk. Enjoy scenic views of Boston Harbor and stop by some of the waterfront parks along the way. Have lunch at one of the waterfront cafes.
Evening
For dinner, dine at Row 34, an oyster bar known for its fresh seafood and casual yet stylish ambiance.
Bedtime
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Barcelona 24 or 48-Hour Hop-On Hop-Off Bus Tour
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Historic Trails and Iconic Sites
Morning
Begin your day with a visit to the Copp's Hill Burying Ground. This historic cemetery offers insights into Boston's colonial past.
Afternoon
Next, head over to Fenway Park, one of America's most iconic baseball stadiums. Take a guided tour or catch an afternoon game if available. Enjoy lunch at one of the nearby sports bars or cafes.
Evening
End your day with dinner at Mamma Maria, an Italian restaurant located in the historic North End.
Bedtime
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San Francisco Castro LGBTQ Walking Tour
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Fenway Park
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Final Day of Boston Exploration
Morning
Start your final day with a visit to the Boston Public Garden. Take a peaceful stroll through the beautiful landscapes and enjoy the iconic Swan Boats.
Afternoon
Next, head over to Boston Public Library, one of the oldest public libraries in America. Explore its stunning architecture and vast collection of books. Enjoy lunch at one of the nearby cafes.
Evening
End your trip with a memorable dinner at Mistral Bistro, known for its French-inspired cuisine and elegant setting.
Bedtime
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Boston Public Garden
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Boston Public Library
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Exploring Cambridge
Morning
Begin your day with a visit to Kendall Square. This vibrant area is known for its innovation and technology companies. Take a stroll around and enjoy the modern architecture.
Afternoon
After exploring Kendall Square, head over to Longfellow House (Washington's Headquarters). This historic site offers guided tours that delve into its rich history.
Evening
For dinner, make a reservation at Alden & Harlow, located in Harvard Square. This restaurant offers creative American dishes in a rustic-chic setting.
Bedtime
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Kendall Square
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Santa Ana Volcano Hiking Tour + Coatepeque Lake Sightseeing
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Academic Exploration in Cambridge
Morning
Start your day with a visit to John Harvard Statue located in Harvard Yard. It's an iconic spot perfect for photos.
Afternoon
Next, head over to Harvard Museum of Natural History. Explore fascinating exhibits ranging from dinosaurs to gemstones. Enjoy lunch at one of Harvard Square's many cafes.
Evening
For dinner, dine at Sarma, known for its Mediterranean-inspired small plates and vibrant atmosphere.
Bedtime
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John Harvard Statue
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Harvard Museum of Natural History
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