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Boston Adventure: 5 Days of Exploration Itinerary
Last updated: 2024 Jun 14Historic Boston Unveiled
Morning
Start your Boston adventure with a visit to Freedom Trail. This iconic 2.5-mile-long path through downtown Boston passes by 16 locations significant to the history of the United States. Begin your journey at the Boston Common, America's oldest public park, and make your way through historic sites such as the Massachusetts State House and the Granary Burying Ground. For breakfast, stop by Tatte Bakery & Cafe for a delicious pastry and coffee.
Afternoon
After exploring the Freedom Trail, head over to Faneuil Hall Marketplace for lunch at Union Oyster House, one of America's oldest restaurants. Enjoy some classic New England clam chowder or fresh oysters. Spend some time shopping and soaking in the vibrant atmosphere of this historic marketplace.
Evening
In the evening, take part in Boston History Pub Crawl Tour Along the Freedom Trail. This tour combines history with a visit to some of Boston's oldest pubs. End your day with dinner at The Bell in Hand Tavern, known for its lively atmosphere and historical significance.
Bedtime
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4.54Freedom Trail
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4.54Freedom Trail
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4.59Faneuil Hall Marketplace
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4.59Faneuil Hall Marketplace
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Cultural Treasures and Scenic Views
Morning
Begin your second day with a visit to Museum of Science Boston. This museum offers interactive exhibits that are perfect for all ages. Afterward, enjoy breakfast at The Friendly Toast, known for its quirky decor and hearty meals.
Afternoon
Head over to Cambridge in the afternoon to explore Harvard University. Take a student-led tour to learn about the history and culture of this prestigious institution. For lunch, dine at Beat Brasserie, which offers a unique blend of American cuisine with a bohemian vibe.
Evening
Return to Boston for an evening cruise on the harbor with Boston Harbor Sunset Yacht Cruise. This relaxing cruise offers stunning views of the city skyline as you sail through Boston Harbor. Cap off your night with dinner at Legal Harborside, where you can enjoy fresh seafood while overlooking the water.
Bedtime
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3.99Museum of Science Boston
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3.99Museum of Science Boston
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4.25Harvard University
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4.25Harvard University
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Architectural Marvels and Academic Excellence
Morning
Start your day by visiting Massachusetts Institute of Technology (MIT) in Cambridge. Explore its impressive campus and innovative architecture. Grab breakfast at Flour Bakery & Cafe, known for its delicious pastries and coffee.
Afternoon
In the afternoon, visit Kendall Square, an area known for its tech startups and vibrant atmosphere. Have lunch at Area Four, famous for its wood-fired pizzas. Afterward, take part in an engaging activity: Cambridge Explore Harvard University on a Student-Led Tour, which will give you deeper insights into Harvard's history.
Evening
End your day back in Boston with a visit to Beacon Hill's charming streets before heading to dinner at No. 9 Park, offering exquisite French-Italian cuisine in an elegant setting.
Bedtime
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4.33Massachusetts Institute of Technology (MIT)
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4.33Massachusetts Institute of Technology (MIT)
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4.82Kendall Square
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4.82Kendall Square
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Historic and Modern Boston
Morning
Begin your day with a visit to Boston Public Garden, the first public botanical garden in America. Stroll through its beautifully landscaped grounds and take a ride on the famous Swan Boats. For breakfast, stop by Paramount, a local favorite known for its hearty breakfast options.
Afternoon
After enjoying the serene atmosphere of the Public Garden, head over to Copley Square. This historic square is surrounded by architectural marvels such as Trinity Church and the Boston Public Library. Have lunch at Atlantic Fish Company, where you can savor fresh seafood dishes. After lunch, explore Copley Place, an upscale shopping destination.
Evening
In the evening, embark on Boston North End Food Experience with Pizza, Meats & Cheese. This guided tour will take you through Boston's historic North End, where you'll sample delicious Italian cuisine and learn about the area's rich history. End your day with dinner at Mamma Maria, a charming Italian restaurant in the heart of the North End.
Bedtime
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4.52Boston Public Garden
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4.52Boston Public Garden
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4.38Copley Square
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4.38Copley Square
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Revolutionary History and Waterfront Views
Morning
Start your final day in Boston with a visit to Boston Tea Party Ships & Museum. This interactive museum offers a unique experience where you can relive one of the most pivotal events in American history. Enjoy breakfast at Flour Bakery & Cafe, known for its scrumptious pastries and coffee.
Afternoon
In the afternoon, head to Charlestown to explore Bunker Hill Monument and learn about its significance in the American Revolution. Have lunch at Warren Tavern, one of the oldest taverns in Massachusetts that dates back to 1780. Afterward, visit Charlestown Navy Yard and tour the USS Constitution, America's oldest commissioned warship afloat.
Evening
Conclude your trip with a relaxing evening activity: Boston Harbor Champagne Sunset Sail from Rowes Wharf. This elegant sail offers stunning views of Boston's skyline as you sip on champagne. For your final dinner in Boston, dine at Row 34, renowned for its oysters and seafood dishes.
Bedtime
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4.22Boston Tea Party Ships & Museum
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4.22Boston Tea Party Ships & Museum
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4.38Bunker Hill Monument
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4.38Bunker Hill Monument
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