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Boston 5-Day Adventure

Boston 5-Day Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning
Start your day with a visit to the Freedom Trail, a 2.5-mile-long path through downtown Boston that passes by 16 locations significant to the history of the United States. This is a great way to get an overview of the city's rich history and see some of its most important landmarks.
Afternoon
Head over to Faneuil Hall Marketplace for lunch and some shopping. This historic marketplace has been a meeting hall since 1743 and now houses various shops, eateries, and street performers. Enjoy lunch at Union Oyster House, one of America's oldest restaurants known for its seafood dishes.
Evening
In the evening, take a leisurely stroll through Boston Public Garden, America's first public botanical garden. Then, dine at Oleana, which offers Mediterranean-inspired dishes in a cozy setting.
Bedtime
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Cultural and Academic Insights

Morning
Begin your day with a visit to the MIT Museum. This museum showcases fascinating exhibits on science and technology from one of the world's leading research institutions.
Afternoon
After exploring MIT, head over to nearby Kendall Square for lunch at Myers + Chang, an Asian-inspired eatery known for its creative small plates.
Evening
Spend your evening exploring Harvard University and Harvard Square. Visit the iconic John Harvard Statue and enjoy dinner at Giulia, an Italian restaurant renowned for its handmade pasta.
Bedtime
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Historic Sites and Waterfront Views

Morning
Start your day with a visit to the historic Paul Revere House, which offers insights into the life of this American patriot.
Afternoon
Head over to the waterfront area for lunch at Neptune Oyster, famous for its fresh seafood. Afterward, explore the nearby New England Aquarium.
Evening
In the evening, take a walk along Quincy Market before heading to dinner at Row 34, another top-rated seafood restaurant in Boston.
Bedtime
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Artistic Endeavors and Scenic Spots

Morning
Begin your day with a visit to Copley Square, home to several architectural landmarks including Trinity Church and Boston Public Library. Enjoy breakfast or brunch at Tatte Bakery & Cafe nearby.
Afternoon
Spend your afternoon exploring Beacon Hill's charming streets before having lunch at No. 9 Park, known for its French-Italian cuisine.
Evening
End your day with an evening visit to Fenway Park if there's a game or simply enjoy dinner at The Capital Grille located nearby.
Bedtime
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Final Day of Boston Adventures

Morning
Start your final day in Boston with a visit to the Boston Common, the oldest city park in the United States. Enjoy a peaceful morning walk and take in the beautiful surroundings. For breakfast, head to Tatte Bakery & Cafe for some delicious pastries and coffee.
Afternoon
In the afternoon, explore the Museum of Science Boston. This museum offers interactive exhibits and fascinating displays that are perfect for all ages. For lunch, visit Alden & Harlow, known for its creative American cuisine.
Evening
Conclude your trip with an evening at Boston Symphony Hall. Enjoy a performance by the renowned Boston Symphony Orchestra. For dinner, dine at Toro Boston, a Spanish tapas restaurant offering a vibrant atmosphere and delectable dishes.
Bedtime
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