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5-Day Coastal and Inland New England Adventure Itinerary
Last updated: 2024 Jun 14Exploring Historic Boston
Morning
Start your day with a visit to Freedom Trail, a 2.5-mile-long path through downtown Boston that 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
Head over to Faneuil Hall Marketplace for lunch and some shopping. This historic market is filled with shops, eateries, and street performers. Enjoy lunch at Neptune Oyster, known for its fresh seafood and vibrant atmosphere.
Evening
In the evening, explore Boston North End, Boston's oldest residential community. Wander through its narrow streets and enjoy dinner at Mamma Maria, a highly-rated Italian restaurant offering delicious cuisine in a cozy setting.
Bedtime
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4.54Freedom Trail
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Freedom Trail
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4.59Faneuil Hall Marketplace
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Faneuil Hall Marketplace
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4.51Boston North End
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Boston North End
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Cambridge and Cultural Gems
Morning
Begin your day in Cambridge with a visit to Harvard University. Take a stroll around Harvard Yard and see the iconic John Harvard Statue.
Afternoon
After exploring Harvard, head over to MIT Museum to delve into fascinating exhibits on science and technology. For lunch, stop by Myers+Chang in Boston's South End for some creative Asian-inspired dishes.
Evening
Spend your evening at Boston Symphony Hall, one of the world's most renowned concert halls. Enjoy a performance by the Boston Symphony Orchestra or another scheduled event. For dinner, dine at No. 9 Park, offering refined French and Italian cuisine.
Bedtime
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Harvard University
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3.69John Harvard Statue
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John Harvard Statue
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4.91MIT Museum
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MIT Museum
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Boston Symphony Hall
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Historic and Modern Boston
Morning
Start your day with a visit to Boston Public Garden, the first public botanical garden in America. Take a leisurely stroll through its beautifully landscaped grounds and enjoy the serene atmosphere.
Afternoon
Head over to Museum of Science Boston for an engaging afternoon exploring interactive exhibits on science and technology. For lunch, stop by Alden & Harlow, known for its creative American dishes and vibrant ambiance.
Evening
In the evening, explore Beacon Hill, one of Boston's most picturesque neighborhoods with its narrow streets and historic homes. Enjoy dinner at Oleana, offering Mediterranean-inspired cuisine in a cozy setting.
Bedtime
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Boston Public Garden
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3.99Museum of Science Boston
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Museum of Science Boston
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4.49Beacon Hill
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Beacon Hill
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Seaside Escape to Portsmouth
Morning
Drive up to Portsmouth in the morning (about 1 hour from Boston). Start your day with a walk around Prescott Park along the waterfront for beautiful views of the Piscataqua River.
Afternoon
Visit Strawbery Banke Museum, an outdoor history museum featuring restored buildings from four centuries of New Hampshire history. Have lunch at The Friendly Toast for some hearty comfort food.
Evening
In the evening, explore Market Square with its charming shops and cafes. Enjoy dinner at Black Trumpet Bistro for farm-to-table cuisine in an intimate setting.
Bedtime
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Coastal Charm of Portland
Morning
Drive up to Portland (about 1 hour from Portsmouth). Begin your day with a visit to Portland Head Light at Fort Williams Park for stunning coastal views.
Afternoon
Explore Old Port district with its cobblestone streets lined with boutiques and restaurants. Have lunch at Eventide Oyster Co., famous for its fresh oysters and seafood dishes.
Evening
End your day with a sunset cruise along Casco Bay or simply relax by the waterfront. Dine at Fore Street Restaurant known for its wood-fired dishes made from local ingredients.
Bedtime
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