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Historical Boston and Coastal Cape Cod in 5 Days

Historical Boston and Coastal Cape Cod in 5 Days Itinerary

Last updated: 2024 Jun 14

Historic Boston Walking Tour and Seafood Delights

Morning
Start your day with a guided walking tour of the Freedom Trail, visiting iconic sites like the Massachusetts State House, Faneuil Hall, and the USS Constitution.
Afternoon
For lunch, savor the fresh seafood at Neptune Oyster. Afterward, explore the New England Aquarium and take a leisurely stroll in the Boston Public Garden.
Evening
In the evening, enjoy a delightful dinner at Union Oyster House, the oldest operating restaurant in the United States, known for its seafood. After dinner, take a Boston Harbor Sunset Cruise to see the city from the water.
Bedtime
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Visit Boston Guided Walking Tour of the Freedom Trail in Boston, Massachusetts
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Freedom Trail

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Visit Massachusetts State House in Boston, Massachusetts
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Massachusetts State House

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Revolutionary Boston and Culinary Delights

Morning
Begin your day with a visit to the Boston Tea Party Ships & Museum followed by a guided tour of Fenway Park, home of the Boston Red Sox.
Afternoon
For lunch, enjoy a classic lobster roll at Row 34. Afterward, explore the Isabella Stewart Gardner Museum.
Evening
Indulge in a fine dining experience at Oleana, known for its Mediterranean-inspired cuisine. After dinner, take a Boston Harbor Champagne Sunset Sail for a romantic end to the day.
Bedtime
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Visit Boston Tea Party Ships & Museum in Boston, Massachusetts
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Boston Tea Party Ships & Museum

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Visit Fenway Park in Boston, Massachusetts
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Fenway Park

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Literary and Academic Boston

Morning
Afternoon
For lunch, try the famous clam chowder at Legal Sea Foods. Afterward, take a leisurely walk in the Arnold Arboretum.
Evening
Enjoy a cozy dinner at Myers + Chang, offering a blend of Chinese, Taiwanese, Thai, and Vietnamese cuisine. After dinner, attend a performance at the Symphony Hall.
Bedtime
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Visit Boston Public Library in Boston, Massachusetts
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Boston Public Library

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John F. Kennedy Presidential Library and Museum

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Beach Day and Coastal Charm in Cape Cod

Morning
Take a day trip to Cape Cod and spend the morning relaxing on the beaches of Provincetown.
Afternoon
For lunch, enjoy a seafood feast at The Lobster Pot. Afterward, explore the quaint shops and art galleries in Provincetown.
Evening
Watch the sunset at Herring Cove Beach before heading to The Mews Restaurant & Cafe for a dinner with a view.
Bedtime
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Visit Boston Common in Cape Cod, Massachusetts
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Herring Cove Beach

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Harvard and Cambridge Exploration

Morning
Take a morning tour of Harvard University and visit the Harvard Museum of Natural History.
Afternoon
For lunch, experience the local flavors at Giacomo's Ristorante. Afterward, explore the vibrant neighborhood of Harvard Square.
Evening
Conclude your trip with a farewell dinner at Toro, known for its Spanish tapas. After dinner, take a leisurely walk along the Charles River.
Bedtime
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Visit Harvard University in Boston, Massachusetts
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Harvard University

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Harvard Museum of Natural History

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