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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start the day by walking the Freedom Trail, a 2.5-mile path through historic sites that tells the story of the American Revolution. Begin at Boston Common and follow the trail to the Boston Tea Party Ships & Museum.

Afternoon

Head to the North End, Boston's Little Italy, for lunch at Giacomo's. After lunch, explore the neighborhood's narrow streets and visit the Paul Revere House and the Old North Church.

Evening

Catch a Red Sox game at Fenway Park, one of the oldest baseball stadiums in the country. Before the game, grab a drink at Bleacher Bar, located inside the stadium and offering a unique view of the field.

Bedtime

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Morning

Visit the Museum of Fine Arts, home to an impressive collection of art from around the world. After the museum, take a stroll through the nearby Fenway Victory Gardens.

Afternoon

For lunch, head to Union Oyster House, the oldest continuously operating restaurant in the United States. After lunch, visit the USS Constitution Museum and take a tour of "Old Ironsides."

Evening

Have dinner at Neptune Oyster, a small seafood spot that's worth the wait. After dinner, head to the nearby Charles River Esplanade for a sunset stroll.

Bedtime

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Morning

Start the day with a tour of the Massachusetts State House, the seat of government for the Commonwealth of Massachusetts. After the tour, visit the Boston Public Library, a beautiful and historic building.

Afternoon

For lunch, head to Quincy Market, a historic market filled with food vendors and shops. After lunch, take a harbor cruise to see Boston from the water.

Evening

Have dinner at Oleana, a Mediterranean-inspired restaurant in Cambridge. After dinner, catch a show at the historic and intimate Regattabar jazz club.

Bedtime

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Morning

Visit the Isabella Stewart Gardner Museum, a beautiful and unique museum filled with art and artifacts from around the world. After the museum, take a walk through the nearby Back Bay neighborhood.

Afternoon

For lunch, head to Flour Bakery + Cafe, a local favorite known for its sandwiches and pastries. After lunch, visit the John F. Kennedy Presidential Library and Museum for a look at the life and legacy of the 35th U.S. president.

Evening

Have dinner at Legal Sea Foods, a Boston institution known for its fresh seafood. After dinner, take a stroll through the historic Beacon Hill neighborhood.

Bedtime

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Morning

Start the day at the Boston Public Market, a year-round indoor market featuring local food vendors and artisans. After the market, visit the New England Aquarium to see a variety of marine life.

Afternoon

For lunch, head to Sam LaGrassa's, a classic deli known for its sandwiches. After lunch, take a walk through the Boston Common and Public Garden.

Evening

Have dinner at No. 9 Park, a cozy and romantic spot with a focus on seasonal and local ingredients. After dinner, head to The Beehive for live music and cocktails.

Bedtime

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