4-Day Family-Friendly Foodie Itinerary in Boston, Massachusetts

Day 1: Explore Historic Boston

Boston, USA

8:00AM

Breakfast at Flour Bakery

Start your culinary journey with a delicious breakfast at Flour Bakery, known for its famous sticky buns and hearty breakfast sandwiches.
Located in the Fort Point neighborhood, a short walk from many downtown hotels.
USD15, 1 hour

9:15AM

Freedom Trail Walk

Join a guided tour of the Freedom Trail, which takes you to 16 historical sites that tell the story of America’s founding.
The starting point is at Boston Common, easily accessible by subway.
USD20, 3 hours

12:30PM

Lunch at Quincy Market

Enjoy lunch at Quincy Market, where you can explore diverse food stalls offering everything from lobster rolls to clam chowder.
A short walk from the conclusion of the Freedom Trail.
USD25, 1.5 hours

2:00PM

New England Aquarium

Visit the New England Aquarium, where kids can marvel at penguins and sea turtles up close.
A quick 15-minute walk from Quincy Market.
USD32, 2 hours

4:30PM

Take a Harbor Cruise

Relax on a scenic harbor cruise, offering a beautiful view of the Boston skyline and a charming perspective of the city’s waterfront.
Board the cruise at the Long Wharf, just minutes from the aquarium.
USD30, 1.5 hours

6:30PM

Dinner at Legal Sea Foods

End your day with a classic dinner at Legal Sea Foods, famous for its fresh New England clam chowder and seafood dishes.
Located near the aquarium, easily walkable.
USD50, 1.5 hours
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Day 2: Culture and Parks

Boston, USA

8:00AM

Breakfast at Tatte Bakery

Enjoy a delightful breakfast at Tatte Bakery, famous for its delicious pastries and fresh-brewed coffee.
Take the subway to Kendall/MIT station and walk a few minutes.
USD15, 1 hour

9:00AM

Museum of Science

Explore the Museum of Science, filled with engaging exhibits including hands-on activities, a planetarium, and live demonstrations.
Just a 15-minute walk from Tatte Bakery.
USD29, 3 hours

12:30PM

Lunch at The Fours

Enjoy a hearty lunch at The Fours, known for its family-friendly atmosphere and fantastic burgers.
A short subway ride back toward Boston Common.
USD20, 1.5 hours

2:00PM

Boston Public Garden

Stroll through the beautiful Boston Public Garden, where the kids can enjoy the swan boats and gorgeous plantings.
Directly accessible on foot from The Fours.
Free, 2 hours

4:30PM

Duck Tour

Experience a Boston Duck Tour, a unique way of seeing the sights by both land and water.
Tour departs from the corner of Charles and Boylston Streets, nearby.
USD38, 1.5 hours

6:30PM

Dinner at Mamma Maria's

Savor authentic Italian cuisine at Mamma Maria's in the North End, a perfect finish to a delightful day.
Accessible via a quick subway ride to North End.
USD60, 1.5 hours
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Day 3: Discover Cambridge

Cambridge, USA

8:00AM

Breakfast at Flour Bakery

Return to Flour Bakery for breakfast and try their amazing tarts and quiches.
Head back to Flour Bakery in Fort Point or visit their Harvard Square location.
USD15, 1 hour

9:00AM

Harvard University Tour

Take a walking tour of historic Harvard University with knowledgeable student guides sharing fascinating facts.
Easily reachable by subway to Alewife and then take the red line.
USD15, 2 hours

11:30AM

Harvard Square Shopping

Enjoy the vibrant shops in Harvard Square, where families can find unique souvenirs and local crafts.
Close to the Harvard University campus.
Free, 1.5 hours

1:00PM

Lunch at Tasty Burger

Dig into delicious, locally crafted burgers and shakes at Tasty Burger for a casual family lunch.
Located near the shops on Harvard Square.
USD25, 1 hour

2:30PM

MIT Museum

Visit the MIT Museum, where kids can explore exciting exhibits in technology, science, and art.
Short subway ride to Kendall/MIT station.
USD10, 2 hours

5:00PM

Dinner at The East Coast Grill

Enjoy a vibrant dining experience with fresh seafood and a family-friendly menu at The East Coast Grill.
Head to Inman Square, a short cab ride from MIT.
USD45, 1.5 hours
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Day 4: Final Boston Sights

Boston, USA

8:00AM

Breakfast at The Paramount

Indulge in a comforting breakfast at The Paramount, known for its pancakes and hearty sandwiches.
Located in Beacon Hill, a pleasant walk from downtown.
USD18, 1 hour

9:00AM

Isabella Stewart Gardner Museum

Visit the Isabella Stewart Gardner Museum, an enchanting place with stunning art and a beautiful garden courtyard.
Short walk or subway ride from the breakfast location.
USD20, 2 hours

11:30AM

Boston Tea Party Ships and Museum

Engage in an interactive experience at the Boston Tea Party Ships and Museum, where history comes alive.
About a 15-minute walk from the museum.
USD32, 1.5 hours

1:00PM

Lunch at The Barking Crab

Enjoy a casual lunch at The Barking Crab, set right on the waterfront where kids can enjoy the lively setting.
An easy walk from the Boston Tea Party Ships and Museum.
USD35, 1.5 hours

3:00PM

Fenway Park Tour

Experience a tour of the iconic Fenway Park, one of the oldest baseball stadiums in America.
Take the subway to Kenmore station.
USD25, 2 hours

5:30PM

Dinner at Sam LaGrassa's

Conclude your Boston adventure with sandwich excellence at Sam LaGrassa's, renowned for its pastrami and corned beef.
Located downtown, a short subway ride from Fenway Park.
USD30, 1.5 hours
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