5-Day Family-Friendly Itinerary in Boston: Culture, Food, and Relaxation

Day 1: Exploring Downtown

Boston, MA

9:00AM

Breakfast at Flour Bakery

Start your day with delicious pastries and breakfast sandwiches at Flour Bakery, a local favorite famous for its fresh and innovative menu.
Walk around the corner from your accommodations.
USD20, 1 hour

10:30AM

Freedom Trail Tour

Join a guided tour of the Freedom Trail, where you'll explore Boston's rich history and visit iconic sites like Boston Common and Paul Revere's House.
The tour usually starts near Boston Common.
USD25 per adult, USD15 per child, 2.5 hours

1:00PM

Lunch at Quincy Market

Enjoy a casual lunch at Quincy Market, offering diverse food stalls and a vibrant atmosphere perfect for the whole family.
Walk to Quincy Market from the Freedom Trail endpoint.
USD60, 1.5 hours

3:00PM

New England Aquarium

Spend the afternoon at the New England Aquarium, where kids can marvel at marine life and watch a 3D IMAX film.
Take the T (Blue Line) towards Government Center.
USD30 per adult, USD22 per child, 3 hours

6:30PM

Dinner at Legal Sea Foods

Indulge in a classic New England seafood dinner at Legal Sea Foods, known for its fresh catch and stunning waterfront views.
A short walk from the aquarium.
USD80, 1.5 hours
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Day 2: Cultural and Historical Immersion

Boston, MA

8:30AM

Breakfast at Tatte Bakery

Experience European-inspired breakfast treats and specialty coffee at Tatte Bakery, perfect for families to start the day.
Take the T to Kendall Station and walk.
USD25, 1 hour

10:00AM

Boston Children's Museum

Visit the Boston Children's Museum, offering interactive exhibits that engage children and allow for creative exploration.
Take the T to South Station then a short walk.
USD20 per person, 2 hours

12:30PM

Lunch at The Barking Crab

Savor a fun and casual lunch with fresh seafood at The Barking Crab, known for its outdoor seating and lively atmosphere.
A quick ride or walk from the museum.
USD70, 1.5 hours

2:30PM

Museum of Fine Arts

Explore the Museum of Fine Arts to view remarkable collections of art spanning different cultures and eras.
Take the Green Line towards Kenmore Station.
USD27 per adult, USD10 per child, 3 hours

6:00PM

Dinner at Otto Pizzeria

Relax with a family-friendly dinner at Otto Pizzeria, where you can enjoy creative toppings and delicious pies.
Take the T to the nearest station.
USD60, 1.5 hours
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Day 3: Visit to Cambridge

Cambridge, MA

9:00AM

Breakfast at Clover Food Lab

Fuel up with fresh and creative breakfast options at Clover Food Lab, a popular vegetarian hotspot.
Take the T to Alewife and transfer to a bus.
USD20, 1 hour

10:30AM

Harvard University Tour

Embark on a guided tour of Harvard University, where you can learn about its history and the campus culture.
Walk to Harvard Yard from breakfast.
USD25 per adult, Free for children, 2 hours

1:00PM

Lunch at Bartley's Burger Cottage

Enjoy famous burgers and milkshakes at Bartley's Burger Cottage, a true local gem for families.
Short walk from Harvard Yard.
USD50, 1.5 hours

3:00PM

Exploring Harvard Art Museums

After lunch, dive into culture at the Harvard Art Museums, showcasing an exceptional collection of art and artifacts.
Just a short walk from Bartley's.
USD15 per adult, Free for children, 2 hours

6:00PM

Dinner at The Charles Hotel

Finish the day with a delightful meal at the Charles Hotel, which offers a variety of dining options for every palate.
A short walk from the museums.
USD90, 1.5 hours
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Day 4: Nature and Relaxation

Boston, MA

9:00AM

Breakfast at The Paramount

Kick off your day with a hearty breakfast at The Paramount, boasting classic dishes in a cozy setting.
Take the T to Charles/MGH.
USD25, 1 hour

10:30AM

Boston Public Garden

Enjoy a serene stroll or a swan boat ride in the Boston Public Garden, experiencing the beautiful landscape.
Walk to the garden from breakfast.
USD15 for swan boats, 2 hours

1:00PM

Lunch at Beantown Pub

Dine at Beantown Pub, where you can enjoy classic pub fare and the atmosphere of a family-friendly Irish pub.
Take a short walk from the garden.
USD50, 1.5 hours

3:00PM

Museum of Science

Spend the afternoon at the Museum of Science, filled with fun, interactive exhibits for all ages.
Take the T from Government Center to Science Park.
USD29 per adult, USD24 per child, 3 hours

6:30PM

Dinner at The Capital Grille

Savor an upscale dinner at The Capital Grille, known for its fine wines and expertly prepared steaks.
A short ride back to the downtown area.
USD150, 1.5 hours
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Day 5: Final Day of Discovery

Boston, MA

9:00AM

Breakfast at Mike's Pastry

Enjoy delightful pastries at Mike's Pastry, famous for its cannoli and traditional pastries, perfect for a sweet morning treat.
Head to the North End by T or walking.
USD15, 1 hour

10:30AM

Explore Boston’s North End

Wander through the North End, experiencing the rich Italian heritage and architecture, visiting local shops and bakeries.
Walk around the North End area.
Free, 2 hours

1:00PM

Lunch at Neptune Oyster

Treat yourselves to a seafood lunch at Neptune Oyster, known for its fresh oysters and cozy atmosphere.
A short walk from the North End.
USD80, 1.5 hours

3:00PM

Boston Tea Party Ships and Museum

Experience the interactive exhibit at the Boston Tea Party Ships and Museum where history comes alive; perfect for families!
Walk to the harbor from lunch.
USD30 per adult, USD20 per child, 2 hours

6:00PM

Dinner at Union Oyster House

Revitalize your last evening with dinner at the historic Union Oyster House, one of America's oldest restaurants, serving traditional New England fare.
Walk back towards the city center.
USD100, 1.5 hours
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