4-Day Boston Foodie Experience Itinerary

Day 1: Boston’s Historic Harmony

Boston, USA on May 23, 2025

8:00AM

Breakfast at Flour Bakery

Start your day with a delicious breakfast at Flour Bakery, known for its incredible sticky buns and savory egg sandwiches.
Take the subway to Kendall/MIT station; it's a short walk from there.
USD 15, 1 hour

9:30AM

Freedom Trail Walk

Embark on the Freedom Trail, a 2.5-mile walk through iconic historic sites including Boston Common and the Old State House.
Walk from Flour Bakery to the Boston Common, the starting point of the trail.
Free, 2 hours

12:00PM

Lunch at Union Oyster House

Savor a classic New England experience with a seafood lunch at Union Oyster House, the oldest continuously operating restaurant in the U.S.
A short walk from the Freedom Trail.
USD 25, 1.5 hours

2:00PM

Visit Faneuil Hall Marketplace

Explore the vibrant Faneuil Hall Marketplace, filled with shops, local artisans, and food stalls offering diverse tastes.
A 10-minute walk from Union Oyster House.
Free, 2 hours

4:30PM

Boston Tea Party Ships & Museum

Experience the Boston Tea Party reenactment and explore the interactive exhibits at the museum.
A 15-minute walk from Faneuil Hall.
USD 30, 1.5 hours

6:00PM

Dinner at Legal Sea Foods

Indulge in fresh seafood for dinner at Legal Sea Foods, renowned for its clam chowder.
A quick cab ride from the museum.
USD 35, 2 hours

8:30PM

Evening Stroll along the Charles River Esplanade

Wind down your day with a peaceful evening stroll along the scenic Charles River Esplanade.
A taxi will take you there in about 10 minutes.
Free, 1 hour
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Day 2: Culinary Delights

Boston, USA on May 24, 2025

9:00AM

Breakfast at The Paramount

Enjoy a hearty breakfast at The Paramount, famous for its mouthwatering pancakes and fresh egg dishes.
Short walk from your hotel if in Downtown.
USD 18, 1 hour

10:30AM

Cooking Class at The Boston Center for Adult Education

Join a cooking class to master a classic Boston recipe while making new friends in this enjoyable experience.
Short taxi ride to the center.
USD 85, 3 hours

2:00PM

Lunch at Eataly Boston

Savor the flavors of Italy with a leisurely lunch at Eataly, where you can sample authentic Italian pasta dishes.
A 15-minute taxi or Uber ride from the cooking center.
USD 30, 2 hours

4:30PM

Explore the North End

Stroll through the North End, Boston's Little Italy, and enjoy the historic charm and neighborhoods lined with restaurants and cafes.
A 10-minute walk from Eataly.
Free, 1.5 hours

6:00PM

Dinner at Giacomo's Ristorante

Experience authentic Italian cuisine at Giacomo’s, known for its lobster ravioli and cozy ambiance.
Just a short walk from the North End.
USD 40, 2 hours

8:30PM

Dessert at Mike's Pastry

End your day with a famous cannoli from Mike's Pastry, a must-try in Boston's North End.
A short walk from Giacomo's.
USD 8, 30 minutes
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Day 3: Art & Flavor

Boston, USA on May 25, 2025

9:00AM

Breakfast at Tatte Bakery & Cafe

Start your day with a delightful breakfast at Tatte, renowned for its beautiful pastries and Israeli-inspired dishes.
A taxi or Uber ride to the cafe.
USD 15, 1 hour

10:30AM

Visit the Museum of Fine Arts

Discover an impressive collection of artwork at the Museum of Fine Arts, including renowned pieces from various cultures.
Take a taxi from Tatte to the museum.
USD 25, 2.5 hours

1:00PM

Lunch at The Capital Grille

Indulge in a sumptuous lunch with high-quality steaks and seafood at The Capital Grille.
10-minute taxi from the museum.
USD 40, 1.5 hours

3:00PM

Explore Boston's Back Bay

Wander through the beautiful Back Bay area, famous for its historic brownstones and unique shops.
A short walk around the Capital Lounge area.
Free, 2 hours

5:30PM

Dinner at Atlantic Fish Company

Enjoy the catch of the day at Atlantic Fish Company, set in a casual, nautical-themed environment.
A quick cab ride from Back Bay.
USD 35, 2 hours

8:00PM

Evening at Boston Symphony Orchestra

Experience a magical evening filled with beautiful music at the renowned Boston Symphony Orchestra.
5-minute walk from the restaurant.
USD 75, 2 hours
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Day 4: Shopping and Final Flavors

Boston, USA on May 26, 2025

8:30AM

Breakfast at Trident Booksellers & Cafe

Enjoy a cozy breakfast with fresh coffee and delicious breakfast sandwiches in a unique bookstore cafe.
Taxi to the cafe in the Back Bay.
USD 16, 1 hour

10:00AM

Shopping on Newbury Street

Spend your morning shopping along Newbury Street, a style-savvy district lined with boutiques and shops.
Short walk from Trident.
Free, 2.5 hours

12:30PM

Lunch at Duke's Boston

Delight in a flavorful lunch at Duke's, recognized for its English-style dinner offerings and burgers.
A short walk from Newbury Street.
USD 25, 1.5 hours

2:00PM

Visit Boston Public Garden

Relax in the tranquil surroundings of Boston Public Garden, the perfect spot to unwind.
A quick walk from Duke's.
Free, 1.5 hours

4:00PM

Final Sweet at Flour Bakery

Indulge in one last sweet treat at Flour Bakery to conclude your Boston food journey.
A taxi will take you back to Flour Bakery.
USD 10, 30 minutes

5:00PM

Departure

As your delightful foodie journey comes to an end, make your way back to your accommodation or the airport.
Depending on your destination, plan your transportation ahead.
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