Boston, USA 2 Day Itinerary

Day 1: Exploring Historic Boston

Morning:

  • Start your day at the Freedom Trail, a 2.5-mile-long path passing by 16 locations significant to the history of the United States. (Freedom Trail)
  • Visit Boston Common and Park Street Church.
  • Stop by Massachusetts State House, an iconic building with a beautiful golden dome.

Lunch:

  • Head to Quincy Market, enjoy a variety of food options, including clam chowder, lobster rolls, and other New England specialties. (Quincy Market)

Afternoon:

  • Take a stroll around Faneuil Hall Marketplace, a historic site where many significant events took place in American history.
  • Visit the USS Constitution Museum, dedicated to the oldest commissioned naval vessel still afloat in the world, USS Constitution. (USS Constitution Museum)
  • Explore the North End, Boston’s Little Italy, and enjoy some cannoli or gelato at one of the many local shops.

Dinner:

  • Dine at Olive & Grace, offering delicious Mediterranean cuisine with a beautiful waterfront view. (Olive & Grace)

Evening:

Day 2: Modern Boston and Fenway Park

Morning:

  • Begin your day with breakfast at Tatte Bakery & Cafe, known for its delicious pastries and coffee. (Tatte Bakery & Cafe)
  • Visit the Isabella Stewart Gardner Museum, an art museum housed in a historic Venetian-style palace. (Isabella Stewart Gardner Museum)

Lunch:

  • Grab lunch at My Thai Café, located near the museum, offering delicious and authentic Thai cuisine. (My Thai Café)

Afternoon:

  • Head to Fenway Park for a Red Sox game or a tour of the legendary baseball stadium. (Red Sox Schedule & Tours)
  • If there’s no game, explore the surrounding Kenmore Square neighborhood and visit the Boston College Lynch School of Education and Human Development, designed by architect I.M. Pei.

Dinner:

  • Dine at Toro, a modern Spanish tapas restaurant from renowned chef Ken Oringer. (Toro)

Evening:

  • End your day with a visit to the Museum of Fine Arts, one of the largest museums in the United States, featuring art from all cultures and time periods. (Museum of Fine Arts)

Transportation:

  • The best way to get around Boston is by using public transportation, the MBTA (or “the T”), which includes subway lines, buses, and commuter rail. You can purchase a CharlieCard for unlimited rides during your stay. (MBTA)
  • For longer trips or sightseeing, consider using the Boston Duck Tours, which combine both land and water travel in an amphibious vehicle. (Boston Duck Tours)

Where to Stay:

  • The Fairmont Copley Plaza is a historic hotel located in the Back Bay neighborhood, offering luxury accommodations and beautiful views of Boston Common. (Fairmont Copley Plaza)
  • For a more budget-friendly option, consider the Hotel 140 in Kenmore Square, offering comfortable rooms and convenient access to Fenway Park and other attractions. (Hotel 140)

Things to Know:

  • Bostonians are friendly but reserved; don’t be afraid to ask for directions or recommendations, but remember to respect their space.
  • Boston is known for its strong accents and unique vocabulary; don’t hesitate to ask if you don’t understand something!
  • Tipping in restaurants is customary at around 15-20%, depending on the level of service.
  • Be prepared for unpredictable weather, as Boston experiences all four seasons in a single day!
  • Have a great time exploring Boston and making memories that will last a lifetime!