Boston, USA-5-day-itinerary

Day 1: Monday

Morning

  • 8:00 AM: Start the day with breakfast at Mike’s City Diner, a classic Boston diner serving up American classics like pancakes, waffles, and eggs.
  • 9:00 AM: Visit the iconic Boston Common, the oldest public park in America. Take a stroll through the beautiful gardens and enjoy the historic scenery.

Afternoon

  • 10:00 AM: Head to the Freedom Trail, a 2.5-mile historic walking trail that takes you on a journey through 16 iconic sites, including Faneuil Hall, Old North Church, and the USS Constitution.
  • 1:00 PM: Take a break for lunch at Faneuil Hall Marketplace, where you can find everything from seafood to Italian food.

Evening

  • 6:00 PM: Catch a Red Sox game at Fenway Park (seasonal). Even if there’s no game, take a tour of the historic stadium.
  • 8:00 PM: Enjoy dinner at The Union Oyster House, America’s oldest continuously operating restaurant.

Where to Stay

  • Hyatt Regency Boston - located in the heart of downtown Boston, with stunning harbor views and easy access to public transportation.

Transportation

  • Boston Public Transit (MBTA) - a comprehensive system of buses and subways that will take you anywhere in the city. You can also walk or bike along the scenic waterfront path.
  • Ride-share services like Uber and Lyft are readily available.

Tips

  • Be prepared for crowds and lines at popular attractions, especially during peak tourist season (June-August).
  • Don’t miss the beautiful sunset views from the Harborwalk Trail.
  • Be sure to try some of Boston’s famous clam chowder!

Day 2: Tuesday

Morning

  • 8:00 AM: Start the day with breakfast at Cafe du Pays, a charming French-inspired bistro in the North End.
  • 9:00 AM: Visit the historic North End neighborhood, one of Boston’s oldest and most vibrant neighborhoods, known for its Italian-American culture.

Afternoon

  • 10:00 AM: Explore the New England Aquarium - home to over 20,000 marine animals, including penguins, seals, and sharks.
  • 1:00 PM: Take a break for lunch at The Institute of Contemporary Art, where you can enjoy stunning views of the harbor.

Evening

  • 6:00 PM: Enjoy dinner at Eventide Oyster Co., a modern oyster bar serving up fresh seafood.
  • 8:00 PM: Catch a show or concert at the Institute of Contemporary Art (seasonal).

Where to Stay

  • The Envoy Hotel - located in the trendy Fenway-Kenmore neighborhood, with stunning views of the city.

Transportation

  • Same as Day 1.

Day 3: Wednesday

Morning

  • 8:00 AM: Start the day with breakfast at Crema Cafe, a cozy cafe serving up delicious coffee and pastries.
  • 9:00 AM: Visit the historic Beacon Hill neighborhood, one of Boston’s most charming neighborhoods, known for its gaslit streets and picturesque architecture.

Afternoon

  • 10:00 AM: Take a tour of the Boston State House (free admission), the seat of government in Massachusetts.
  • 1:00 PM: Take a break for lunch at The State Street Cafe, where you can enjoy sandwiches and salads in a beautiful outdoor courtyard.

Evening

  • 6:00 PM: Enjoy dinner at Craigie on Main, a modern American bistro serving up seasonal cuisine.
  • 8:00 PM: Explore the vibrant Fenway neighborhood (seasonal), known for its bars, clubs, and live music venues.

Where to Stay

  • The Verb Hotel - located in the heart of Fenway-Kenmore, with stylish rooms and a fun atmosphere.

Day 4: Thursday

Morning

  • 8:00 AM: Start the day with breakfast at Bova’s Bakery, a family-owned bakery serving up delicious pastries and sandwiches.
  • 9:00 AM: Visit the historic Copley Square neighborhood, one of Boston’s most iconic neighborhoods, known for its beautiful park and stunning architecture.

Afternoon

  • 10:00 AM: Explore the world-renowned Museum of Fine Arts (free admission), featuring over 450,000 works of art.
  • 1:00 PM: Take a break for lunch at The MFA Cafe, where you can enjoy sandwiches and salads in a beautiful outdoor courtyard.

Evening

  • 6:00 PM: Enjoy dinner at Prufocks, a historic restaurant serving up classic American cuisine.
  • 8:00 PM: Catch a movie or concert at the Boston Museum of Science (seasonal).

Day 5: Friday

Morning

  • 8:00 AM: Start the day with breakfast at The Gallows, a trendy cafe serving up delicious coffee and pastries.
  • 9:00 AM: Visit the historic South End neighborhood, one of Boston’s most vibrant neighborhoods, known for its arts scene.

Afternoon

  • 10:00 AM: Explore the world-renowned Boston Public Garden (free admission), featuring beautiful gardens and stunning architecture.
  • 1:00 PM: Take a break for lunch at The Public Garden Cafe, where you can enjoy sandwiches and salads in a beautiful outdoor courtyard.

Transportation

  • Same as Day 1.

Things to Know

  • Boston is a very walkable city, but public transportation is also readily available.
  • Be prepared for crowds and lines at popular attractions, especially during peak tourist season (June-August).
  • Don’t miss the beautiful sunset views from the Harborwalk Trail!

Tips

  • Try some of Boston’s famous clam chowder!
  • Visit the historic Freedom Trail, which takes you on a journey through 16 iconic sites.
  • Explore the vibrant Fenway neighborhood (seasonal), known for its bars, clubs, and live music venues.

Other things that are of interest to tourists

  • The Boston Tea Party Ships & Museum - where you can relive the famous Boston Tea Party.
  • The Institute of Contemporary Art’s (ICA) Wish List Tour - a self-guided tour of the city’s most iconic art pieces.
  • The Harvard Museums, featuring stunning architecture and beautiful gardens.

Note: Prices and opening hours are subject to change. Please check with each attraction or restaurant for up-to-date information.