Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Viewed by 64 travelers

Exploring Boston: A 7-Day Itinerary

Thursday, December 21: Arrival in Boston

Welcome to Boston! Upon arrival, make your way to your chosen hotel and settle in. Take some time to relax and rejuvenate before starting your Boston adventure.

Friday, December 22: Freedom Trail and Historic Landmarks

In the morning, embark on the famous Freedom Trail, a 2.5-mile long trail that takes you through Boston's rich history. Start at Boston Common, the oldest public park in the United States. Visit the Massachusetts State House and follow the trail to other landmarks like the Old North Church, Paul Revere's House, and the USS Constitution Museum. In the afternoon, explore the historic Beacon Hill neighborhood, known for its charming brick buildings and picturesque streets. For the evening, indulge in delicious seafood at one of Boston's renowned seafood restaurants.

  • Freedom Trail: Free, 3-4 hours
  • Beacon Hill: Free, 2-3 hours
  • Seafood Dinner: $30-$50 per person
Saturday, December 23: Museum Day

Start your day by immersing yourself in art and culture at the Museum of Fine Arts. Explore its vast collection of masterpieces from different eras and cultures. In the afternoon, visit the Isabella Stewart Gardner Museum, known for its stunning architecture and eclectic art collection. End your day with a visit to the Boston Tea Party Ships & Museum, where you can learn about the historic event that played a significant role in American history.

  • Museum of Fine Arts: $25 admission, 3-4 hours
  • Isabella Stewart Gardner Museum: $15 admission, 2-3 hours
  • Boston Tea Party Ships & Museum: $30 admission, 2-3 hours
Sunday, December 24: Festive Attractions and Shopping

Get into the holiday spirit by visiting the enchanting Boston Common Holiday Market. Explore the festive stalls offering unique gifts, crafts, and delicious treats. Afterward, take a stroll through the beautifully decorated streets of Beacon Hill and marvel at the charming holiday decorations. In the evening, head to Faneuil Hall Marketplace for some last-minute shopping and enjoy the live street performances.

  • Boston Common Holiday Market: Free, 2-3 hours
  • Beacon Hill Holiday Decorations: Free, 1-2 hours
  • Faneuil Hall Marketplace: Free, shopping time varies
Monday, December 25: Christmas Day in Boston

On Christmas Day, embrace the holiday cheer by attending a Christmas Mass at one of Boston's historic churches, such as Trinity Church or St. Paul's Cathedral. Afterward, enjoy a festive brunch at one of the city's charming restaurants. Spend the rest of the day exploring the winter wonderland of the Boston Common Skating Rink or taking a relaxing walk along the Charles River Esplanade.

  • Christmas Mass: Free
  • Festive Brunch: $20-$40 per person
  • Boston Common Skating Rink: $6 admission, skate rental $12, 2-3 hours
  • Charles River Esplanade: Free, walking time varies
Tuesday, December 26: Day Trip to Cambridge

Take a short trip across the Charles River to the neighboring city of Cambridge. Visit Harvard University's prestigious campus and explore its historic buildings and beautiful grounds. Take a walk along the lively Harvard Square, filled with bookstores, cafes, and street performers. In the afternoon, visit the MIT Museum to learn about the cutting-edge research and innovation happening at the Massachusetts Institute of Technology. Enjoy dinner at one of the many international cuisine restaurants in the area.

  • Harvard University: Free, 2-3 hours
  • Harvard Square: Free, shopping and dining time varies
  • MIT Museum: $10 admission, 2-3 hours
  • Dinner in Cambridge: $15-$30 per person
Wednesday, December 27: Waterfront Exploration

Spend your last day in Boston exploring the scenic waterfront areas. Start by visiting the New England Aquarium and marvel at the diverse marine life. Take a leisurely stroll along the picturesque Harborwalk, which offers stunning views of the Boston Harbor and skyline. In the afternoon, explore the vibrant Seaport District, known for its trendy restaurants, art galleries, and shops. End your trip with a sunset cruise on the harbor, enjoying the magical views of the city's skyline.

  • New England Aquarium: $30 admission, 2-3 hours
  • Harborwalk: Free, walking time varies
  • Seaport District: Free, shopping and dining time varies
  • Sunset Harbor Cruise: $30-$50 per person, 1.5-2 hours

Hidden Gems and Local Favorites

While exploring Boston, don't miss the chance to visit some off the beaten path attractions and places loved by locals. Check out Castle Island, a historic fortification with scenic views of the harbor. Explore the vibrant neighborhood of Jamaica Plain, known for its parks, independent shops, and diverse dining options. For a dose of history and tranquility, visit the peaceful Mount Auburn Cemetery, where many notable figures are buried. Finally, experience the lively atmosphere of the Quincy Market Colonnade, filled with food stalls offering a variety of tasty treats.

0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version