Free 4 Day Boston Itinerary

1:00 PM - 5:00 PM

Walk along the Freedom Trail

Explore the iconic Freedom Trail, a 2.5-mile route passing by 16 historically significant sites, including the Massachusetts State House, Park Street Church, and Paul Revere House.

6:00 PM

Dinner at Quincy Market

Enjoy a diverse array of dining options at Quincy Market, a historic marketplace offering everything from local seafood to international cuisine.

9:00 AM - 3:00 PM

Visit the chosen museum (MFA, Children’s Museum, Aquarium)

Immerse yourself in art, culture, or marine life at one of Boston's renowned museums, including the Museum of Fine Arts, Boston Children’s Museum, or New England Aquarium.

6:00 PM

Italian dinner in the North End

Indulge in authentic Italian cuisine in the charming ambiance of Boston's North End, known for its cozy trattorias and mouthwatering dishes.

9:00 AM

Stroll through Boston Common and Public Garden

Experience the tranquility of Boston Common and the lush beauty of the Public Garden, two historic green spaces nestled in the heart of the city.

12:00 PM

Kayak or sail on the Charles River

Embark on a leisurely kayak or sail excursion along the scenic Charles River, offering breathtaking views of Boston's skyline and natural landscapes.

5:00 PM

Attend a Red Sox game at Fenway Park (if in season)

Cheer on the beloved Boston Red Sox at Fenway Park, the oldest Major League Baseball stadium in the country, and immerse yourself in the excitement of America's favorite pastime.

9:00 AM - 3:00 PM

Last-minute shopping on Newbury Street or Prudential Center

Explore Boston's premier shopping destinations, offering an array of high-end boutiques, designer stores, and specialty shops.

6:00 PM

Seafood feast at Union Oyster House

Conclude your journey with a delectable seafood feast at Union Oyster House, the oldest continuously operating restaurant in the United States, serving classic New England fare.

Comfortable Walking Shoes

Sturdy shoes are suitable for walking long distances and exploring the city's attractions.

Weather-Appropriate Clothing

Clothing suitable for the season, including layers for varying temperatures.

Map or Navigation App

Map or navigation app to help navigate Boston's streets and landmarks.

Reusable Water Bottle

Water bottle to stay hydrated during your adventures.

Sunscreen and Sunglasses

Sunscreen to protect against UV rays and sunglasses for eye protection.

Camera or Smartphone

Camera or smartphone to capture memories and document your trip.

Travel Adapter and Charger

Travel adapter and charger for electronic devices.

Travel Documents

ID, passport, tickets, hotel reservations, and other necessary paperwork.

Medications and First-Aid Kit

Any necessary medications and a basic first-aid kit for minor injuries or ailments.

Daypack or Backpack

Backpack or daypack to carry essentials during outings.

Local Guidebook or App

Local guidebook or travel app with information about Boston's attractions and dining options.

Cash and Credit Cards

A mix of cash and credit cards for purchases and expenses.