Boston 4-Day Itinerary

Boston 4-Day Itinerary

Planning a 4-day trip to Boston? Get ready for an unforgettable journey through this historic city, experiencing its rich culture, culinary delights, and iconic landmarks.

Day 1: Historic Boston

Morning: Freedom Trail

Embark on the Freedom Trail journey, exploring 16 historical sites. Begin at Boston Common and make your way to the USS Constitution in Charlestown.

Afternoon: Beacon Hill and the Acorn Street

Stroll through the charming streets of Beacon Hill, known for its historic brownstones. Don’t miss the Instagram-worthy Acorn Street, one of the most photographed streets in the U.S.

Day 2: Art and Nature

Morning: Museum of Fine Arts

Discover a world of art at the Museum of Fine Arts. Marvel at diverse collections from various cultures.

Afternoon: Fenway Park and Emerald Necklace

Visit the iconic Fenway Park and take a tour of this historic baseball stadium. Then, explore Boston’s Emerald Necklace, a series of interconnected parks like The Fens and Jamaica Pond.

Day 3: Culinary Adventures

Morning: Quincy Market

Start your day with a delicious breakfast at Quincy Market. Savor local specialties and coffee.

Afternoon: North End

Head to Boston’s Little Italy, the North End, for a mouthwatering Italian lunch.

Evening: Seaport District

Dine at one of the trendy restaurants in the Seaport District. The area offers a variety of dining options with a view.

Day 4: Cultural and Relaxation

Morning: The Institute of Contemporary Art

Explore the Institute of Contemporary Art on the Boston waterfront. Enjoy modern art and beautiful harbor views.

Afternoon: Boston Harbor Walk

Spend your afternoon walking along the Boston Harbor Walk and soak in the city’s scenic beauty.

Finish up your adventure with a comfortable stay booked through b0arding, offering commission-free accommodations that suit your preferences. Explore more lodging options at b0arding.

For further travel inspiration, tips, and destination guides, dive into our b0arding travel blog. Enjoy your 4-day exploration of Boston!