New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Boston Adventure: 5 Days of History and Cuisine

Boston Adventure: 5 Days of History and Cuisine Itinerary

Last updated: 2024 Jun 14

Historic Boston Beginnings

Morning
Start your day with a visit to Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 locations significant to the history of the United States. It's a great way to get acquainted with the city's rich past.
Afternoon
Head over to Faneuil Hall Marketplace for lunch and some shopping. This historic market and meeting hall has been a marketplace and a meeting hall since 1743. Enjoy lunch at Union Oyster House, America's oldest restaurant.
Evening
End your day with a relaxing stroll through Boston Public Garden, the first public botanical garden in America. For dinner, dine at Oleana, known for its Mediterranean-inspired dishes.
Bedtime
Find amazing hotels in Boston, Massachusetts.
Visit Freedom Trail in Boston, Massachusetts
star4.54

Freedom Trail

Book Now
Visit Faneuil Hall Marketplace in Boston, Massachusetts
star4.59

Faneuil Hall Marketplace

Book Now
next arrow

Cambridge Exploration

Morning
Begin your day by visiting Harvard University in Cambridge. Take a guided tour to learn about the history and architecture of this prestigious institution.
Afternoon
After exploring Harvard, head over to Harvard Square for lunch at Giulia, an Italian restaurant known for its handmade pasta. Spend some time exploring the shops and street performers in the square.
Evening
Visit the MIT Museum to explore exhibits on science and technology. For dinner, enjoy seafood at Neptune Oyster back in Boston.
Bedtime
Find amazing hotels in Boston, Massachusetts.
Visit Harvard University in Boston, Massachusetts
star4.25

Harvard University

Book Now
Visit Harvard Square in Boston, Massachusetts
star4.20

Harvard Square

Book Now
next arrow

Cultural Immersion in Boston

Morning
Start your day with a visit to the iconic Museum of Science Boston. Spend a few hours exploring interactive exhibits that are fun for all ages.
Afternoon
For lunch, head over to nearby Myers+Chang, an Asian-inspired eatery known for its creative dishes. Afterward, take a walk around Copley Square, home to beautiful architecture like Trinity Church and the Boston Public Library.
Evening
In the evening, catch a performance at the historic Boston Symphony Hall. For dinner afterward, enjoy fine dining at No. 9 Park.
Bedtime
Find amazing hotels in Boston, Massachusetts.
Visit Museum of Science Boston in Boston, Massachusetts
star3.99

Museum of Science Boston

Book Now
Visit Copley Square in Boston, Massachusetts
star4.38

Copley Square

Book Now
next arrow

Revolutionary Sites & Scenic Views

Morning
Begin your day with a visit to the historic site of Paul Revere House, where you can learn about Paul Revere's midnight ride during the American Revolution.
Afternoon
Have lunch at nearby Italian restaurant Mamma Maria in North End before heading over to explore more historical sites like Boston Old State House and Old South Meeting House.
Evening
Conclude your day with an evening visit to the scenic waterfront area around Long Wharf. Dine at seafood restaurant Row 34 while enjoying views of Boston Harbor.
Bedtime
Find amazing hotels in Boston, Massachusetts.
Visit Paul Revere House in Boston, Massachusetts
star4.49

Paul Revere House

Book Now
Visit Boston Old State House in Boston, Massachusetts
star4.48

Boston Old State House

Book Now
next arrow

Modern Marvels and Farewell

Morning
Start your final day in Boston with a visit to Massachusetts Institute of Technology (MIT). Take a guided tour to explore the campus and learn about its contributions to science and technology.
Afternoon
For lunch, head over to Toro Boston, known for its Spanish tapas. Afterward, visit 200 Clarendon (John Hancock Tower), the tallest building in New England, for panoramic views of the city.
Evening
End your trip with a relaxing evening at Back Bay. Stroll through this picturesque neighborhood before having dinner at The Capital Grille, renowned for its steaks and fine dining experience.
Bedtime
Find amazing hotels in Boston, Massachusetts.
Visit Massachusetts Institute of Technology (MIT) in Boston, Massachusetts
star4.33

Massachusetts Institute of Technology (MIT)

Book Now
Visit 200 Clarendon (John Hancock Tower) in Boston, Massachusetts
star3.88

200 Clarendon (John Hancock Tower)

Book Now
next arrow
kayakFind the right stay during your trip.
Got a question about your trip?