New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

7 Days of Boston History and Culture Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning

Start your day with a visit to Boston Common, the oldest city park in the United States. Take a leisurely stroll through the beautiful grounds and enjoy the historic monuments. For breakfast, head to Tatte Bakery & Cafe for a delicious pastry and coffee.

Afternoon

Continue your historical journey with a walk along Freedom Trail. This 2.5-mile-long path takes you through 16 significant historical sites. Stop for lunch at Quincy Market, where you can choose from a variety of food stalls offering local delicacies.

Evening

End your day with a visit to Faneuil Hall Marketplace, a vibrant marketplace with shops, eateries, and street performers. For dinner, enjoy Asian-inspired cuisine at Myers+Chang.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.49
Boston Common
Book Now

4.54
Freedom Trail
Book Now

Revolutionary Boston

Morning

Visit the iconic Paul Revere House in the North End to learn about one of America's most famous patriots. Grab breakfast at Mike's Pastry nearby for some famous cannoli.

Afternoon

Explore more of Revolutionary Boston by visiting Boston Old State House and the nearby Boston Massacre Site. For lunch, head to Union Oyster House, one of America's oldest restaurants.

Evening

Take an evening stroll through Beacon Hill, known for its charming streets and historic homes. Enjoy dinner at No. 9 Park, offering French-Italian cuisine in an elegant setting.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.49
Paul Revere House
Book Now

4.48
Boston Old State House
Book Now

Gardens and Museums Day

Morning

Start your day with a peaceful walk through Boston Public Garden, America's first public botanical garden. Have breakfast at The Paramount on Charles Street.

Afternoon

Visit the fascinating exhibits at the Museum of Science Boston. For lunch, stop by The Capital Grille for some upscale American fare.

Evening

End your day with a visit to the waterfront area where you can explore the interactive exhibits at the Boston Tea Party Ships & Museum. Dine nearby at Legal Sea Foods for some fresh seafood.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.52
Boston Public Garden
Book Now

3.99
Museum of Science Boston
Book Now

Charlestown and Navy Yard

Morning

Start your day with a visit to the Bunker Hill Monument. This historic site commemorates one of the first major battles of the American Revolutionary War. For breakfast, stop by The Friendly Toast for a hearty meal.

Afternoon

Head over to the Charlestown Navy Yard where you can explore the USS Constitution, the world's oldest commissioned naval vessel still afloat. Have lunch at Warren Tavern, one of the oldest taverns in Massachusetts.

Evening

Spend your evening exploring Copp's Hill Burying Ground, another historic cemetery with graves dating back to the 17th century. For dinner, enjoy some Italian cuisine at Mamma Maria in the North End.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.38
Bunker Hill Monument
Book Now

3.88
Charlestown Navy Yard
Book Now

Back Bay and Fenway Park

Morning

Back Bay is ideal for a morning walk with its beautiful architecture and upscale shops. Have breakfast at Trident Booksellers & Cafe.

Afternoon

Fenway Park is a must-visit for any sports fan. Take a guided tour of this iconic baseball stadium. For lunch, head to Bleacher Bar located inside Fenway Park itself.

Evening

Boston Symphony Hall offers world-class performances in an elegant setting. Enjoy dinner nearby at The Capital Grille to end your trip on a high note.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.60
Back Bay
Book Now

4.19
Fenway Park
Book Now

Harvard and MIT Day

Morning

Begin your day with a visit to Harvard University. Explore the historic campus and take a guided tour to learn about its rich history. Have breakfast at Henrietta's Table, known for its farm-to-table offerings.

Afternoon

Head over to MIT Museum to explore fascinating exhibits on science and technology. For lunch, try Flour Bakery & Cafe for some delicious sandwiches and pastries.

Evening

Spend your evening at Kendall Square, known for its innovative vibe and great dining options. Have dinner at The Friendly Toast, which offers an eclectic menu in a fun atmosphere.

Bedtime

Find amazing hotels in Cambridge, Massachusetts.

4.25
Harvard University
Book Now

4.91
MIT Museum
Book Now

Cambridge and Harvard Square

Morning

Harvard Museum of Natural History is a great way to start your day. Explore its extensive exhibits on animals, minerals, and more. Have breakfast at Zoe's Cambridge for some classic American diner fare.

Afternoon

Harvard Square is perfect for an afternoon stroll. Enjoy street performances and unique shops. For lunch, try Russell House Tavern for some modern American cuisine.

Evening

Longfellow House (Washington's Headquarters) offers a glimpse into America's past with its well-preserved rooms and gardens. End your day with dinner at Alden & Harlow, known for its creative small plates.

Bedtime

Find amazing hotels in Cambridge, Massachusetts.