Bostonia

Day Trips

Make the most of your day with our curated plans, packed with Bostonia's hidden gems and unique experiences!

day 1
Explore Historic Boston
morning
:

Start your day with a stroll along the Freedom Trail to soak in Boston's historical landmarks. Visit sites like the Massachusetts State House and the Old North Church.

afternoon
:

Head to Quincy Market for lunch and explore the vibrant atmosphere filled with food vendors. Afterward, visit the New England Aquarium to discover marine life.

evening
:

Enjoy a scenic walk along the waterfront to finish your day. Dine at one of the trendy restaurants in the North End, famous for its Italian cuisine.

day 2
Culture and Art Day
morning
:

Visit the Museum of Fine Arts to appreciate an extensive collection of art from around the world. Take your time exploring various exhibits and installations.

afternoon
:

Head over to the Isabella Stewart Gardner Museum for its unique architecture and beautiful gardens. Enjoy a light lunch at the museum café while admiring the artworks.

evening
:

Catch a live performance at the Boston Opera House or a concert at the House of Blues. Wrap up your evening with dessert at a nearby café.

day 3
Outdoor Adventure
morning
:

Start with a refreshing walk in Boston Common, the oldest public park in the U.S. Enjoy the fresh air and take a moment to relax by the pond.

afternoon
:

Rent a bike and ride along the Charles River Esplanade. Have a picnic lunch on the riverbank while enjoying beautiful views of the skyline.

evening
:

Watch the sunset by the river and then explore the nearby food options in Cambridge. Grab dinner at a local eatery with a view of the water.

day 4
Sports Fanatic Day
morning
:

Visit Fenway Park, home of the Boston Red Sox, for a guided tour. Learn about the history and heritage of this iconic stadium.

afternoon
:

Enjoy lunch at a nearby pub that celebrates Boston's sports culture. Afterward, head to the Boston Sports Museum to delve into the city’s rich sporting history.

evening
:

Catch a game if the Red Sox are playing. Celebrate with fellow fans by enjoying a post-game drink in the Fenway area.

day 5
Family Fun Day
morning
:

Start your day at the Boston Children's Museum with interactive exhibits for kids of all ages. Spend quality family time exploring and learning together.

afternoon
:

Have lunch nearby and then visit the Boston Science Museum for an engaging experience with science and technology. Don't miss the IMAX theater for an exciting movie experience.

evening
:

Head to the nearby Faneuil Hall for shopping and live street performances. Enjoy a family-friendly dinner at one of the numerous restaurants in the area.

day 6
Shopping and Dining
morning
:

Begin your day at Newbury Street, famous for its boutique shops and cafés. Enjoy breakfast at a local favorite before browsing the shops.

afternoon
:

Stroll through the Prudential Center for more shopping options and a great view of the city from the Skywalk Observatories. Grab lunch at the food court offering diverse cuisines.

evening
:

Dine at one of the upscale restaurants in the Back Bay. Consider finishing off with a dessert at a trendy ice cream shop nearby.

day 7
Academic Tour
morning
:

Visit Harvard University for a walking tour of the historic campus. Be sure to snap photos of the iconic Harvard Yard.

afternoon
:

Explore the Harvard Art Museums and take in the beautiful collections. Have lunch at a café in Cambridge, often frequented by students.

evening
:

End the day with a guided tour of MIT to appreciate its innovative atmosphere. Enjoy dinner in the area, celebrating the tech hub of Boston.

day 8
Seaside Adventure
morning
:

Take a ferry to the Boston Harbor Islands for outdoor activities and exploration. Start your day with a hike or beach activities on Spectacle Island.

afternoon
:

Enjoy a picnic on the beach or at one of the picnic areas on the island. Visit Fort Warren for a glimpse into the Civil War history of the area.

evening
:

Return to Boston and enjoy a seafood dinner at a waterfront restaurant. Take a sunset stroll along the harbor and savor the views.

day 9
Nightlife and Entertainment
morning
:

Relax in the morning and prepare for an exciting evening out. Consider a late brunch at a popular café in the city.

afternoon
:

Visit the Boston Public Library for some quiet time and to appreciate its stunning architecture. Explore Copley Square and grab a coffee at a local shop.

evening
:

Experience Boston's nightlife by visiting bars in the Seaport District or Back Bay. Choose a live music venue or a comedy club for a fun night out.

Discover Bostonia

Read more in our Bostonia 2024 Travel Guide.

Bostonia Travel Guide