Boston 2-Day Adventure Road Trip

Day 1: Historic Boston

Boston, USA

8:00 AM

Breakfast at Boston Common

Start your day with a delicious breakfast at one of the cafes around Boston Common, the oldest public park in the country.
Walk to the nearest cafe within Boston Common.
15 USD, 1 hour

10:00 AM

Explore Fenway Park

Visit the iconic Fenway Park, home of the Boston Red Sox, and take a guided tour to learn about the history of this legendary baseball stadium.
Take the subway from Boston Common to Fenway Park (Green Line), approximately 20 minutes.
25 USD, 2 hours

12:30 PM

Lunch at Quincy Market

Head to Quincy Market for a wide variety of food options from local vendors and enjoy a casual lunch in this bustling marketplace.
Walk or take a short ride sharing service to Quincy Market from Fenway Park, approximately 15 minutes.
20 USD, 1.5 hours

3:00 PM

Stroll through North End

Explore the historic North End neighborhood known for its Italian heritage, charming streets, and delicious cannolis.
Walk from Quincy Market to North End, approximately 10 minutes.
Free, 2 hours

6:00 PM

Dinner at a North End Trattoria

Indulge in a traditional Italian dinner at a cozy trattoria in North End, savoring authentic pasta dishes and homemade desserts.
Walk to a nearby trattoria in North End.
40 USD, 2 hours
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Day 2: Academic & Cultural Exploration

Boston, USA

9:00 AM

Visit Harvard University

Start your day by exploring the prestigious Harvard University campus, taking in the historic buildings and academic atmosphere.
Take the subway or a ridesharing service from your accommodation to Harvard University, approximately 30 minutes.
Free, 2 hours

11:30 AM

Walk the Freedom Trail

Embark on a self-guided tour of the Freedom Trail, a 2.5-mile path passing by 16 significant historical sites in Boston.
Start the Freedom Trail from Harvard University, following the marked trail through the city.
Free, 3 hours

2:30 PM

Explore Newbury Street

Shop and dine along the upscale Newbury Street, known for its designer boutiques, art galleries, and charming cafes.
Take a short walk or use a ridesharing service to Newbury Street from the Freedom Trail, approximately 15 minutes.
Varies, 2 hours

5:00 PM

Relax at Castle Island

End your day by unwinding at Castle Island, a waterfront park offering scenic views of the city skyline and a historic fort to explore.
Take a ridesharing service or public transportation from Newbury Street to Castle Island, approximately 25 minutes.
Free, 2 hours
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