Choose your trip length, interests, and pace to build a flexible Boston itinerary. Add other destinations, compare experiences, and reserve time for travel between stops.
Plan my Boston trip →Explore more in Massachusetts.
May–June and September–October
Seasonal guidance is a starting point; check weather and dates for your chosen experiences.
Back Bay: Central, safe, great shopping, brownstone streets and easy transit access. North End: Historic area with restaurants, compact for sightseeing and near waterfront. Cambridge: Across the river for a quieter, collegiate vibe and good dining options.
Browse these experiences as a starting point. The planner considers your interests, pace, and published schedules when building your days.
Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great look at Boston on land and water. See all the major landmarks and hea…
Approx. 80 minutesView on Viator →
Boston's principal role in launching the American Revolution is linked by the brick-lined Freedom Trail. This world-famous pedestrian path is best experienced on foot, in a small g…
Approx. 150 minutesView on Viator →
The Boston Hop-on Hop-off Trolley Tour - named one of the best hop-on, hop-off tours in the world by Forbes - is the easiest way to get around town and explore the rich history of …
Approx. 120 minutesView on Viator →
Visit the most historic and oldest ballpark in MLB. Fenway Park, also known as "America's Most Beloved Ballpark" is uniquely nestled in the city of Boston. Fenway Park is a place w…
Approx. 60 minutesView on Viator →
We are proud to offer Boston's ORIGINAL Martha's Vineyard Day trip. Since 2011 we have been Boston's #1 day trip service to the island. Our professional guides, approved Boston Hot…
Approx. 720 minutesView on Viator →
Step back in time and see how the Boston Tea Party changed American history! This Boston museum details the series of events leading to December 16, 1773, and then goes on to demon…
Approx. 60 minutesView on Viator →Start with the number of days you have, then choose an unhurried, balanced, or fuller pace. Review the suggested route before generating your daily plan. Transport allowances are estimates; confirm services and meeting points before booking.
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