Beacon Hill is one of Boston’s most iconic neighborhoods—and for first-time visitors, it truly feels like stepping back in time.

Released in 2006 and directed by Martin Scorsese, The Departed brought Hollywood straight into the heart of Boston — filming on real streets, in real neighborhoods, and in front of landmarks locals recognize instantly.

One of the best ways to experience Boston is through its food. From cannoli-filled streets in the North End to waterfront lobster rolls and historic taverns, Boston food tours combine incredible bites with the stories that shaped the city.

The Harborwalk stretch from Long Wharf to the New England Aquarium is one of the easiest and most rewarding waterfront walks in Boston. It’s short, flat, full of classic harbor views, and perfect for first-time visitors, families with strollers, or anyone wanting a relaxed way to experience the city by the water.

The Black Heritage Trail shines a spotlight on Boston’s 19th-century African American community and their critical role in shaping the city and the nation. It is a must-do experience tucked in the historic streets of Beacon Hill.

If you’re visiting Boston with kids and want 1 day that’s easy, walkable, and packed with variety, it’s hard to beat the area around Quincy Market, Faneuil Hall Marketplace, and the New England Aquarium.

National Park Service-led free guided tours of the Boston Freedom Trail are one of the best ways to experience Boston.

If you’re visiting Boston for the first time—or even the tenth—the Boston Freedom Trail is one experience you simply can’t miss.

One of the best surprises for first-time visitors is how easy it is to explore Boston without renting a car.

Boston is one of those cities where American history, charming neighborhoods, waterfront views, and great food all come together in a very walkable way. This list focuses on iconic Boston experiences, easy-to-navigate attractions, and spots that give you a true feel for the city.

Planning a family trip to Boston? Learn how walkable Boston is for families, how to get around without a car, and the best areas to explore with kids.

If you’re walking the Boston Harborwalk, Long Wharf is one spot you absolutely shouldn’t skip. Sitting right on Boston Harbor between the New England Aquarium and Downtown Boston, Long Wharf is one of the most historic—and most scenic—sections of the entire Harborwalk. It’s easy to reach, full of waterfront views, and a perfect place to slow down and soak in the city.

If you’re visiting Boston and you’re a fan of Good Will Hunting, one of the most meaningful stops you can make is at the iconic bench where Robin Williams and Matt Damon filmed one of the movie’s most memorable scenes.

Visiting the Boston Marathon Finish Line on the Friday before Marathon Monday gives you a perspective you don't get on race day.

Every April, the magnolias bloom in the cobblestone streets of the Back Bay neighborhood. Magnolias typically bloom in Mid-April, but timing could vary slightly year by year.

If you’re visiting Boston for the first time and want a relaxing way to experience the city’s history, skyline, and coastline all in one route, the Boston Harborwalk is one of the easiest and most rewarding paths to follow.

For travelers visiting Boston for the first time, a key question often arises: is Boston walkable enough to explore comfortably on foot? The answer is yes, but with some important details to keep in mind.