Long Wharf, established in 1711, is Boston's oldest pier, historically serving as a bustling hub for maritime trade including the workplace of John Hancock.

The Rose Kennedy Greenway is a vibrant, mile-long urban park in the heart of Boston, featuring gardens, fountains, art installations, and seasonal events. Winding through downtown, it offers a scenic and lively route that connects visitors to Boston’s historic waterfront, North End, and beyond.

Christopher Columbus Waterfront Park is a picturesque public space in Boston's North End, offering expansive lawns, a charming trellis adorned with wisteria vines, and stunning views of the harbor.

Famous for its role in Paul Revere's 1775 midnight ride, where two lanterns were displayed in its steeple to signal British troop movements, it stands as a pivotal landmark on Boston's Freedom Trail.

Boston’s North End is the city’s oldest residential neighborhood, known for its rich colonial history and vibrant Italian-American culture.

The USS Constitution, affectionately known as "Old Ironsides," is the world's oldest commissioned warship still afloat, launched in 1797. Berthed in Boston's historic Charlestown Navy Yard, this iconic vessel offers visitors a unique glimpse into America's naval heritage.

The Bunker Hill Monument is a 221-foot granite obelisk in Boston's Charlestown neighborhood, commemorating the first major battle of the American Revolution.

The Great Molasses Flood was a devastating accident in Boston's North End on January 15, 1919, when a giant molasses tank ruptured, releasing over 2 million gallons of molasses into the streets. The molasses, surging like a wave, killed 21 people, injured 150, and caused widespread damage and a sticky cleanup.

TD Garden is Boston's premier sports and entertainment arena, serving as the home court for the NBA's Boston Celtics and the NHL's Boston Bruins.

The Charles River winds through the heart of Boston, offering scenic views, recreational paths, and a vibrant backdrop to the city’s historic and academic landmarks.

The Longfellow Bridge, known for its iconic “salt and pepper” towers, spans the Charles River connecting Boston and Cambridge, carrying both vehicles and the Red Line with striking views of the city skyline.

Charles Street, nestled in Boston’s historic Beacon Hill, is a charming, brick-lined avenue known for its boutique shops, cafés, and timeless Federal-style architecture.

Boston Common, established in 1634, is America’s oldest public park and a central green space in the city, offering history, recreation, and a gateway to the Freedom Trail.

King's Chapel, founded in 1686, is a historic Boston landmark known for its elegant Georgian architecture and as the first Anglican church established in New England

The Omni Parker House Hotel, opened in 1855, is a Boston icon renowned as America’s longest continuously operating hotel and the birthplace of the Boston Cream Pie.

Boston Latin School, founded in 1635, is the oldest public school in America and a prestigious academic institution known for its rigorous classical education and notable alumni.

The Old Corner Bookstore, built in 1718, is one of Boston’s oldest commercial buildings and a historic literary hub that once housed publishers of iconic American authors like Hawthorne, Emerson, and Thoreau.

The Old South Meeting House, built in 1729, is a historic Boston landmark where thousands gathered to protest the Tea Act, leading directly to the Boston Tea Party.

The Boston Massacre Site, marked by a cobblestone circle near the Old State House, commemorates the pivotal 1770 clash where British soldiers killed five colonists, fueling revolutionary fervor in Boston.