Boston Port Guide

This small-group, scholar-crafted tour visits 14 points to chronologically follow how a small colonial town sparked a world-changing revolution. Rather than a checklist of highlights, it weaves together sites, people, and turning points into an immersive, start-to-finish journey.

This complete Freedom Trail tour goes from start to finish, including Bunker Hill and the USS Constitution, to focus on the people and events that turned Puritans into revolutionaries. It is designed for those who want the full story of the separation from Great Britain rather than a partial tour.

Led by a resident who grew up in the North End, this tour visits historic institutions and under-the-radar spots to experience the neighborhood and food traditions as locals do. You will meet the people behind the food and hear personal stories on this journey where location and company are as important as the meal.

This three-block walking tour of the historic North End explores Italy metaphorically, tasting Sicilian arancini and pizza, Neapolitan pizza, and Sorrento gnocchi. You will visit a local wine shop to master pairings and uncover neighborhood secrets without ever leaving the area.

This 2-hour Segway tour follows a 1-hour route before crossing the Longfellow Bridge into Cambridge for breathtaking views of the sparkling river and skyline. You will experience a true Boston memory featuring tall buildings stretching into the sky.

Ye Olde Tavern Tours offers a way to see 10 Freedom Trail sites, including the Old State House and Boston Massacre site, while enjoying included beer or cider at three historic taverns. Guests just need to show up ready for fun to experience these must-do historic sites while drinking beer.

This 2.5-hour small-group loop tour with a knowledgeable guide follows the Black Heritage Trail from Boston Common to Underground Railroad sites, abolitionist landmarks like the African Meeting House, and elite Brahmin homes. It explores Beacon Hill to highlight Boston's role in the fight to end legalized slavery.

A guide with 20+ years of experience leads this small-group walking tour linking Back Bay, the Public Garden, and Beacon Hill to landmarks like Copley Square and Acorn Street. You will see the Swan Boats and receive practical smartphone photo tips to capture the city's architectural history.

Starting at 199 State Street, this tour explores historical landmarks and modern attractions along the Freedom Trail to show you the beauty of Boston in a short time. We are excited to showcase the city's integral role in history and development through its most famous locations.

This North End tour features tastings at five different locations while exploring the neighborhood's Italian-American culture, seafood, markets, and cafes. You will learn about the history of one of Boston's oldest neighborhoods and its contribution to the city's growth.

This private full-day walking and driving tour of Boston and Cambridge highlights includes the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, and Beacon Hill. You will also see the Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, and the Boston Public Library, with adjustments available for these and more sights.

This half-day private car tour follows Paul Revere's route 45 minutes from Boston to Lexington and Concord to detail the events of April 1775. You will visit the towns where the Revolutionary War began and see where the "shot heard round the world" was fired.

Visit the real locations where the American Revolution began, like the Lexington Battle Green, and hear hilarious stories about ancestors and relevant historical events. You will fall back in time while visiting restored houses and taverns to see how the Minutemen lived and walk through history.

This whirlwind full-day tour of Boston and Salem features a drive to learn about 17th-century witch hunt hysteria, the theocratical government’s harsh daily life, and the area's ghosts. You will see the Witch Trials Memorial and walk through historic Salem to learn about its Puritan past and the Salem Witch Trials.

A longtime local guide leads this small-group walking tour through Boston’s oldest neighborhood to explore its immigrant history, Italian-American heritage, and iconic landmarks. You will stroll past narrow historic streets, pastry shops, and cafes to discover why the North End is so beloved.

This semi-private day trip features door-to-door pickup for a ride up the North Shore to Hammond Castle for a guided tour about its eccentric millionaire inventor. Guests enjoy free time to explore the castle and gardens for photos before the drive continues.

This 2.5-hour small-group walking tour with a knowledgeable guide travels the brick-lined Freedom Trail from Boston Common to Copp's Hill Terrace to see all sixteen official landmarks. It highlights Boston's principal role in launching the American Revolution along this world-famous pedestrian path.

This 3-hour Secret Food Tour with a local guide explores 400 years of North End history while tasting iconic dishes like New England Clam Chowder, Lobster Rolls, and Italian Brick Oven Pizza. You will walk cobblestone streets to discover where Italian tradition meets New England seafood and enjoy a sweet treat.

Explore all 16 Freedom Trail sites at your own pace with this 120-minute or longer self-guided tour produced by local educator and guide Daniel Berger-Jones. You will learn about key players like Samuel Adams, the man who could perhaps be blamed for the entire American Revolution.