As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour guide Anthony will give you an inside look into this Italian neighborhood. Born a... More

This tour goes beyond surface‑level sightseeing and weaves the sites, people, and turning points of Boston’s iconic Freedom Trail into one immersive, chronological journey. Rather than a checklist of disconnected highlights, t... More

Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll, slow-cooked Boston baked beans, and the city's fa... More

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so proudly represented in Boston’s historic North. Journey from Sicily for aran... More

Discover Boston, Lexington, Concord, and Cambridge on a private 6-hour guided historical tour by comfortable vehicle. Your knowledgeable chauffeur-guide provides commentary throughout the journey, sharing the history and significa... More

Step back in time on a private day trip from Boston to historic Salem, where colonial history, maritime heritage, and the legacy of the 1692 witch trials come together. Travel comfortably with your English-speaking Welcome Driver,... More

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston. This fun & informative 3.5-hour Walking Tour (approx 2.5 miles) also includes a Ferry Ride ... More

This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On this tour we'll take you into all the city neighborhoods and along the sites of the Freedom Tra... More

Uncover Boston’s best-kept secrets on a walking tour that blends history, culture, and flavor. Wander through the iconic North End, tasting fresh bread, pastries, pizza, and a classic Italian deli sandwich. Visit a legendary chu... More

Most tours of the Freedom Trail are partial tours, skipping sections to save time. This tours will take you from start to finish -- with a focus on the people and events that propelled peaceful Puritans into revolutionaries willin... More

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the brownstones on streets lit by gas lamps in Beacon Hill, Boston's most prestigious neighb... More

Boston can sometimes feel inaccessible to foreign visitors. Take the mystery out of your visit by exploring with a local on a private walking tour. This is a personalized experience where you will discover the exterior of monument... More

We'll see the sights on Boston's Freedom Trail and get a closer look by leaving the car and walking inside some locations (depends on day and hours of operation for some sites). We'll have time to go aboard the USS Constitution (c... More

Discover Boston and Cambridge on a private six-hour sightseeing experience designed around your group’s interests. Travel in a comfortable private vehicle while your knowledgeable driver-guide shares local insight and introduces... More

Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part 1: Tour begins in the North End, Boston's Little Italy, with a... More

Explore Boston’s Revolutionary sites on an epic land and sea tour! Walk along the Freedom Trail sites that tell the story of events leading up to the start of the American Revolution. See the Boston Massacre Site, Faneuil Hall, ... More

Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea, Gloucester, Salem and Rockport. Spend a day immersing yourself along ... More

Walk in the footsteps of Revolutionary War heroes with this self-guided audio tour of Boston’s Freedom Trail! Get the facts behind the story of Paul Revere’s Midnight Ride, relive the fight for American Independence, and much ... More

Forget the crowded hop-on, hop-off buses and rushed group tours where you're just another face in the crowd. Picture Boston is a completely different kind of city experience — intimate, immersive, and carefully curated for peopl... More

This private car tour is the perfect way to see Boston & Cambridge in a half day. You'll get to see all the sites on the Freedom Trail, pausing at some of the city's most significant sites. We'll drive in and out of the other ci... More