• Greenway Carousel - The North End to the Freedom Trail tour combines the North End Food Tour and the History and Highlights Tour, creating an exceptional half-day experience that offers a thorough introduction to the city.
  The journey begins at Boston Harbor, the city’s lifeblood. Stroll through a picturesque waterfront park, enjoying views of the harbor, East Boston, and the historic wharfs along Atlantic Ave. The tour proceeds to the heart of the North End, showcasing some of the neighborhood’s most historic sites and properties, some dating back to the late 1600s and early 1700s.

• Rose Kennedy Greenway - The tour passes by the Rose Fitzgerald Kennedy Greenway, a linear park in several Downtown Boston neighborhoods, featuring landscaped gardens, promenades, plazas, fountains, art, and specialty lighting systems.

• North End - Dive into the heart of Boston’s North End, where history and flavor unite. Begin at a hidden Italian bakery, renowned for its fresh, crusty bread made daily—a true neighborhood staple. Then, visit a traditional Italian salumeria to enjoy a classic deli sandwich with premium cured meats and cheeses, just like the locals. Finally, take a mid-tour break at a lively Hanover Street café, savoring an authentic Italian coffee while soaking in the vibrant atmosphere of this iconic corridor. This stop is a delightful journey through the North End’s culinary heritage.

• Old North Church & Historic Site - Hear stories about some of Boston’s most influential events, including Paul Revere’s Midnight Ride. The tour visits the Old North Church, stepping inside its revered walls.
  The Old North Church is closed until early April. During this period, the tour will stop outside the church.

• Downtown Crossing - A brief walk through Downtown Crossing

• Custom House Tower by Marriott Vacation Club - From Faneuil Hall, view the Custom House Tower, Boston’s first skyscraper and the original storage site for incoming goods.

• Old State House - In the heart of Downtown Boston, the tour stops in front of the Old State House, where the Declaration of Independence was announced to jubilant crowds in July 1776. The guide will vividly describe that exciting time in Boston. Additionally, learn about the tragic Boston Massacre that occurred here and the events leading up to that day.

• Old South Meeting House - No visit to Boston is complete without mentioning the Boston Tea Party. At this stop, originally a church, the guide will explain the events leading up to the infamous event. Discover who declared “No taxation without representation!” and how Bostonians planned their 1773 rebellion.

• Old Corner Bookstore - The tour passes by the site of Boston’s first bookstore, which housed the publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow’s famous tale: Midnight Ride of Paul Revere.

• Old City Hall - This hall was home to the city council in the 19th and 20th centuries and the site of America’s first public school. Marvel at its stunning French architecture and snap a photo with the famous Bronze Donkey.

• King’s Chapel - A short walk through Downtown Crossing and past Old City Hall leads to one of the country’s most historic places – King’s Chapel, the first Anglican church in New England. The guide will share its history and evolution over the centuries. If fortunate, the organist might be practicing on the oldest church organ in the US.

• Granary Burying Ground - Originally part of Boston Common, this cemetery dates back to 1660. Along the way, pass by the final resting places of famous Revolutionary heroes like John Hancock, Paul Revere, and Sam Adams.

• Boston Common - The oldest city park in the United States, Boston Common (not Commons) is beloved by locals and visitors alike. Walking through the park, see various memorials, fountains, and recreation areas, enjoyed daily since 1634.

• Beacon Hill - One of Boston’s most popular and well-known neighborhoods, this area wasn’t always as charming as it is today. Peek down the cobbled streets as the guide shares the area’s fascinating history—how sailors and British soldiers in the 17th and 18th centuries diminished its appeal for local residents and how it became the iconic and aspirational neighborhood it is today.

• Robert Gould Shaw and the 54th Regiment Memorial - A lesser-known but significant memorial, commemorating one of the first African American regiments in the Civil War and their colonel, Robert Gould Shaw.

• Massachusetts State House - Admire the glittering dome of the inspiring, historic, and beautiful Massachusetts State House. Learn about the original landowner, John Hancock, and the man who presided over the cornerstone ceremony in 1795, Paul Revere. The guide will explain how this building has endured over the years and remains a vital part of the state’s government.

• Boston Public Garden - This garden is vibrant with modern Boston residents enjoying it for walks, exercise, fun, or peaceful moments. Walking through this picturesque park (America’s first public park), gain a sense of how the land was used by Bostonians (and even British soldiers) during the revolution-era and since. The tour concludes here, in the perfect central location to continue exploring Boston.

• Walk Boston’s famous Freedom Trail and uncover stories of the American Revolution
• Visit the historic Old North Church, a Freedom Trail icon (entry when available)
• Explore Beacon Hill’s charming red-brick streets and classic Boston architecture
• Take in scenic views of Boston Harbor and the Rose Kennedy Greenway
• Indulge in one food and drink stop with a hot Italian beverage and pastry in Boston’s North End
• Enjoy three food stops featuring fresh North End bread, pizza, and an Italian deli sandwich
• Savor a local surprise treat handpicked by your guide for an authentic Boston experience
• Get tips on what else to see, do and eat during your stay

• Tips/gratuities for your guide
• Additional food and drink

Discover Boston’s hidden gems on a walking tour that combines history, culture, and culinary delights. Explore the famous North End, sampling fresh bread, pastries, pizza, and a traditional Italian deli sandwich. Tour a historic church, walk along the Freedom Trail, and enjoy breathtaking views from Boston Harbor to the picturesque Beacon Hill. Led by a local guide, experience the Boston of your dreams—genuine, delectable, and memorable.

• Can this tour accommodate dietary requirements? Absolutely. We can cater for vegetarian, vegan, and gluten-free options. Please notify us at least 24 hours before the tour start time if you have any dietary requests. While we do our best to accommodate these needs, substitutions may not be identical to the original menu items.
• Is this tour environmentally friendly? Unlike many Boston tours that use buses or other vehicles, this experience is entirely on foot—making it a more sustainable choice.
• How does this tour support the local community? In the North End, all food stops are 100% owned and operated by locals, ensuring your visit directly benefits the community. Any inclusions and additional purchases you make help support local businesses.
• Do we visit any historic sites? You’ll stop at the world-famous Old North Church, a non-profit organization dedicated to preserving American history and educating visitors. Your entrance fee helps maintain the church and its educational programs.
• Can the route or inclusions change? We reserve the right to adjust the route and places visited. Food inclusions may vary depending on availability on the day.
• Is the tour suitable for all fitness levels? Yes, but please note the tour involves approximately 8 km (5 miles) of walking.
• Is this tour child-friendly? Yes! Children under the age of 6 can join this tour free of charge.

For a full refund, cancel at least 24 hours before the scheduled departure time.