• Greenway Carousel - Your North End to the Freedom Trail combines our North End Food Tour and our History and Highlights Tour to make up a brilliant half day tour that will give you a comprehensive introduction to our fair city.
  Your experience begins at the lifeblood of Boston, the Boston Harbor. Walk through a scenic waterfront park, with views of the harbor, East Boston and the historic wharfs lining Atlantic Ave. We’ll make our way to the heart of the North End, with views of some of the most historic sites and properties in the neighborhood, some dating back to the late 1600s and early 1700s.

• Faneuil Hall Marketplace - Here, you’ll hear about the notable revolutionaries who were the first to advocate for independence from Great Britain.

• Rose Kennedy Greenway - We will pass by the Rose Fitzgerald Kennedy Greenway, a linear park located in several Downtown Boston neighborhoods. It consists of landscaped gardens, promenades, plazas, fountains, art, and specialty lighting systems.

• North End - We’ll make our way to the heart of the North End, with views of some of the most historic sites. Tasty food is never far away in the North End. Your guide will introduce you to a small, hidden Italian bakery serving up fresh bread daily. A proper Italian salumeria is next, where you’ll have a chance to enjoy some Italian meats and cheeses. Next up, we’ll take in the energy of the North End’s busiest corridor, Hanover Street, where it’s time for a mid-tour break with your guide at a traditional Italian café.

• Old North Church & Historic Site - You’ll hear stories about some of the most influential events that happened in Boston, including Paul Revere’s Midnight Ride. We will make our way to the Old North Church and step inside the hallowed walls.
  The Old North Church is closed until the beginning of April. During this time, we will not be able to visit inside the church, but we will stop outside of it.

• Downtown Crossing - A short trek through Downtown Crossing

• Custom House Tower by Marriott Vacation Club - From Faneuil Hall, you’ll be able to see Custom House Tower, the first skyscraper built in the city of Boston and originally the location where incoming goods were stored upon arrival to Boston.

• Old State House - Moving into the heart of Downtown Boston, we stop in front of the Old State House. This is where the Declaration of Independence was announced to elated crowds in July 1776 - your guide will paint quite the picture for you of that exciting time in Boston. On the flip side, you’ll also hear about the tragic Boston Massacre that occurred here and what led up to that fateful day.

• Old South Meeting House - You can’t come to Boston and not mention the Boston Tea Party. While at this stop, which was originally a church, your guide will fill you in on all that led up to the infamous event. Learn who said “No taxation without representation!” and how Bostonians planned their act of rebellion in 1773.

• Old Corner Bookstore - Next we’ll pass by the site of the first bookstore in Boston, which has housed the publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow - you may have heard of his famous tale: Midnight Ride of Paul Revere.

• Old City Hall - This hall was home to the city council in the 19th and 20th century, as well as the site of the first public school in America. You’ll also marvel at its breathtaking French architecture and be able to snap a photo with the famed Bronze Donkey.

• King’s Chapel - A short trek through Downtown Crossing and past the Old City Hall takes you to one of the most historic places in the country – King’s Chapel, the first Anglican church in New England. Your guide will teach you about its history and its progression through the centuries. If we’re lucky, we could hear the organist 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, you’ll pass by the final resting spot 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 a favorite with locals and visitors alike. Walking through the park, you’ll see various memorials, fountains, and recreation areas - which have been enjoyed daily since 1634.

• Beacon Hill - One of the most popular and well-known neighborhoods in all of Boston, this area wasn’t always as attractive as it is today. You’ll peek down the cobbled streets as your guide shares the fascinating history of this area - how sailors and British soldiers in the 17th and 18th centuries actually decreased its favor 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 memorial, but one of great interest and significance. This memorial commemorates one of the first African American regiments in the Civil War and their colonel Robert Gould Shaw.

• Massachusetts State House - You’ll love seeing the glittering dome of the inspiring, historic, and beautiful Massachusetts State House. You may have heard of the original landowner for this site, John Hancock, and the man who presided over the cornerstone ceremony for the building in 1795, Paul Revere. Your guide will be sure to fill you in on how this building has lasted over the years and continues to be an integral part of the state’s government.

• Boston Public Garden - This garden is full of life with residents of modern Boston enjoying it for walks, exercise, fun, or just a peaceful moment. But as you walk through this picturesque park (the first public park in America), you’ll really be able to get a sense of how the land was used by Bostonians (and even British soldiers) throughout the revolution-era and since then as well. Your tour will end here - in the perfect central location for you to continue your day in 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.