Tour Descriptions

TOUR #1: Downtown Freedom Trail Walking Tour - History & Architecture

Get to know and love Boston in just one morning. Stories that highlight Boston's history, architecture & culture, as we walk the Freedom Trail from Faneuil Hall to Boston Common. This tour puts it all in context for you, from the time Boston was first settled to today's quirky streets and mixed architecture.

Highlights include:

• The Old & New State House
• Faneuil Hall
• Boston Massacre Site
• Park Street Church
• King's Chapel
• Old South Meeting House
• Old Granary Cemetery
• Old City Hall
• First Schoolhouse Site
• The Old Corner Bookstore
• Boston Common
• The Famine Memorial

Tour Times: Daily at 10:00 AM  (approximately 1 hour and 10 minutes, 1 mile) 
Meeting Place: Across from the Old State House the NW corner of State and Congress Streets (outside 28 State Street)
Cost: $30 per adult; $15 per child 16 and under
Reservations: Call 1-866-WE-WALKS (1-866-939-2557)

TOUR #2 - Downtown Freedom Trail to Copley Square (Back Bay) via Beacon Hill Walking Tour

Highlights include:

•  The Freedom Trail from Faneuil Hall to Boston Common
•  The quirky, vibrant architecture and streets of old Downtown Boston
•  The cobblestone drives and gaslights of historic Beacon Hill .
•  The 19th century Back Bay area and the Boston Public Garden
•  The beauty and grace of Copley Square

Details of just some of what you'll see:

TOUR #3:  Copley Square (Back Bay) to Downtown Freedom Trail via Beacon Hill Walking Tour

Begin in the elegant Back Bay and pass stately and historic Beacon Hill on our way to the dynamic Downtown Area, where you'll see the major points of the Freedom Trail.  NOTE:  This tour is similar to Tour #2 but in the reverse direction, although architectural emphasis is more on the Back Bay.

Highlights include:

•  The beauty and grace of Copley Square
•  The 19th century Back Bay area and the Boston Public Garden
•  The cobblestone drives and gaslights of historic Beacon Hill
•  The quirky, vibrant architecture and streets of old Downtown Boston
•  The Freedom Trail from Boston Common to Faneuil Hall

This tour brings you from the "newer" 19th century Back Bay, home of many of Boston's most famous architectural sites!  You'll learn about how Back Bay was filled and see the beautiful results during our Back Bay Tour.  We then proceed up to Beacon Hill, home of the Boston Aristocracy during the 18th and 19th centuries.  We proceed Downtown through the Freedom Trail  to the exciting Fanueil Hall and Quincy Market Area, where you can shop and eat to your heart's delight. It's only a short walk to the Harbor or Boston 's Italian North End. Approximately two hours.

Details of just some of what you'll see:

TOUR #4: The North End ("Little Italy"), The Old Downtown and the Waterfront Walking Tour

Explore the beauty and history of Boston's earliest beginnings that formed the architecture, personality and charm that IS Boston today!

Highlights include:

•  The North End, Boston's Italian Area
•  The beautiful Harbor Area and how it was formed
•  Some of Boston 's oldest architecture
•  The Old North Church and Paul Revere's House
•  The "hidden" "Walk to the Sea" Trail

An interesting history of Boston and its architecture, from the time the city was founded in 1630 until today. Learn how Boston's three hills were used to fill in the Harbor. You'll see the oldest section of Boston and then we'll go into the North End, Boston's Italian Area and home of the best pastry shops and restaurants.  Some of Boston's most interesting buildings are seen, including the Old North Church and Paul Revere's House.  We then follow along the North End Harbor Area, glimpse Old Ironsides, and then proceed to the Downtown Harbor at Long Wharf.  

Details of just some of what you'll see:

Tour Times: AS OF 1/1/19 THIS TOUR IS AVAILABLE ONLY AS A PRIVATE TOUR   (approximately 2 hours, 1.5 miles) 
Meeting Place:Across from the Old State House, the NW corner of State and Congress (outside 28 State Street)

TOUR #5: Evening Excursion to Harvard Square in Cambridge

We'll take you on America 's first subway from Boston Common to the hustle and bustle of Harvard Square in Cambridge on the "other side' of the Charles River .

Highlights include:

•  Harvard Yard and Radcliff Yard
•  Brattle Street ("Tory Row")
•  The " Old Burial Place "
•  Longfellow's Mansion
•  "The Square" itself - street entertainers, chess games, the "buzz"

Spend an evening at Harvard Square. Your experienced guide will escort you on the Red Line Subway to the hustle and bustle of Harvard Square , Cambridge , where we'll listen to the street musicians and watch the chess matches in action. We'll tour Harvard Yard, which takes on an eerily spooky feel in the evening, and check out Cambridge's Old Burial Ground colonial cemetery. You will have the option of returning to Park Street with your guide or staying on in Harvard Square for dinner (perhaps The Border Café or John Harvard's Brew House), or going into one of Harvard Square's many entertainment spots (like Club Passim). Approximately two hours.

Details of just some of what you'll see:

Park Street, America's First Subway Station, Harvard Square , Loeb Drama Center, Harvard Yard, John Harvard Statue, Brattle Street ("Tory Row"), Brattle House, Longfellow Mansion, Radcliff Yard.

Tour Times: This tour now is only available as a Custom Tour (Approximately 2 hours, a mile walking)
Meeting Place: Outside the Park Street "T" Station - Corner of Tremont and Park Streets 
 

TOUR #6: Jewish Cultural Walking Tour of Boston

We meet at the strictly kosher Milk Street Café, where you can choose to come early and have lunch or a snack before our tour.

We then ascend Beacon Hill's "back side", where Jews and blacks resided during the nineteenth century. Visit the historic Vilna Shul in the center of Beacon Hill and pass by some typical Jewish homes. You'll see the West End House, where Boston 's West End Jews were provided social services and the Puffer House Cigar-Rolling Factory, typical of the work locales of Boston 's Jews.

We'll go through Boston's impressive and impactful Holocaust Memorial in one of Boston's oldest neighborhoods and then conclude our tour at the entrance to the North End, which was a Jewish immigrant enclave before the arrival of newly arrived Italians transformed the area into a "Little Italy" around the turn of the century.

Highlights include:

•  The Milk Street Café - a strictly Kosher Oasis in Downtown
•  The Famine Memorial
•  Home of The Jewish Advocate
•  The Jewish "Back Side" of Beacon Hill
•  Boston's Historic Vilna Shul
•  The West End House
•  Puffer House Cigar-Rolling Factory
•  The Holocaust Memorial
•  Boston's Immigrant Arrival Area - the North End

Tour Times: AS OF 1/1/19, THIS TOUR IS AVAILABLE ONLY AS A PRIVATE TOUR(approximately 2 hours, 2 miles)
Meeting Place: Outside The Milk Street Café, 50 Milk Street
Reservations: Call 1-866-WE-WALKS (1-866-939-2557)