Built by Ships, Rebuilt by Fire: A Saint John Walking Tour
About the Tour
Saint John holds the title of Canada's oldest incorporated city, and its waterfront has witnessed over two centuries of remarkable history. On this walking tour, you'll trace the city's story from its shipbuilding golden age to the catastrophic Great Fire of 1877 that reshaped its skyline. You'll also hear how Loyalists, Irish immigrants, and Indigenous peoples all left their mark on this harbour city.
The tour starts at the Area 506 Container Village on the waterfront, where you'll walk past the Marco Polo Cruise Terminal – named for the record-breaking clipper ship built here in 1851 that once earned the title of the fastest ship in the world. You'll stroll along the harbourfront to St. Patrick's Square and the Three Sisters navigation light, then head up Prince William Street, Canada's first National Historic Streetscape, past grand post-fire stone and brick buildings that earned the street its nickname, Wall Street.
From there, you'll pass Canada's oldest publicly funded high school and visit King's Square, where the pathways are laid out in the shape of the Union Jack. You'll walk through the Loyalist Burial Ground, and the Saint John City Market, whose roof curves like an inverted ship's keel. The tour winds down to the waterfront boardwalk, where you'll stand near the origin point of the Great Fire of 1877. The tour ends at Ihtoli-maqahamok, a gathering space along the harbour whose name comes from the Wolastoqey language, honouring the Indigenous peoples who have lived along this river for thousands of years.
On this 60-minute tour, you'll have a chance to:
- Hear the story of Benedict Arnold, who tried to reinvent himself as a Saint John merchant after betraying the American Revolution
- Discover the legend of Ugg-Wugg, Saint John's own mysterious sea serpent spotted near the Reversing Falls
- Learn about the Loyalist House, built around 1817 and the subject of multiple paranormal investigations
- Find out how a ruptured lube tank in 1880 led to the creation of the world's smallest handrail
- Explore Jardine Alley, a former delivery lane transformed into a colourful laneway with an overhead light display
- Hear how the Bank of New Brunswick, founded in 1820, became Canada's first chartered bank
Lace up your walking shoes and set out to discover why Saint John's story is unlike anywhere else in Canada.
Tour Producer
WHiPs Adventure Company
WHiP's Adventure Company is an upstart adventure company in New Brunswick, Canada. Focusing on adventures along the Bay of Fundy.
Based in Saint John, the company reflects the spirit of the region; dramatic coastal cliffs, dense forests, and the powerful tides of the Bay of Fundy.
WHiP's also produces outdoor-inspired content and products, including books, trail guides, and nature photography that highlight the beauty and diversity of New Brunswick.
At its core, WHiP’s Adventure Company is about more than just getting outside, it’s about creating lasting memories, building confidence through adventure, and fostering a deeper appreciation for the natural world.
The first self guided walking tour produced by WHiP's, was inspired by the historic city itself, and the many firsts that were almost forgotten.
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Preview Location
Location 16
Benedict Arnold
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This was the home of somebody who arrived here, but wasn't necessarily welcomed with open arms.
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At this corner stood an impressive residence. A 2....
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Major Landmarks
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King’s Square
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Loyalist Burial Ground
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Saint John City Market
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Imperial Theatre
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Market Square
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The Loyalist House Museum
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Ihtoli-maqahamok – The Gathering Space
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Prince William Street
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Jardine's Alley
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Germain Street
Getting There
Route Overview
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Start location85 Water St, Saint John, NB E2L 0B1, Canada -
Total distance3km -
Final locationMarket Square, Saint John, NB E2K 4V9, Canada -
Distance back to start location341.07m
Directions to Starting Point
The tour begins at the entrance to AREA 506 Waterfront Container Village, located at the intersection of Water Street and Duke in Uptown Saint John.
There is a parking lot close by, but read the signs as to when the public is allowed to use the lot. There is also on street parking anywhere Uptown.
Tips
Places to stop along the way
There will be lots of places to check out when you're finished. All within walking distance of the tour. Restaurants, shops, Area 506, Market Square and more.
Best time of day
The best time to take the tour is when you're available, but the super best time is when the City Market is open Monday to Saturday during normal business hours.
Precautions
Always be aware of your surroundings, no matter where you are. You will cross streets, please use crosswalks and signal lights.
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