• The Big Fiddle - Explore this impressive 60-foot steel fiddle, a symbol of the island’s rich musical heritage. Learn about the “living fossil” of Scottish music preserved here.
• Joan Harriss Cruise Pavilion - Find everything you need here: tourist information, complimentary maps, restrooms, Wi-Fi, and dining options.
• Sydney River - Stand by the water’s edge and look into this deep inlet, where mastodons once roamed 80,000 years ago. Experience the dramatic changes shaped by ancient glaciers as you walk along the boardwalk.
• Sydney Merchant Mariners Memorial - A heartfelt tribute to the civilians who navigated the perilous route between Canada and England during the Battle of the Atlantic.
• SYDNEY Sign - Designed to mirror the colors of the water and sky, it is particularly stunning at sunset and is a perfect spot for a selfie before heading inland from the boardwalk.
• City Hall - Cape Breton Regional Municipality - One might wonder why a city the size of Sydney requires such a grand building. The truth is, the current structure serves much more than just the former city. Discover why….
• Charlotte Street - Walk along the historic Charlotte Street, the enduring heart of Sydney, where fortunes have been made and lost over two centuries. Experience the resilient spirit of “The Steel City” as you explore.
• 322 Charlotte St - Discover this storied intersection and three architectural icons that tell tales of local culture and commerce. See a legendary department store awaiting a new chapter and uncover the roots of Maritime radio, all while browsing resilient art crafted by island artisans.
• The Highland Arts Theatre - Admire this grand Gothic Revival structure, affectionately known as “The HAT.” Learn how this historic building, home to Cape Breton’s largest Casavant organ, has been transformed into a lively center for music and drama.
• Charlotte Street - THE GREAT FIRE OF 1901 - On October 19, 1901, this charming street scene was a street engulfed in flames.
• 180 Charlotte St - THE OLD BANK CORNER…once the financial hub of thriving “Steel Town,” where fortunes were exchanged amidst magnificent stone architecture. Look for the hidden symbols of commerce carved into a historic bank’s façade.
• 225 George St - THE LYCEUM - Imagine the echoes of vaudeville performances and hear the whispers of famous entertainers who once graced its magnificent stage during Sydney’s booming industrial era.
• Sacred Heart Downtown - Behold the striking white Gothic Revival church with sweeping spires, built to draw the eye upward, now brilliantly repurposed as a vibrant community venue.
• Eltuek Arts Centre - Discover the imposing Second Empire architecture of the former Holy Angels Convent, a building with a solemn past now reborn as the vibrant Eltuek Arts Centre.
• Island Folk Cider House - For an authentic taste of Cape Breton, this is the place to be!
• St. George’s Anglican Church and Graveyard - Before you stands St. George’s Anglican Church, Sydney’s oldest building. Its solid stone walls and graceful spire have watched over the harbor for more than two centuries.
• 79 Charlotte St - Imagine! This home was standing when Jane Austen and Mozart roamed the world.
• Jost House Museum - Visit Sydney’s oldest home, the Jost House Museum, built in 1786, where one family remarkably lived for over 130 years.
• 16 Campbell St - PETERS HOUSE - Before you stands this rare 1871 Greek Revival home, perfectly preserved to reflect the life of respected schoolmaster Samuel Peters.
• Victoria Park Armouries - Observe this imposing tower and secure brick building, home to the legendary Cape Breton Highlanders regiment. Discover the rich, resilient history of this Canadian-Scottish force, whose courage in battles from Vimy Ridge to Italy forged a proud tradition of service deeply woven into Sydney’s story.
• Desbarres Street - Stand at the 1785 location where Sydney was born, laid out by its ambitious and famously disliked first governor, Colonel DesBarres. Discover the practical and cheerful maritime tradition behind the soft, brightly colored homes.
• St Patrick’s Church Museum - View St. Patrick’s Church, the oldest standing Roman Catholic Church in eastern Nova Scotia.
• 89 Esplanade - Visit the Kennedy House, built in 1786, which has been continuously used as a rental property for almost 240 years!

• No time constraints, take as long as you like to complete the tour
• Download on WIFI before (no signal required or data used during tour)
• Live GPS map shows route & your location
• Flexible dates - tour is yours to keep and enjoy anytime
• Tour guide commentary automatically plays at each point of interest

• Headphones (optional - audio will play from device speaker too)
• Smartphone or tablet

Experience a guided tour through your smartphone while discovering the historic downtown of Saint John!

Discover the enduring “Steel City,” a significant Maritime town in Canada, continually transformed by war, prosperity, and decline. Nestled along a picturesque river, this community is celebrated for its warmth and welcoming nature. Walk in the footsteps of countless newcomers who have shaped Sydney’s distinctive culture and character.

A live GPS map indicates your current location and your next destination. As you approach, the tour guide’s commentary will play automatically.

Encounter lively characters and special guests who bring Sydney’s vibrant stories and hidden treasures to life.

Avoid crowded tour groups, rigid schedules, and high costs — enjoy the flexibility of exploring at your own pace and on your own schedule.

It’s all yours! Explore at any time, not just on your booking date. Pause and resume anywhere along the route.

Trusted by over 75 tours and more than 25,000 satisfied customers. Book today and embark on your Sydney adventure!

• **Recommended attractions may be closed/inaccessible due to season or circumstances beyond our control.

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