PORT CHARLOTTETOWN. Begin at the waterfront gateway where the 1864 Confederation delegates arrived and the modern seaport meets the city.

FOUNDERS' FOOD HALL & MARKET. Pass the restored railway shops now filled with Island food, drink, and local makers.

CONFEDERATION LANDING PARK. Stroll through the harbourfront park that marks the 1864 delegates' arrival and conceals an engineered industrial past.

PEAKE'S WHARF. Enjoy the lively waterfront wharf rebuilt from an industrial site into shops, dining, and harbour views.

GAINSFORD HOUSE. Admire Charlottetown's oldest surviving brick building and the story of its determined 19th-century owner.

WET WAREHOUSE. See the guarded liquor warehouse linked to Prince Edward Island's famously long Prohibition era.

GREAT GEORGE STREET. Follow the National Historic Site streetscape walked by the 1864 Confederation delegates.

BISHOP'S PALACE. View the evolving historic residence whose architecture reflects more than a century of additions.

ST. DUNSTAN'S BASILICA. Admire the twin spires of this active National Historic Site, rebuilt after a devastating fire.

ANNE OF GREEN GABLES. Meet PEI's beloved fictional redhead at the downtown store celebrating Lucy Maud Montgomery's classic.

CHURCHILL ARMS. Pass the lively pub and discover the fortune of a self-made Island entrepreneur.

QUEEN STREET. Walk past handsome brick façades shaped by the city's fires and Victorian commercial life.

VICTORIA ROW. Enter the cobblestone pedestrian street where historic storefronts now host shops, dining, and entertainment.

PROVINCE HOUSE. View Canada's Confederation landmark from outside while the building remains closed for conservation.

HONOURABLE GEORGE COLES BUILDING & COURT HOUSE. Discover the civic landmarks tied to the colourful brewer, premier, and Father of Confederation.

ST. PAUL'S CHURCH & BOULDER PARK. Admire the historic sandstone church, then explore the open park of provincial stones beside Province House.

CONFEDERATION CENTRE OF THE ARTS. See the active cultural landmark housing theatre, galleries, and the original Anne of Green Gables manuscript.

COWS & APOTHECARY HALL. See the 176-year pharmacy landmark beside PEI's playful ice-cream tradition.

CHARLOTTETOWN CITY HALL. Admire the 1888 Romanesque civic castle, complete with corner tower and former city stables.

RODD CHARLOTTETOWN HOTEL. Pass the historic grand hotel built by a farming family whose cottages grew into an Island hospitality company.

FITZROY HALL. Admire the 1872 Second Empire merchant's mansion, once among Charlottetown's most fashionable homes.

KIRK OF ST. JAMES. View the active Gothic Revival church rooted in Charlottetown's Scottish Presbyterian history.

ST. PETER'S CATHEDRAL & ALL SOULS CHAPEL. See the historic Anglican complex and its William Critchlow Harris chapel, a National Historic Site.

PEI GOVERNMENT BUILDINGS. Pass the distinctive modernist provincial complex created for public administration in the 1960s.

BEACONSFIELD HISTORIC HOUSE. View the elegant 1877 Victorian mansion, open year-round for guided tours; admission is separate.

TRAVELLING HOUSE. See the 1850s house relocated across Charlottetown and preserved with its complicated history.

CULINARY INSTITUTE OF CANADA. Pass Holland College's chef-training campus and student-run dining room overlooking the harbour.

IRISH SETTLERS MEMORIAL. Pause at Irish flagstones and the Aengus figure honouring immigrants and the Great Famine story.

PEI REGIMENT MUSEUM. See the Sherman tank outside a museum of Island military heritage; opening hours and admission are separate.

DUNDAS TERRACE & HAVILAND CLUB. Compare two architectural rivals: a grand apartment terrace and a former United States consulate.

PIRATES & POLITICIANS. Discover privateers, power, and colourful political stories woven into Charlottetown's waterfront past.

MONCH PROVINCIAL PARK. Hear the tour's off-route story about this named Island park while remaining on the downtown walk.

SHIPYARDS TO SKYSCRAPERS. Trace Charlottetown's growth from a busy shipbuilding port to a modern provincial capital.

THE MI'KMAQ OF PEI. Learn about Epekwitk's first people and their enduring culture and presence on the Island.

CONFEDERATION COURT MALL. Pass the active downtown shopping centre connecting shops, offices, and the Holman Grand Hotel.

FANNINGBANK. View Government House and its historic grounds, the official residence of Prince Edward Island's lieutenant governor.

THE GREAT FIRE. Picture the devastating blaze that reshaped Charlottetown and influenced its brick streetscape.

THE PARTY CRASHERS. Meet the unexpected figures who inserted themselves into Charlottetown's political history.

THE TWO HAMILTONS. Discover the contrasting legacies of two Charlottetown figures who shared a surname.

CAROMA HOUSE & EDEN HALL. Pass these historic residences and discover the people and architecture behind their stories.

LOT 500 AREA. Explore the city district shaped by Charlottetown's original land divisions and changing neighbourhoods.

PRETTIEST PLACE IN THE WORLD. Finish with the story behind a famous compliment paid to Charlottetown's beauty.