Top Charlottetown Historical Tours

Being an Islander all my life, with my family having deep roots here, you will not only learn about the history and geography of Charlottetown and the Island as we walk through the historic streets but also hear many personal anecdotes. Some of these will be about the history of the Kelly family while others will be will be more personal. Whether your from here or from away I think you will leave with a deeper appreciation of the place I call home.

Led by a sixth-generation local, this small-group tour gets the most out of your time in Charlottetown. You’re guaranteed to see all the best sights: St. Dunstan's Basilica, Great George Street Historic District, Province House National Historic Site, and more. And with your guide’s local insight and personal touch, you’ll leave with a deeper connection to Canada’s birthplace.

While lots of walking tours help you discover some of Charlottetown’s popular sights, not many allow you to sample a selection of Prince Edward Island’s most well-known dishes along the way. On this half-day small-group tour, take in views of Great George Street, Peake’s Wharf, Province House, and much more while enjoying tasty snacks like locally sourced mussels and lobster rolls.

Explore the rich history of Charlottetown with this self-guided audio tour led by Josh, a sixth-generation islander. Starting at Confederation Landing Park, you’ll walk along the scenic waterfront, feeling the salty breeze as you dive into the city’s past. Learn about the industries that shaped Charlottetown, from fishing to tourism, and stroll through iconic squares like Rochford and Connaught. Along the way, discover landmarks such as Great George Street, Province House, and Beaconsfield Historic House. This hour-long tour offers a charming mix of stories, history, and local secrets that will deepen your connection to this vibrant city. Ideal for history buffs, culture enthusiasts, and those seeking an authentic PEI experience.

Climb aboard Charlottetown’s Harbour Hopper Tour, the city’s only land-and-sea adventure! Ride a retrofitted military vehicle through the charming capital, passing landmarks like St. Dunstan’s Basilica, the Confederation Centre of the Arts, and City Hall. Enjoy harbour views at Victoria Park, glimpse Government House, and admire Beaconsfield House, a Victorian gem from 1877. Then, brace for the highlight—splashing into Charlottetown’s harbour! Cruise past the vibrant waterfront and historic Charlottetown Yacht Club, soaking in ocean breezes and maritime charm. This tour blends history, stunning architecture, and waterfront beauty into one unforgettable experience. Don’t miss this thrilling way to see Charlottetown—on land and sea

See the capital city of Prince Edward Island, Charlottetown, on this sightseeing bus tour that explores the waterfront, city, and key sights. Learn about the island from your guide and see the city’s highlights like Province House, Victoria Park, Beaconsfield, and more. Get tips from your guide on places to eat and shop in the walkable downtown area.

Experience Prince Edward Island the way it’s meant to be seen—on a relaxed, private tour that combines both the North and South Shores in one memorable day. With a small group and a dedicated, born-and-raised Islander as your local guide, you’ll enjoy a flexible pace, comfortable travel in a luxury GMC travel van, and time to truly enjoy each stop. What sets this tour apart is the local perspective. As your guide, I share not just the history, but what makes PEI tick; through stories, insights, and small demonstrations. Having worked in many of the Island’s key industries, I offer a real-life understanding of the people, culture, and traditions that shape daily life here. This is more than a sightseeing tour; it’s a chance to experience the Island through a local lens, with hidden gems and authentic moments along the way. Ideal for couples, families, and small groups seeking a relaxed, personal Island experience. Some Images courtesy of Tourism PEI.

his small-group mini bus tour offers a relaxed and personal way to explore Anne of Green Gables sites and Prince Edward Island’s North Shore. Led by a certified, experienced guide, the tour combines engaging storytelling, scenic coastal viewpoints, and a touch of Canadian music along the way. Travel through rolling farmland, coastal villages, and along the Island’s famous red cliffs, with carefully selected stops that showcase the beauty and charm of the North Shore. Enjoy comfortable transportation and a safe, reliable, and fun Island experience. Some Images courtesy of Tourism PEI.

Discover the history, heritage, and culture of Canada’s Prince Edward Island when you embark on this half-day excursion. Join your private, certified guide and drive around the island’s top spots, listening to commentary while you drive. See landmarks like St. Dunstan’s Basilica, Dalvay Beach, and Cavendish, and gain insight into the local fishing industries.

Discover Everything Anne of Green Gables and more with a multi Generation Islander on your Private Tour . You will get to experience the very places that LM Montgomery experienced herself and wrote about in her Books such as Anne of Green Gables . You will also learn lots about other places and about PEI in general. During and after the Tour you will really appreciate the Island just like LM Montgomery did .

See far more of Charlottetown than you could on foot by hopping on an e-bike on this half-day small-group tour. After a safety demonstration, join your guide and head out into the city to explore local landmarks such as the Confederation Trail, St. Dunstan’s Basilica, the Beaconsfield Historic House, and much more.

Join me for a tour filled with hidden gems, scenic views, and plenty of Instagram-worthy moments. With over 18 years of living on Prince Edward Island and more than a decade of guiding, I’ve had the pleasure of creating over 100 unforgettable experiences for visitors from around the world. Let me show you the Island through a local’s eyes—and help make your time on PEI one to remember.

Ready to discover the real PEI? Your scenic historic tour combines breathtaking landscapes with captivating stories, bringing the island's rich past to life. Explore iconic landmarks, uncover hidden historical gems, and learn about the people and events that shaped this unique corner of Canada. From Confederation House to Anne's Green Gables, we'll navigate the island's heritage while soaking in unforgettable views. Prepare to be informed, inspired, and utterly enchanted by the beauty and history of Prince Edward Island. More than just sightseeing, this tour is an opportunity to connect with the spirit of Prince Edward Island. Discover the stories, the landscapes, and the people that make this island a truly unforgettable destination. Book your journey today and let us guide you on an exploration of history, beauty, and the enduring charm of PEI.

We are a privately owned and operated tour business. We offer fun, knowledgeable tours to popular locales from tip to tip on the island. We predominantly focus our tours on the North Shore of the island, namely for its natural beauty and amazing seascapes, but we can certainly build tours to anyone's specifications. There is a lot to see and do on our wonderful island. Most importantly we ensure we create memorable experiences for everyone to hold memories for a lifetime. Our interactive drives, the local sites and scenery, and some excellent spots to stop along the way for lunch or dinner, are not to be missed. Our tours can also be completely customized by our guests when booked in advance. We can even do this on the fly is required. Our tours are friendly for individuals, families or even work groups who want to get out and explore our beautiful island. We are happy to select and create amazing tours based on your specifics, wants and wishes!

This tour includes a short tour of Historic Charlottetown including St. Dunstan's Basilica and Province House, Birthplace of Canada. A picturesque drive through the rolling hills of PEI to Park Corner, the location of Silver Bush. We will also be making photo stops at French River and Lucy Maude's Birthplace. Next we will continue on to Green Gables Heritage Site (Anne's House) and the grave site of Lucy Maude Montgomery and her husband. A coastal drive through Cavendish Beach takes us to North Rustico Harbour (a working fishing harbour), the North Rustico Light house, and then returning to Charlottetown.

This small-group Charlottetown shore excursion combines fresh Prince Edward Island lobster tasting (or chicken or shrimp) with immersive mixed reality storytelling — all just steps from the cruise ship terminal at Port Charlottetown. Unlike a traditional PEI food tour or walking tour, this waterfront dining experience lets you enjoy a signature Lobster Cone — a Canadian first — while choosing 3 of 4 interactive scenes that bring Island history and folklore to life. From prehistoric PEI to the 1864 Confederation meetings and the harbour dragon to the Village spinner, you’ll experience Charlottetown in a way most cruise passengers never do. Perfect for travelers searching for unique things to do in Charlottetown, this experience blends local cuisine, technology, and history into one relaxed harbourfront setting. - Two Canadian-first food creations. - Three immersive scenes. One unforgettable Prince Edward Island experience.

Guided by a born-and-raised Islander, this tour offers a genuine, story-filled look at Prince Edward Island. Travel at a relaxed pace as Anne of Green Gables comes to life through local stories, history, and firsthand insight you won’t find in a guidebook. Along the way, take in iconic red cliffs, sweeping coastal views, and thoughtfully selected stops along the North Shore. From well-known highlights to meaningful details often missed, this experience reflects the real Island; its landscape, its people, and its stories; shared with care and a deep sense of place and pride. Some Images courtesy of Tourism PEI.

Step back in time and experience the historic charm of Charlottetown on a scenic 40-minute horse-drawn carriage tour. Relax in a beautiful carriage led by two majestic horses as you journey through the heart of the city. Your knowledgeable local guide, deeply connected to the island’s heritage, will share captivating stories and little-known facts about Charlottetown’s rich history and vibrant culture. From iconic landmarks to hidden gems, this immersive experience offers a unique perspective of the city. Whether you’re seeking a romantic outing or a family-friendly adventure, this unforgettable tour promises lasting memories for all.

Discover the charm of Charlottetown on this guided walking tour. Take in the Georgian and Gothic Revival architecture of Great George St. before strolling along the Victoria Park Boardwalk for a view of Charlottetown Harbour. Guided by a retired history teacher (and stand-up comedian), get the most out of your time in Charlottetown as you learn about the history, culture, and distinct architecture of the city.

Get more out of your time in historic Charlottetown with this private tour. Your local guide providing in-depth insight along the way, you’ll visit St. Dunstan’s Bascillica, Province House, the University of PEI, and more. With personalized attention from your guide, you’ll get all your questions answered, walking away with a deeper appreciation for Canada’s birthplace.

Listen to a tour guide through your smartphone as you explore the elegant streets of historic Charlottetown! Discover the "Birthplace of Confederation," a vibrant seaside capital where grand Victorian architecture meets a modern, culinary soul. Walk the same paths as the legendary Fathers of Confederation and uncover the stories of the pioneers, architects, and rebels who transformed this "cradle on the waves" into a national icon. Live GPS map shows where you are and where to go next. As you get close, tour guide commentary will automatically play. Along the way, meet lively characters and special guests who bring Charlottetown's vibrant stories and hidden gems to life. Skip crowded tour groups, tight schedules, and high prices — enjoy the freedom of your own pace and schedule. It’s yours! Explore anytime, not just on your booking date. Stop & start anywhere along the route. Trusted by over 75 tours & 25,000+ happy customers. Book today and start your Charlottetown adventure!

Experience a guided historical sightseeing tour, learn about the past, and present of Charlottetown Come with us to check out Prince Edward Island’s capital city and the birthplace of Canada’s Confederation, Charlottetown’s incredible history is woven into every street, building, landmark, and green space you’ll pass during your tour. Along the way, your driver/guide will share compelling stories and interesting outtakes from the city’s past and present. Key sites of interest you’ll see during your 45 minute ride include Victoria Row, the Fathers of Confederation route, Great George Street, historic Province House, Founders’ Food Hall & Market, Confederation Centre of the Arts, and the Lieutenant. Governor’s mansion, which was built in 1834 and overlooks Charlottetown’s picturesque harbor. Have a first hand look at harness racing as you take a tour to the race track, if you’re lucky you will see horses racing around the track!!!

Discover picturesque Green Gables Shore on a half-day tour from Charlottetown. This area of Prince Edward Island inspired L.M. Montgomery’s classic novel, “Anne of Green Gables.” Admire the hilly landscape, beaches, and sandstone cliffs, and tour Green Gables House with a guide. After, stop at the Prince Edward Island Preserve Company, a riverside restaurant with artisan preserves, fine teas, local crafts, and more.