Canada Guided Private Tours

Canada

Expert-led Canada guided tours that turn history, culture, and landscapes into meaningful discoveries.

Dive into Canada

Discover These Cities

The land of migration and modern expression awaits... Where will you go?

Montreal

Island boulevards weave French and English traditions into Montreal’s streets alive with festivals, art, and cultural energy.

Let Your Curiosity Shape Your Journey

Join passionate experts on intimate walking tours that reveal a city's unique stories, spark conversations, and leave you seeing the world—and yourself—a little differently.

Experts, not guides

Explore with 1,200+ Experts, from historians and architects to chefs and archaeologists.

Crafted for conversation

With fewer than 12 guests, engage your Expert through questions and immerse fully.

Structured, never scripted

Your interests guide your Expert, leading to stories and perspectives that matter to you.

Curious or connoisseur

First-time visitor or seasoned explorer, our tours span city highlights to deep-dives.

Canada, Seen with Context

Canada isn’t only vast landscapes and vibrant cities. Travel with an expert to uncover how Indigenous heritage, immigration, and culture shaped the country.

Hear from our customers

367 Reviews

Charlotte was absolutely wonderful! Context Travel Tours had been recommended to be as "The Best of the Best" when it comes to private tours. This tour certainly did not disappoint. We met our guide, Charlotte, at the allotted time at the appropriate location and we were off on our whirlwind tour of Montreal. She had deep knowledge of the sites and the history and was a wealth of information. Bring your walking shoes and shift into high gear. We covered a lot of ground in three hours.

Excellent tour! Charlotte was expert at sharing her deep knowledge of local history in an engaging and accessible manner.

Our tour began in the pouring rain, and we were concerned that it might be a complete washout. Our guide, Christian, did a great job of finding us protected places in which two view sites and learn history. His pacing was excellent and he did a terrific job of introducing us to the numerous and varied neighborhoods of Montreal. Five stars.