Five stars. Our morning with our excellent guide, Mark Dunn, was a terrific introduction to Sydney. History, architecture, culture, practical information - all in a three hour tour that sped by too quickly. We have done many Context tours and this was among the best. Highly recommend!
Australia
Expert-led Australia guided tours that turn culture, history, and landscapes into meaningful discoveries.
Dive into Australia
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The land of Indigenous tradition and modern identity awaits... Where will you go?
Sydney
Harbor, coastline, and neighborhood life define Sydney, where history and contemporary culture meet dramatic natural beauty.
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 ten 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.
Australia, Seen with Context
Australia isn’t just iconic landmarks and coastlines. Travel with an expert to discover how Indigenous heritage, history, and modern culture shaped the country.
Hear from our customers
Start your visit to Sydney here! Mark’s a historian with knowledge and passion for Sydney’s past and present that was evident in every step of the tour. Our meeting spot was perfect for getting a lay of the land-- an in-ground model of Sydney and then to a map on the docks. He answered all of our questions and helped us understand Sydney’s timeline and founders with the different architectural features throughout the city. Five stars for the tour AND lunch recommendation.
Matt was a most personable and knowledgeable guide for our walking tour. The route he led us on in downtown Sydney was multifaceted and extremely interesting. Highlights included the beautiful Botanical Garden, the spectacular Sydney Library and Matt’s solid discussion of the city’s successful historical preservation efforts and accomplishments.
