The merchants’ lower town
Begin around Town Hall Square and follow the streets where trade, guilds and city life took form.
Inside Tallinn’s historic centre
Enter Tallinn through its oldest streets
Old Town is more than a collection of medieval façades. Walk with Guide Stassi to see how merchants, rulers, walls and everyday lives created the Tallinn that remains today.
- Medieval Old Town
- Private guiding
- A route with context
Photo: nawras.photos
Choose your direction
Read Old Town as three connected chapters
The exact path changes with time and interests, but these themes give the walk its shape.
Toompea and authority
Climb towards the upper town, viewpoints and buildings that reveal another layer of Tallinn’s power.
Walls and overlooked details
Notice towers, passages, courtyards and small clues that are easy to pass without a guide.
Practical information
A private Old Town visit without a rigid script
Choose a concise introduction or give the story more room. Stassi adapts the emphasis to your curiosity and available time.
- Short option
- About 1.5 hours for the essentials.
- Long option
- About 3 hours for more depth and stops.
- Starting point
- A suitable Old Town location agreed in advance.
- Languages
- English, Estonian and Russian.
Your local guide
Meet the guide behind the stories
Stassi Šois brings Old Town history into focus with a warm, conversational style. She explains the larger events while making space for legends, details and the questions visitors bring.
The route can suit newcomers, returning travellers, couples, families and private groups.
More from VVV ToursFrequently asked
Before you book
Which Tallinn Old Town landmarks can the walk include?
A route can include Town Hall Square, Toompea, the city walls and other historic streets and viewpoints. The final path depends on time and group interests.
Is Tallinn Old Town suitable for a short visit?
Yes. A 1.5-hour private walk can provide a clear introduction when your time is limited, while a 3-hour option gives the story more depth.
Can we ask for a particular historical theme?
Yes. Tell Stassi which periods, buildings or questions interest you so they can receive more attention during the private route.
Where do we meet Guide Stassi?
A convenient Old Town meeting point is agreed before the tour. Contact Stassi if you are arriving from a hotel, port or ferry.
Official VVV Tours booking
Book an Old Town guide
Choose an official booking option or contact Stassi to agree on the right length and meeting point.