Tallinn Old Town Walking Tour
Discover Tallinn Old Town walking tour and explore one of the best-preserved medieval centres in Europe, where centuries of history are reflected in every street and square.
Highlights of the tour
- Visit Tallinn’s main highlight – the medieval Old Town
- Walk along narrow cobblestone streets between historic town walls
- Hear stories of merchants, monks, and daily life in the past
- Cover the main attractions in both Lower Town and Upper Town
Tallinn Old Town is the city’s main highlight and one of the most iconic places in Estonia. This walking tour takes you through a compact and well-preserved medieval area that feels like stepping into a history book. The cobblestone streets between the Town Walls are easy to walk and offer plenty to see and discover.
Along the way, you will explore gabled houses, churches, and squares that developed between the 13th and 15th centuries, when Tallinn grew into a key Hanseatic commercial hub. The tour includes both Lower Town and Upper Town, allowing you to experience the full structure of the historic city.
During the walk, you will also hear stories about merchants, monks, and everyday life, as well as learn about the broader history of Tallinn. The route covers the main attractions and includes some of the most photographed places in Estonia.
PRICE INCLUDES: guide service
FOR EXTRA CHARGE: transfers from the cruise passenger’s port (20 euros per person), entrance to churches (optional).
PICK UP PLACE AND TIME: as ageed – at the hotel or in front of the Tallinn Tourist Information Centre
LANGUAGES: English, Spanish, German, French, Russian
Video by © Reece Mladjov, 2025
Explore Town Hall Square
Begin your Tallinn Old Town walking tour at Town Hall Square, the historical centre of the city since the 11th century.
Here you will discover stories behind some of Tallinn’s best-known symbols, including Old Thomas, the weather vane on the Town Hall, and the famous pharmacy where one of Europe’s oldest recipes was created. The square is lively year-round, especially in summer and at Christmas, when it fills with markets, local food, and performances.
Discover medieval streets, churches, and courtyards
Continue your Tallinn Old Town walking tour through narrow streets and hidden courtyards that reflect the city’s medieval past.
You will pass several historic churches, including St. Nicholas’, St. Mary’s, and the Church of the Holy Ghost. Along the way, you will also see the Orthodox Cathedral of Alexander Nevsky, which represents a different period in Tallinn’s history. The walk introduces how the medieval city functioned and explains the meaning behind street names and urban layout.
Learn about the city walls and Toompea Hill
The tour then leads you through both Lower Town and Upper Town, offering a broader view of Tallinn’s structure.
On Toompea Hill, you will see where the Estonian Parliament and Government are located today and enjoy views from the main viewing platforms. The area was historically separate from the lower town, and during the tour, you will learn about the differences between the two. Tallinn’s Old Town is still surrounded by a 2 km long city wall with red-roofed towers, and in some places it is possible to walk along the walls.
Optional tips to enhance your experience:
- Ask for recommendations on authentic Estonian handicraft shops and local restaurants
- For groups from 6 people, additional activities such as workshops or team games can be arranged
- Add a guided Virtual Reality tour on Harju Street (years 1939–1944)
Prices for Tallinn Old Town Tour
For families with children, we usually offer a discounted price. Please ask for more information.
The minimum group size for our tours is two people. Solo travellers are welcome to join others. Send the request with possible dates, and we will give you more information.
| Number of participants: | Price per person: |
| 2 | 57 euros |
| 3 | 47 euros |
| 4 | 43 euros |
| 5 | 36 euros |
| 6 | 32 euros |
| 7 | 29 euros |
| 8 | 27 euros |
| 9 | 24 euros |
| 10 | 23 euros |
| 11 more | on request |
We can organize this tour for large groups. Ask for a custom offer and mention the number of people.
Tour Reviews
Excellent visit, our guide was very professional, attentive and very explicit in her instructions and explanations.
A very entertaining city tour by Reelika. Many thanks for the good entertainment and the wonderful city walk!
The visit was excellent.
Our guide Jorge was very knowledgeable about history, which made our visit to Tallinn very interesting.
This visit is highly recommended.
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