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Tallinn Old Town: Food and History Self-Guided Walking Tour

4.38

( 176 reviews )

$6.99

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Discover the enchanting history and legends of Tallinn on this self-guided walking tour through its most iconic sites. From the origins of the Danish flag at the Danish King’s Garden to the legends of Toompea Hill and the Cat’s Well, this tour blends fascinating stories with breathtaking views, including the stunning panoramas from the Kohtuotsa Viewing Platform. Explore medieval wonders like the Town Hall Pharmacy and St. Olaf’s Church, and indulge in Tallinn’s timeless charm at Pierre Chocolaterie and Restoran Olde Hansa. With tales of ghosts, devils, and historic monuments, this tour offers a captivating glimpse into the heart of Estonia’s capital.

Highlights 


  • Learn the origin of the Danish flag at the Danish King’s Garden and the myth of the Devil’s wedding at the Cat’s Well. 

  • Discover how Toompea Hill was formed, according to local legend. 

  • Capture unforgettable moments at the Kohtuotsa Viewing Platform, one of Tallinn’s most scenic spots. 

  • Visit Europe’s oldest running pharmacy and know more about the weird potions they carry. 

  • Admire the grandeur of Alexander Nevsky Cathedral and uncover the stories behind Fat Margaret Tower and St. Olaf’s Church. 

Preview Stop

Cat's Well
00:00 / 01:04
Isn’t it odd that there’s a well in the middle of a square? And why do you think it’s painted black? Well, it’s time for another spooky story on our Tallinn walking tour! So, listen closely. If you’re a cat lover, you might want to brace yourself, but if you’re feeling brave, here’s the tale: In medieval Tallinn, this old well was one of the main sources of water for the city. However, it became the center of a dark legend. The well sometimes produced eerie, unexplained sounds, leading townspeople to believe that a demon lurked at its depths. Fearing that the demon would cause the well to dry up if not appeased, the villagers came up with a cruel idea: they decided to toss live cats into the well. They believed that sacrificing these animals might calm the demon or prevent its disturbances. Tragically, the cats were left to die from thirst, starvation, or exposure. Poor cats! Thankfully, the well fell into disuse by the mid-nineteenth century, and now Tallinn’s water is much safer to drink. The poor cats no longer live in fear of being sacrificed! But we’re not done yet. Look around, especially at the buildings. Just beside the ""cat’s well,"" you’ll find a building with a painted window. This is connected to one of Tallinn’s most famous legends. It revolves around an old hotel on this street, and the story has been told and retold in various forms over the centuries. Here’s one version of the tale: On a bitterly cold winter’s night, a desperate hotel owner, facing ruin due to a lack of guests, decided to end his life. Just as he prepared for his final moments, a sudden, forceful knock on the door interrupted him. A stranger entered, asking to rent a top-floor room for a party until dawn. The stranger promised a generous payment but insisted that no one was to eavesdrop on the festivities. As night fell, carriages arrived, and guests poured into the hotel. The party was unlike anything the owner had ever seen—music, dancing, and revelry that seemed to shake the very foundations of the building. Despite the stranger’s instructions, the owner’s curiosity got the better of him. He crept upstairs and peered through the keyhole of the party room. What he saw through the keyhole was horrifying: the Devil’s Wedding. The room was filled with infernal guests, engaged in a sinister celebration. Different versions of the tale diverge here. Some say that the owner found a bag of gold the next morning, but when he touched it, it turned into horse dung, causing him to collapse and die. Others describe the room being covered in hoof and claw marks. Regardless of the exact details, the shocking news of the Devil's presence in Tallinn reached the Town Hall. They ordered the room to be sealed off permanently, bricking up the entrance and filling in the window to ensure no one could ever enter again. Today, at number sixteen Rataskaevu Street in Tallinn’s Old Town, a house bears a painted image of a window, marking the place where the Devil’s Wedding is said to have occurred. Fascinating, isn’t it?
About this activity 

Free Cancellation 

  • Cancel up to 2 hours in advance for a full refund 

Valid 365 days 

  • Tour is valid for 1 year and can be used multiple times 

Language Options  

  • English | French | German | Spanish | Italian | Dutch | Polish | Russian | Portuguese

Duration  

  • 1 hour and 30 minutes

Starting point

Freedom Square- google maps - Google maps

Itinerary
Freedom Square
An important monument commemorating the the soldiers of Tallinn
Danish King's Garden
Know more about the story of the origin of the Danish flag, yes you heard it right, the Danish flag origin in Tallinn, Estonia. Also, know more about the black-ghost like statues in the Garden.
Alexander Nevsky Cathedral
Know more about the history of the Cathedral and some interesting facts about the church bells
Toompea Hill
Climb up the Toompea Hill and know about the local legend as to how Toompea Hill was formed.
Viewing Point Kohtuotsa
Visit the Kohtuotsa Viewing Platform and click some of the most memorable pictures to take back the memories of your trip to Tallinn
Cat's Well
Know more about the story of Cat's well and the local legend of the famous Devil's wedding that took place in one of the hotels.
Restoran Olde Hansa
Visit a restaurant that servers food from the medieval era. They only use ingredients that were available in Europe before 15th century.
Town Hall Pharmacy
Visit the oldest running pharmacy and know more about the various potions sold for different ailments.
Pierre Chocolaterie
Go back in time to the 1900's and if you like enjoy one of the most decadent cup of hot chocolate in Tallinn
St. Olaf’s Church
Know more about the history of the church and why it came to be known as the St. Olaf's Chuch
Fat Margaret
Visit the famous Fat Margaret tower and know the different stories or legends about why it came to be known as the Fat Margaret tower.

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Top Reviews

Paolac

Surprising

19 July 2026
The route took us along the city’s main streets, stopping at places of historical, traditional, artistic, and culinary interest. A truly wonderful journey.

Anna

Amazed

8 July 2026
Absolutely perfect and useful

Denver

Wonderful

10 May 2026
It was a great experience, and you could see and experience the city at your own pace. I would definitely recommend it!
Full Description
Discover the enchanting history and legends of Tallinn on this self-guided walking tour through its most iconic sites. From the origins of the Danish flag at the Danish King’s Garden to the legends of Toompea Hill and the Cat’s Well, this tour blends fascinating stories with breathtaking views, including the stunning panoramas from the Kohtuotsa Viewing Platform. Explore medieval wonders like the Town Hall Pharmacy and St. Olaf’s Church, and indulge in Tallinn’s timeless charm at Pierre Chocolaterie and Restoran Olde Hansa. With tales of ghosts, devils, and historic monuments, this tour offers a captivating glimpse into the heart of Estonia’s capital.
Important Information 


  • Instructions with link to app and how to access the tour will be sent to your email post checkout  

  • You can gain instant access to the tour by downloading the app and buying the tour on the app. 

Frequently asked questions

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