Tallinn Old Town: Medieval Stories, Estonian Food & Rooftop
Begin the tour at Viru Gate and discover how Tallinn developed as a Baltic trading city. Walk through the medieval Lower Town, exploring its historic passages, walls, towers, Town Hall Square, merchant buildings and guilds while learning about everyday life, trade and the people who shaped the city.
Continue towards Toompea, the Upper Town, where Tallinn's political and religious history comes to life. Explore historic landmarks and fortifications before reaching Kohtuotsa and Patkuli viewing platforms for panoramic views over the Old Town.
Discover Lühike Jalg (Short Leg) and Pikk Jalg (Long Leg), two historic routes connecting Toompea with the Lower Town. Learn how these routes reflect the different roles of Tallinn's Upper and Lower Town before taking a relaxed 1-hour-15-minute break at Fersen near Patkuli, where Estonian food and a drink are included. Enjoy local flavours, learn about Estonian food traditions and take time to recharge.
Continue down Pikk Jalg into the historic merchant quarter and follow Pikk Tänav (Long Street) past medieval merchant houses, guild buildings, St. Olaf's Church and the Three Sisters.
Discover how Tallinn's merchants lived, worked and traded, and how Pikk Street connected the city with the wider Baltic trading world. Continue towards the Great Coastal Gate and Fat Margaret, where the story of medieval commerce meets Tallinn's maritime history and connection to the Baltic Sea. Finish on the rooftop of Paksu Margareeta Katusekohvik, enjoying an included dessert or sweet treat and drink while taking in the atmosphere around the historic harbour gate.
This relaxed 5-hour experience combines Tallinn's medieval history, the historic routes of Lühike Jalg and Pikk Jalg, merchant stories along Pikk Tänav, Estonian food, panoramic views and a rooftop finish at Fat Margaret.
MEET YOUR GUIDE
Tour guide, Tallinn, Estonia
Hello!, I am Gbemi Kadri. I have lived in Estonia for eight years, and I fell in love with Tallinn Old Town the moment I started exploring it. I love the beauty of old Tallinn and I love that its history has been kept alive for so many centuries. As you can see I am standing right in front of maybe the most controversial building in Tallinn this beautiful Orthodox church called Alexander Nevsky Cathedral. Want to know why? I will tell you when we get here.
I would be happy to show you this beautiful city, and I am excited to meet you. Think of me as the friend you have in Tallinn that can't wait to show you around the city.
Testimonials
Recent experiences from our guests
“Our guide went above and beyond!”
This tour was wonderful! We got a comprehensive history of Tallinn through visiting Old Town attractions and gained insights and information that would have been impossible to achieve on our own. I especially enjoyed learning about the legends and superstitions. Our guide Kadri was extremely knowledgeable, patient, flexible and friendly and she truly went above and beyond. She is an amazing story teller and helped us imagine life as it was hundreds of years ago.
Andi Vaida
Reviewed on Oct 02, 2026
“Book it already”
Amazing walk tour. Just like walking the city with a friend except she teaches you about the city. I learned so much and saw so many beautiful places that other guides don't take you too.
Heidie VANZETTI
Reviewed on Sep 30, 2026
“Great tour”
This was the second free walking tour in Tallinn and this one was by far the best. The guide, Kadri, spoke really good English and told us a lot of fun details about Tallinn as well as some good restaurant tips. Thank you Kadri!
Hannah van Meel
Reviewed on Sep 28, 2026
“Good afternoon tour”
Good tour, good guide. Worth it.
Peter Mikola
Reviewed on Sep 22, 2026
“Medieval Legends”
It was a very good trip! Medieval pharmacy and the old town were really interesting. Thank you!
Ula Rozbiewska
Reviewed on Sep 17, 2026
“Good overview if town and history”
Detailed information, guide answered questions, kedves us to interesting places and viewpoints
Wiltrud Steinacker
Reviewed on Sep 13, 2026
“Fun Day in Talinn”
I enjoyed my day with the tour guide Gbemi Kadri - she made the medieval commentaries interesting and was very patient with my questions as well. She was not particular about finishing on the dot especially as it started raining towards the end. Highly recommended.
Suguna Rethinasamy
Reviewed on Sep 11, 2026
“Ryu”
I enjoyed my day with the tour guide Gbemi Kadri - she made the medieval commentaries interesting and was very patient with my questions as well. She was not particular about finishing on the dot especially as it started raining towards the end. Highly recommended.
Rosalina Yu
Reviewed on Sep 10, 2026
“Great tour of Tallinn”
Mbemi was great our guide who really gave us insight into Tallinn from the 12th century on up to present day!
Rick Gabler
Reviewed on Sep 07, 2026
“Great Tour”
This was a very interesting tour. We got to see all the main sites of the old Town and learn the history behind them. The guide was really knowledgeable and engaging.
Guy Darby
Reviewed on Sep 04, 2026
“Lovely guide!”
Very informative-guide was patient and very willing to answer questions-,we learned a lot. Thank you
Stamatoula Makri
Reviewed on Aug 31, 2026
“Walking tour of Tallinn”
Mbemi was a great tour guide. Sorry, didn’t catch her full name. Very funny and patient. Gave enough talk for a walking tour and also guided us to do things on our own after the tour. Spent more time than we expected. Was worth every minute.
Mey Mohan
Reviewed on Aug 31, 2026
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