Private tour in Tallinn Dmitry S

Private Walking tour in Tallinn, Estonia

4.8

(37) reviews

-
Hours icon 2 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Dmitry S.

4.7

Guide rating

187

Reviews

Tours delivered

9 hrs

Avg. response time

I have been interested in history from my childhood. As I grew up, my interest turned into a hobby first, and then into a profession. I truly believe that the only way to do something well is to love it and put your heart into it. I love my country, its culture, people and history of all periods, both good and bad. I love to make connections between the old times and the present day life, because, would not you agree, that knowing the country is not just about reading a book on the history of Middle Ages? I like jokes and believe that a lot of hidden things can be seen through the humour of the country. Welcome to Estonia and its beautiful capital Tallinn! The most beautiful Old Town in northern Europe and the most successful of all former Soviet republics is waiting for you! Licensed by Tallinn's official guiding Union Licensed in Estonian Art museum Foreign Art museum Open Air miseum Estonian Maritime Museum Medieval Art Museum

Have a question or want to customize this tour? Message Dmitry S.

Overview of your Tallinn tour

The Old Town consists of two parts, the Lower Town and the Upper Town. After a walk in Lower Town we will head to Upper Town, going up along Short Leg Street. Here you will learn why people say that Tallinn is the town that limps. And what was the reason for discord between the two towns. Finally you will arrive in Upper Town - the town of noble knights, landlords and soldiers. Here you will discover two cathedrals, Russian Orthodox Alexander Nevsky Cathedral and Lutheran St Mary's Cathedral. Next to the cathedrals we'll find the castle which hosts the Parliament of Estonia and one castle towers named Tall Herman. Here you will enjoy a view of the city from one of the viewing platforms of Upper Town. After seeing Upper Town we'll go back to Lower Town along Short Leg Street and finish the walking tour on Town Hall Square.

Recent Reviews

Bryon B.New Zealand
1 week ago

We were met right off the ferry - we enjoyed walking and hearing about the history of the old town. Dmitry was local and was super engaging telling fun stories and shared his love of old doors pointing out details we would have missed.

Jenelle G.United States
3 weeks ago

Dimitri was very enthusiastic about Tallinn and shared many interesting facts and information about his city. We appreciated hearing about and visiting points of interest throughout our tour.

Lisa H.United States
April 2026

Very interactive guide- matched ours and the kids energy (12 and 14) we learned a lot and covered a lot of ground and gave us a few things to do later.

Victoria D.United States
December 2025

Dmitry was amazing!!! Very upbeat, intelligent, knowledgeable and what's important, very accommodating. Some in our party were not dressed properly for the coldest stay during our stay the tour was booked on. We did not complain, however, as an experienced guide, Dmitry saw that and now and then took us inside a cafe with an interesting story or decor, a church or a store. Very interesting to listen to, not at all boring and highly educated and knowledgeable. We would wholeheartedly recommend Dmitry as your tour guide in Tallinn. I worked as a guide myself for 13 years and know what makes a good one!

Elizabeth C.United States
August 2025

Dmitry gave us a wonderful, insightful tour through the Old Town, provided recommendations and answered our many questions. His knowledge of Estonia, Russia and other areas made for very interesting conversation and we’d highly recommend him as a guide.

Gerry C.Sweden
July 2025

We had a wonderful tour with Dmitry. Very interesting and he knows so much more than history. We learnd a lot about Estonina how it was and how it's today. Dmirty is highly recommended as your guide to Tallin and Estonia.

Your Tallinn tour itinerary

Alexander Nevsky Cathedral (optional free entrance) St Mary's Cathedral "Dome Church" (optional free entrance) Viewing platforms Short Leg and Long Leg Streets St Olaf's Church (Oleviste Church) and St Nicholas' Church (Niguliste Museum) from the outside Town Hall Square with Town Hall building (from the outside) Town Hall Pharmacy (optional free entrance, depending on the day)

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Walking

Walking tour

What's included
Other: English speaking Guide. Old town and all kinds of stories
What's not included
Other: You are responsible for purchasing any items of a personal nature related to shopping, souvenirs, snacks, and restaurant meals.
Meeting location

Airport: ,Cruise: ,ByGuide:

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
City Highlights
Architecture
Tour reference number
54607
Languages
English
Russian
Activity level
Light
Accessibility
Kid Friendly

Traveller reviews

4.8

FAQs

Who is this private tour in Tallinn best suited for?

This private walking tour in Tallinn is perfect for travellers who want to explore the rich history and architecture of the Old Town with a knowledgeable local guide. It's especially suitable for families, as it's kid-friendly, and for those who prefer a light activity level. With a maximum group size of 10, it offers a personalized experience ideal for small groups or individuals seeking deeper insights into Tallinn's past.

What should I bring or wear?

Can this private tour in Tallinn be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

Is transportation included?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What languages is this tour offered in?

What's included in this private tour, and what should I budget for separately?

Is this a private tour? What is the maximum group size and the starting price?

AI-generated. Please confirm details with your guide

-
Hours icon 2 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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