Private Tour

Tallinn Old Town Personalized Private Walking Tour Experience

Overview

Available languages

English

Mobile ticket

Discover Tallinn’s medieval Old Town, its rich history, and iconic highlights with an expert local guide on this engaging, personalized private walking tour. No fluff, no wasted time — just real stories, personal anecdotes, fresh humor, and honest insight.

This tour is for you if you’re tired of crowded group tours and guides droning on through their memorized lines. If you crave genuine authenticity — no scripted speeches, no umbrellas in the air — this is your kind of experience. Enjoy a passionate native guide who’s eager to show you the real Tallinn, up close and personal.

- Private and comprehensive 2½ - 3½ hour guided walking tour of Tallinn Old Town

- Explore key highlights like Town Hall Square, top scenic viewpoints, and hidden gems

- Flexible tour length and pace to match your interests

- Nuanced narratives, complex storytelling, and a big-picture perspective

- Knowledgeable, open, and personable native guide sharing local insights and personal stories

Additional Info

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Suitable for all physical fitness levels

Pet friendly

Distance: 2.5–3 km walk through both Lower and Upper Old Town; port pickup adds an additional 1 km.

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

What‘s Included

Free starting point anywhere in the Old Town

Entry fees to St Mary's Cathedral (Tue–Sun, 10–16)

Optional gratuities for the guide

Meeting and Pickup

Pickup points

Select a pickup point

What To Expect

Hear the story of the devastating 1944 Soviet carpet bombing of Tallinn — a terror attack that left half of Tallinn homeless and destroyed a tenth of the medieval Old Town.

Admission Not Applicable

Freedom Square

Discover the layered history of central Freedom Square and Estonia’s Monument to the War of Independence.

Admission Not Applicable

Options

COMPREHENSIVE Old Town Tour

Duration: 3 hours
Visit to St Mary’s Cathedral: The longer version of the tour includes paid entry to St Mary's Cathedral, adorned with 17th-century noblemen's Coats of Arms
Pickup included

REGULAR Old Town Tour

Duration: 2 hours: The shorter version of our tour starts at the Tourist Information Centre in the Old Town and does not include private pickup.
No entry: St Mary's Cathedral: Due to the time constraints, the shorter version of the tour does not include entry into St Mary's Cathedral.
Start: Niguliste 2, Old Town: Your guide will meet you outside, in front of the entrance to the Tourist Information Centre in the Old Town.

Reviews

5.00

1 review

Total reviews and rating from Viator & Tripadvisor

A Personal Introduction to Estonia
ruthtR5155OL,
Sep 22, 2025
- Review from Tripadvisor
5.00
My private tour of Estonia with Chris was a highlight of my holiday. Chris had initially planned the experience with great care to accommodate my partner, who has limited mobility. When my partner was unable to join at the last minute, Chris adapted seamlessly, ensuring everything still ran smoothly. He even went the extra mile by helping with the ferry check-in back to Helsinki which was reassuring as I was on my own. Chris has a warm, welcoming presence that immediately puts you at ease. It felt more like being shown around by a good friend than a typical tour guide. He shared fascinating insights into Estonia’s history and culture, along with personal stories that were both moving and thought-provoking. I left the tour with a genuine warmth toward Estonia and hope that it will continue to prosper. Chris created something very meaningful and far beyond the typical tourist experience. I would have no hesitation in recommending a tour with him.