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Discover Tallinn's historic Old Town with a private 2-hour guided tour, visiting key sites like Toompea, Town Hall Square, and the Kiek in de Kök tower.

The Tallinn Old Town Tour offers a compact yet comprehensive exploration of this medieval city’s most iconic sights. Priced at $83.35 per person for about 2 hours, this private walking experience is led by a knowledgeable local guide, ensuring you catch all the important details. The tour is suitable for those who want a personal touch, with group discounts available and the convenience of a mobile ticket.
What sets this tour apart is its flexibility; multiple departure options cater to different schedules, making it easier to fit into your travel plans. While the duration keeps the pace lively, it’s long enough to appreciate Tallinn’s historical gems without feeling rushed. This tour is ideal for visitors who prefer personalized guidance, want to learn about Estonia’s capital from a local expert, and are prepared for some walking on cobblestone streets.

Planning more time in Tallinn? We've covered other experiences worth considering.

The tour begins at Tallinn Town Hall Square, a central hub since the Middle Ages. This square remains an active part of the city today, hosting markets and events. Standing here, it’s easy to see why the square continues to be a focal point for both locals and visitors. The guide introduces the area’s history and significance, helping you understand the importance of this historic site.
No admission fee applies at this initial stop, making it an accessible starting point for everyone. The guide’s storytelling brings the square’s medieval past to life, setting the tone for the rest of the tour.

Next, the tour visits the Town Hall Pharmacy, which holds the distinction of being the oldest pharmacy in Europe still operating on the same premises. Open Monday to Saturday from 10:00 to 18:00, this pharmacy has been serving visitors and locals alike for centuries.
A brief stop here allows a look at its historic interior, although no admission fee is required. The pharmacy’s continuous operation since its founding offers a tangible link to Tallinn’s long-standing tradition of healthcare and trade.

The Great Guild Hall, once vital to Tallinn’s medieval trade and craft guilds, now functions as a History Museum. While the tour does not include an admission fee, this site’s importance is clear—it reflects the city’s merchant past and guild organization.
The guide highlights its role in Tallinn’s social and economic life throughout the centuries. Visitors get a sense of how medieval commerce shaped the city, making this a meaningful stop for history enthusiasts.

The route takes you along Börsi käik and Nunne Street, charming cobbled lanes that connect the Lower Town with Toompea. A key highlight is the Long Boot Tower, where the guide explains its significance.
A walk up the hill along Börsi käik, described as a ‘Road of History,’ reveals the most important events in Estonia’s past. The ascent offers picturesque views and a chance to appreciate Tallinn’s layered past, blending architecture and legend.

Standing in the Danish King’s Garden, visitors learn about the old legend claiming this was the birthplace of the Danish flag. This peaceful spot offers a moment of reflection amid the city’s bustling streets.
The garden is free to visit and provides a quiet break during the tour, with the guide sharing stories that connect legend to the landscape.

The Kiek in de Kök tower, built in 1475, is a highlight for those interested in military architecture. Its name, meaning “Peek into the Kitchen,” references the tower’s historical ability to observe into nearby kitchens, thanks to its strategic location.
The tour briefly stops here, with no admission fee, giving visitors a quick overview of its significance. The tower’s vantage points offer excellent views of Tallinn’s old town walls.
The historic Toompea Castle is a central landmark, housing Estonia’s parliament, the Riigikogu. The guide explains its history as a seat of power for rulers and conquerors over centuries.
Though the interior isn’t included in this tour, the exterior and the castle grounds provide insight into Estonia’s political history. The castle’s vantage point on Toompea Hill offers stunning views across the city.
The Alexander Nevsky Cathedral, a striking monument of Orthodox sacral architecture, stands prominently on Toompea Hill. Its well-maintained exterior and elaborate details make it an architectural highlight.
Close by is St. Mary’s Cathedral, the oldest church in Tallinn and in mainland Estonia. Surviving a 17th-century fire, it features simple yet historic architecture, offering a glimpse into Tallinn’s religious history.
Both churches are free to enter, and the guide shares stories about their construction and significance.
The tour concludes at Patkuli, one of Tallinn’s most ancient viewing spots. From here, visitors enjoy enchanting views of the Old Town’s towers and city walls.
This platform provides a perfect photo opportunity and a moment to appreciate the city’s medieval layout. It’s a peaceful spot that underscores the scenic beauty of Tallinn’s historic core.
The tour departs from Tallinn, Harju County, with the exact meeting point at Tallinn Town Hall Square. It is a private experience, led solely by your group, ensuring personalized attention from your local guide.
While the tour is designed for most travelers, it’s not recommended for those with walking disabilities or using wheelchairs due to long stairways and cobblestone streets. Travelers are advised to dress appropriately for the weather and wear comfortable shoes suitable for walking on uneven surfaces.
Bringing a bottle of water is recommended, as the tour does not include refreshments. The activity operates daily from 10:00 AM to 5:00 PM throughout the year, with flexible departure times.
Priced at $83.35 per person, this private tour offers a great value for personalized guidance through Tallinn’s historic streets. The 2-hour duration balances depth with pace, making it suitable for a wide range of visitors.
What truly makes this tour stand out is its personalized approach, led by a local, English-speaking guide, ensuring detailed stories and context that might be missed when exploring alone. The stops at key landmarks cover a broad swath of Tallinn’s history, architecture, and legends.
The tour’s flexible timing and group discounts make it accessible and convenient, especially for those who prefer a more intimate experience. However, be prepared for some walking on cobblestones and stairs, which could be challenging for some visitors.
This tour provides a well-rounded introduction to Tallinn’s historic center, perfect for first-time visitors. The combination of walking past medieval buildings, churches, and city walls with insightful commentary makes it a memorable experience.
It’s especially suitable for travelers seeking personalized attention and local knowledge, delivered in a convenient 2-hour package. While it doesn’t include interior visits of all sites, the outdoor views and stories give a thorough sense of Tallinn’s layered past.
For those interested in exploring Estonia’s capital with a friendly, knowledgeable guide, this tour offers a practical, enjoyable way to see the highlights, wrapped in a flexible schedule and all on foot.
“We really enjoyed our tour with Heivi. She was very friendly. The tour was just the right length. We had a great time, especially our kids. The…”
Is this tour suitable for children?
Yes, the tour is family-friendly and appreciated by children, especially for its engaging storytelling and sights like the town hall square and the castle.
Are there any age restrictions?
There are no specific age restrictions noted, but due to cobblestone streets and stairs, some physical limitations may apply.
Is the tour accessible for wheelchair users?
It is not recommended for those with walking disabilities or using wheelchairs because of stairs and uneven cobblestone streets.
What should I wear for the tour?
It’s advised to wear comfortable shoes suitable for walking on cobblestones and to dress according to the weather.
Does the tour include interior visits?
No, the tour is primarily outdoor and walking-focused. Some sites, like the Great Guild Hall, are visited from the outside, but interior admission is not included.
Can I cancel this tour?
Yes, cancellations are free if made at least 24 hours in advance, with a full refund.
What is included in the price?
A local English-speaking guide and the private walking tour itself are included; no additional fees apply for the stops listed.
Where do I meet the guide?
The tour begins at Tallinn Town Hall Square in the city center, a prominent, easily accessible location.