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Offered languages
- English
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
What's Included
Meeting and pickup
If you’ve arranged a port pickup, your guide will meet you either at the main gates of the cruise terminal area or just inside the main entrance/exit of ferry terminals A or D. Look for your guide holding a sign with your name.
Your guide will meet you outside, in front of the entrance to the Tourist Information Centre.
Depending on our route, pace, and your interests, the tour will end at some central location in the Old Town.
Itinerary
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(Pass by)
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 ticket free -
Freedom Square (Pass by)
Discover the layered history of central Freedom Square and Estonia’s Monument to the War of Independence.
Admission ticket free -
Kiek in de Kok and Bastion Passages Museum (Pass by)
Walk along the town walls, towers, and fortifications, and learn how Tallinn became an impregnable medieval fortress never conquered by force.
Admission ticket free -
Danish King's Garden (Pass by)
Walk along the town walls, towers, and fortifications, and learn how Tallinn became an impregnable medieval fortress never conquered by force.
Admission ticket free -
1
Visit the city’s most controversial church — an imperial imposition in the heart of Old Town.
5 minutes • Admission ticket free -
Toompea Castle (Pass by)
Explore Estonia’s historic seat of power, where many rulers have governed the land since the 12th century.
Admission ticket free -
2St Mary's Cathedral
Step inside the iconic cathedral and admire walls adorned with original Coats of Arms from noble families dating back to the 17th century.
10 minutes • Admission ticket included -
3Viewing Point Kohtuotsa
Soak up sweeping views of both medieval and modern Tallinn from the city’s best panoramic viewpoint.
10 minutes • Admission ticket free -
Long Boot (Pikk Jalg) (Pass by)
Learn how Tallinn once existed as two rival cities, full of feuds and tension, as you cross from one historic city to the other.
Admission ticket free -
Great Guild Hall (Pass by)
See Gothic buildings unchanged since the 15th century and hear tales of Tallinn’s powerful medieval trade guilds.
Admission ticket free -
Church of the Holy Spirit Puhavaimu Kirik (Pass by)
Ponder the first church that finally remembered the unenlightened native pagans, three centuries after the land had been converted to Christianity.
Admission ticket free -
Town Hall Pharmacy (Pass by)
Peek into Europe’s oldest continuously operating pharmacy — six centuries and counting in the very same building.
Admission ticket free -
Tallinn Town Hall (Pass by)
Admire the oldest surviving medieval Town Hall in Northern Europe, standing unchanged since 1404.
Admission ticket free -
St. Catherine's Passage (Pass by)
Stroll down one of the Old Town’s most atmospheric medieval alleys and glimpse the ruins of Northern Europe’s largest medieval cathedral.
Admission ticket free
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.
Tags
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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Cancellation Policy
- For a full refund, you must cancel at least 24 hours before the experience’s start time.
- If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the experience’s start time will not be accepted.
Rating
You can cancel up to 24 hours in advance of the experience for a full refund.
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