Tallinn Old Town Personalized Private Walking Tour Experience

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.

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

Walk along the town walls, towers, and fortifications, and learn how Tallinn became an impregnable medieval fortress never conquered by force.

Walk along the town walls, towers, and fortifications, and learn how Tallinn became an impregnable medieval fortress never conquered by force.

Visit the city’s most controversial church — an imperial imposition in the heart of Old Town.

Explore Estonia’s historic seat of power, where many rulers have governed the land since the 12th century.

Step inside the iconic cathedral and admire walls adorned with original Coats of Arms from noble families dating back to the 17th century.

Soak up sweeping views of both medieval and modern Tallinn from the city’s best panoramic viewpoint.

Learn how Tallinn once existed as two rival cities, full of feuds and tension, as you cross from one historic city to the other.

See Gothic buildings unchanged since the 15th century and hear tales of Tallinn’s powerful medieval trade guilds.

Ponder the first church that finally remembered the unenlightened native pagans, three centuries after the land had been converted to Christianity.

Peek into Europe’s oldest continuously operating pharmacy — six centuries and counting in the very same building.

Admire the oldest surviving medieval Town Hall in Northern Europe, standing unchanged since 1404.

Stroll down one of the Old Town’s most atmospheric medieval alleys and glimpse the ruins of Northern Europe’s largest medieval cathedral.