This is the classic, covering all the must-see highlights of the Unesco World Heritage listed medieval Old Town plus few of our own favorite detours and hidden glimpses if you’re up for it!

This tour starts with the walking tour through the Old Town, then proceeds with drives and walks through Tallinn's various unique districts. Enjoy an 18th-century royal park with a historical baroque palace, witness the transformation of old neglected industrial areas into ultramodern creative hubs. Visit the core sites essential to Estonia's cultural psyche and to our liberation from the harsh Soviet occupation.

Since Estonia's liberation from Soviet occupation in 1991, Tallinn has thrived, overcoming its painful past. This tour explores the bleakness, but also the ridiculousness of the Soviet era in Estonia, including a visit to some of the last accessible military ruins outside Tallinn. Stalin-era mass deportations, KGB and Soviet doublespeak – learn about our past Orwellian reality and hear the incredible tale of a tiny nation’s peaceful resistance that buckled the totalitarian juggernaut’s knee.

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