With its cobbled streets and medieval towers with names like "Fat Margaret", the capital of Estonia is an unlikely rival to Las Vegas but it has seen a casino boom that has brought cash and a darker side to the tiny country.
There are more than 90 casinos in Tallinn, where the population of 400,000 people has now been boosted by gamblers from across Europe who are spreading an addiction to the poker tables and fruit machines to the locals.
Some addicts have committed suicide after losing their money. Last year one man drowning in gambling debts killed his wife and children before hanging himself.
The trend has grown so much that a new anti-casino movement is demanding a monument in the city to commemorate gambling victims.
But for the moment Tallinn is profiting to the full from gambling.
"Forget trips to outlandish casinos in Miami and Vegas, it's all about playing your poker in Tallinn, Estonia," says the European poker players' magazine Bluff Europe.
The magazine calls Tallinn the "third hottest poker destination in Europe" after London and Dublin, but ahead of Monte Carlo.
"With its rightly earned reputation as one of new Europe's best party towns, Tallinn looks set to become the place to be for Europe's poker elite," said Bluff Europe.
Soft regulations on gambling were set in the 1990s when Estonia was adapting its communist command economy to the free market.