The collection of 164 bottles, which has been built up over a period of 50 years by an Italian collector, could fetch £100,000 at the McTear's sale on Wednesday.
Amongst the lots on offer will be a bottle of 1938 Macallan, which could fetch £4000, and a rare expression that was bottled exclusively for Raffles Hotel in Singapore which has an estimate of between £1000 and £2000.
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The sale will also feature a number of 80 proof Campbell, Hope & King Macallans from the 1950s and 60s with prices ranging from £600 to £3500.
McTear's whisky specialist, Stephen McGinty, said: "This is a quite stunning collection. The owner had a café in San Casciano, Tuscany, and over 50 years he acquired bottle after bottle for his restaurant. The first bottle in the collection was a Macallan that was given to his father just after the war and that led to his particular interest in the distillery."