History: The Rat Pack

Dean Martin's son, Dean Paul Martin, had died in a plane crash in March 1987 on the San Gorgonio Mountain in California, the same mountain where Sinatra's mother, Dolly, had been killed in a plane crash ten years earlier. Martin had since become increasingly dependent on alcohol and prescription drugs. Davis had had hip replacement surgery two years previously, and been estranged from Sinatra because of his usage of cocaine. Davis was also experiencing severe financial difficulties, and was promised by Sinatra's people that he could earn between six and eight million dollars from the tour.
Martin had not made a film or recorded since 1983, and Sinatra felt that the tour would be good for Martin, telling Davis, "I think it would be great for Dean. Get him out. For that alone it would be worth doing". Sinatra and Davis still performed regularly, yet had not recorded for several years. Both Sinatra and Martin had made their last film appearances together, in 1984's Cannonball Run II, a film which also starred Davis. This marked the trio's first feature film appearance since 1964's Robin and the 7 Hoods. Martin expressed reservations about the tour, wondering whether they could draw as many people as they had in the past. After private rehearsals, at one of which Sinatra and Davis had complained about the lack of black musicians in the orchestra, the tour began at the Oakland-Alameda County Coliseum on March 13, 1988.
To a sold-out crowd of 14,500, Davis opened the show, followed by Martin and then Sinatra; after an interval, the three performed a medley of songs. During the show, Martin threw a lighted cigarette at the audience; this, coupled with his increasingly blasé attitude to the tour and his frustration with Sinatra's anger over hotel accommodation in Chicago, led to his leaving the tour after only four performances. Martin cited 'kidney problems' as the reason for his departure. Eliot Weisman, Sinatra's representative, suggested replacing Martin with his client, Liza Minnelli. With Minnelli, the tour was called The Ultimate Event, and continued internationally to great success.
Davis's associate recalled Sinatra's people skimming the top of the revenues from the concerts, as well as stuffing envelopes full of cash into suitcases after the performances. Eliot Weisman had already been convicted of skimming, the act of taking money before it has been accounted for taxation purposes, after a series of Sinatra performances at the Westchester Premier Theatre in 1976, eventually being sentenced to six years in prison for the offence. In August 1989, after Davis experienced throat pain, he was diagnosed with throat cancer; he would die of the disease in May 1990. Davis was buried with a gold watch that Sinatra had given him at the conclusion of The Ultimate Event Tour.