Michael Dell flies to Madeira as Dell Technologies secures $9.7bn Pentagon contract

Michael Dell flew from the New York area to Porto Santo, Madeira, on June 20, arriving aboard his Gulfstream G650ER, N228ZD. The flight, tracked by Celebplanes, follows a pattern of transatlantic travel for the billionaire tech founder.

The trip comes as Dell Technologies navigates the aftermath of its $9.7 billion Pentagon contract, awarded last month to supply Microsoft software across the US military, per [Euronews](https://www.euronews.com/business/2026/05/28/dell-lands-97bn-pentagon-contract-just-weeks-after-trump-said-go-out-and-buy). The deal, announced shortly after President Trump publicly endorsed the company, has drawn scrutiny over procurement ethics.

Dell, who controls roughly 40% of Dell Technologies' voting power, had been shuttling between Hawaii, Texas, and the Washington area in the days prior. The Madeira visit may be a working stopover or a rare personal retreat; Dell keeps a low profile around his travel.