Michael Saylor returns to DC area after Memorial Day getaway to Bahamas

Michael Saylor flew from Dolphin Ultralight Flight Park near Miami to Baltimore/Washington International on June 1, touching down at 4:27 p.m. after a two-hour-and-eleven-minute flight. The Global Express N3877 had spent the previous days shuttling between Miami and the Bahamas, with stops on May 28 and 31 near Nassau and the Exumas.

The return trip coincides with the start of the workweek for Saylor, whose company Strategy Inc. holds the world's largest public-company Bitcoin treasury. While no specific event is publicly tied to the date, the flight lands in the Washington area the same week his $25 million tax evasion lawsuit — filed by the DC Attorney General in 2022 and relying partly on FAA records of N3877 — remains active. Saylor has disputed the allegations, which could exceed $75 million in liabilities.

The Bahamas legs are a recurring pattern for Saylor, who maintains a primary residence in Miami Beach but faces claims from DC that his true home is a Georgetown penthouse. Recent flights show a familiar rhythm: DC to Miami on May 27, then island hopping before the return. For a man whose net worth swings with Bitcoin, the jet remains both a tool and a target.