Michael Saylor flies to Bahamas' exclusive Normans Cay amid Strategy's Bitcoin turmoil

Michael Saylor flew from Miami International Airport to Normans Cay Airport on May 8, 2026, aboard his Bombardier Global Express N3877. The 38-minute hop covered just under 300 miles, topping out at 21,000 feet before touching down at the tiny airstrip on the secluded Exumas island.

The timing raises eyebrows: Saylor landed the same week Strategy Inc. disclosed a $12.54 billion Q1 loss, largely from unrealized Bitcoin depreciation, and its executive chairman hinted at selling some of the firm's 600,000-plus BTC to cover dividends, per reports from MEXC and MSN. Normans Cay, once a drug lord's lair and now a gated yacht club for the ultra-wealthy, offers the kind of discreet seclusion that might appeal amid such volatility—far from prying eyes and market noise.

This jaunt fits Saylor's peripatetic pattern, shuttling between his claimed Miami Beach villa and disputed Georgetown penthouse. Just a day prior, he'd arrived in Miami from near Washington Dulles, underscoring the ongoing DC tax evasion suit that cites his jet logs as proof of divided loyalties. In crypto's wild swings, even billionaires need a cay-cation.