
Diamond Sky is an FAA Part 135 charter operator based in Tallinn (TLL). The operator runs a fleet of 2 aircraft across 2 types (1 Light Jet, 1 Turboprop) with an average fleet age of 13 years, certified under FAA Part 135. Clean NTSB safety record — no accidents or incidents on file with the National Transportation Safety Board for the aircraft currently on this operator's certificate. Profile last updated Jun 19, 2026.
Operator website: diamond-sky.aero
Diamond Sky is an EASA-approved AOC operator based in Tallinn, Estonia, providing charter and aircraft management across Europe, and its repositioning flights appear on SkyAccess as empty leg charter opportunities for travelers chasing one-way value. An empty leg is the one-way segment a jet flies without passengers between assignments, and SkyAccess lists Diamond Sky's empty legs so flexible travelers can secure that spare capacity at a discount.
On an empty leg, a private flight is available one-way for far less than a standard charter when the routing fits a repositioning move.
From its Baltic base, Diamond Sky's empty legs trace routes across Estonia and the wider European region, reaching both major hubs and smaller airfields. Flexible travelers who adjust date or airport find the best one-way empty leg pricing. Every empty leg is operated to the same EASA standards, with the same crews and maintenance program behind Diamond Sky's full charters, so only the price and one-way timing change.
Review Diamond Sky's latest empty leg deals on SkyAccess to catch a repositioning flight across Europe and book a one-way at empty leg value.
Diamond Sky operates under FAA Part 135 requirements and adheres to FAA Part 135 charter standards.
Yes. SkyAccess can source on-demand charter pricing from Diamond Sky even when empty leg inventory is limited.
Availability updates as aircraft reposition. SkyAccess tracks Diamond Sky regularly to surface new empty leg opportunities.
Diamond Sky shows limited recent empty leg activity. SkyAccess monitors repositioning flights so travelers can book discounted private jet empty legs when they appear.
Unlock Diamond Sky's fleet composition, aircraft mix, and age data.
Contact us to access →See Diamond Sky's repositioning flight activity and historical empty-leg volume.
Contact us to access →No NTSB accidents or incidents on file for the 2 aircraft currently on Diamond Sky's certificate.
Source: National Transportation Safety Board · Joined against tail numbers currently on this operator's certificate; does not reflect historical operators-of-record at incident time.
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Tail numbers, models, serials, and base locations for Diamond Sky's active fleet are available on request.
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