Levan (Georgian: ლევანი) also known as Leon (ლეონი) (1503–1574), of the Bagrationi Dynasty, was a king of Kakheti in eastern Georgia from 1518/1520 to 1574. He presided over the most prosperous and peaceful period in the history of the Kingdom of Kakheti.
He was the son of George II of Kakheti by his wife Helene née Irubakidze-Cholokashvili. George II led a series of unsuccessful raids into his western neighbor, kingdom of Kartli, ruled by a rival branch of the Bagrationi. In 1513, he was captured and put in prison, while his kingdom was taken over by David X of Kartli. Levan was taken by loyal nobles to the mountains and kept there clandestinely until 1518, when they capitalized on the invasion of Kartli by Ismail I, the Safavid Shah of Iran, and proclaimed Levan king of Kakheti. David X led his army against Kakheti, but failed to seize Levan and withdrew. In 1520, the two kings made peace and forged an alliance.
Having secured the crown, Levan forced the highlanders of eastern Georgia into submission and established friendly relations with the Shamkhal of Tarki in Dagestan. In 1521, he mounted an expedition against Hassan-Bey, the hostile ruler of Shaki in Azerbaijan, took the city and had Hassan executed. Shaki was under the patronage of Iran, and when Ismail I marched against Kakheti, Levan’s courage began to fail. He officially accepted the shah’s suzerainty and agreed to pay tribute. He reaffirmed his loyalty to the new shah, Tahmasp I, in 1541, and even helped him subdue rebellious Shaki in 1551.
Kakheti (Georgian: კახეთი) is a region (Georgian: Mkhare) formed in the 1990s in eastern Georgia from the historical province of Kakheti and the small, mountainous province of Tusheti. Telavi is its capital. The region comprises eight administrative districts: Telavi, Gurjaani, Kvareli, Sagarejo, Dedoplistsqaro, Signagi, Lagodekhi and Akhmeta. Kakheti is bordered by the Russian Federation to the Northeast, Azerbaijan to the Southeast, and the Georgian regions of Mtskheta-Mtianeti and Kvemo Kartli to the west.
The Georgian David Gareja monastery complex is partially located in this province and is subject to a border dispute between Georgian and Azerbaijani authorities.
Beyond the modern-day administrative subdivision into the districts, Kakheti has traditionally been subdivided into four parts: Inner Kakheti (შიდა კახეთი, Shida Kakheti) to the east of Tsiv-Gombori mountain range, along the right bank of the Alazani River; Outer Kakheti (გარე კახეთი, Gare Kakheti) along the middle Iori River basin; Kiziq'i (ქიზიყი) between the Alazani and the Iori; Thither Area (გაღმა მხარი, Gaghma Mkhari) on the left bank of the Alazani. It also includes the medieval region of Hereti whose name has fallen into gradual oblivion since the 15th century.