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Route: Distillery District Food & History Tour along the James E. Pepper campus on Manchester Street

Tip: Book the calendar link ahead; Manchester Street stops involve gravel and warehouse floors, so wear flat shoes.

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★ 4.4

Central Kentucky Tours runs an 8-hour Barrel to Bottle day from Lexington, following bourbon from the cooperage floor to Maker's Mark and Wilderness Trail.

Tip: Wednesday to Friday only, with hotel pickup from 08:00; admissions and tastings are included but lunch is not.

★ 4.2

Kentucky Bourbon Boys has driven private three-distillery bourbon days since 2011, with tastings, lunch and door-to-door pickup from Lexington lodging.

Tip: Everything is custom-quoted, so email the group size and wish-list distilleries; Sunday runs a brunch-and-bourbon route.

★ 4.4

Bites of the Bluegrass walks downtown Lexington for three hours, pairing 4 to 5 restaurant tasting stops with courthouse-square history storytelling.

Tip: Tours run afternoons Tuesday to Sunday; the Sunday departure meets at The Jockey on Cheapside instead of the Visitors Center.

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