The Skyland Special was a long distance named night train of the Southern Railway from Asheville, North Carolina, to Jacksonville, Florida, USA.

Apart from the Southern's trains originating in Cincinnati, the Skyland Special was distinctive as an all-Southern Railway operation (without the co-operation of another rail carrier) going directly to Florida.

[1] [2] The train was preceded in the 1920s by a lengthier incarnation with a similar name and a much longer and more complicated route, the Land of the Sky Special.

This train had originating points in the north, in Cincinnati and St. Louis; the sections linked at Danville, Kentucky and proceeded south to Knoxville, Tennessee.

Passengers wishing to go to St. Petersburg or Miami changed to Florida East Coast Railway or Seaboard Air Line Railroad coaches bound for those destinations in Jacksonville.