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Sailing to Philadelphia is het tweede album van Mark Knopfler, zanger en gitarist van de Britse groep Dire Straits. Het album is al drie maal platina en werd in Nederland ruim 250.000 keer verkocht. Op het album staan duetten met onder andere James Taylor en Van Morrison. Critici beschouwen Sailing to Philadelphia als het beste werk dat Knopfler solo gepubliceerd heeft. In 2001 had Knopfler met de Sailing to Philadelphia Tour een tournee met 80 concerten.

Sailing to Philadelphia is the second solo studio album by British singer-songwriter and guitarist Mark Knopfler, released on 25 September 2000 by Vertigo Records internationally, and by Warner Bros. Records in the United States. The album contains featured vocal performances by James Taylor, Van Morrison, and Chris Difford and Glenn Tilbrook of Squeeze.

The title track is drawn from Mason & Dixon by Thomas Pynchon, a novel about Charles Mason and Jeremiah Dixon, the two English surveyors who established the border separating Pennsylvania and Delaware from Maryland and Virginia in the 1760s. This border later became known as the Mason–Dixon line and has been used since the 1820s to denote the border between the Southern United States and the Northern United States.