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About 90 road miles to San Simeon from Carmel.
The driving distance from Carmel by the Sea CA to San Simeon CA is 93 miles per Map Quest. The driving time per Map Quest is 2 hours and 10 minutes.
If you take hiway 1 (beautiful , but kind of rugged), it is 96 miles from San Simeon to Pacific Grove. If you take Hiway 101, it is 153 miles.
San Simeon Handicap was created in 1968.
It is 239 miles according to Google Maps.