TrailRunner (free, but donation accepted) is a route-planning and journaling software for Mac OS X that integrates with different GPS devices including iPhone. Integration with iPhone (see also View your iPhone GPS Recordings) is possible with iTrail ($3). iTrail Desktop makes the transfer of GPS data from your iPhone and onto your Mac easier and simpler. An alternative for the iPhone is the EveryTrail iPhone App (free). With this iPhone application you can take geotagged photos with your iPhone and upload both the track and the photos to EveryTrail.
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