Don’t have a Macintosh so I can’t personally test this, but if you do it’s definitely worth checking out:
TrailRunner is a route planning software for all kinds of long distance sports like running, biking, hiking, inline-skating, skiing and more. If you ever asked yourself how long your workout routes are and what route you should choose for this evening — then TrailRunner should be your training-partner. TrailRunner can calculate a route for your desired distance and export directions onto your iPod, giving you a detailed orientation while you are on your way.

Features:
- For Running – Plan workout routes and check your pace at checkpoints.
- For Hiking – Plan tours and collect beautiful tracks and trails.
- For Hiking – Import and analyze GPS recordings.
- Internet Services – Load background maps and elevation data.
- Personal Notes – Annotate your tracks with descriptions, colors and the famous iTunes rating stars.
- Route Planning – Interactively or automatically, for a given distance and with the highest attractiveness.
- NanoMaps – Export route descriptions as NanoMaps for iPods or cellphones.
- Nike + iPod Sport Kit – Import workouts and assign routes with real world distances.
- Heart Rate Monitors – Import and manage GPX or Polar HRM workout protocols.
- Garmin Training Center – Display and manage workouts for Garmin ForeRunner or Garmin Edge devices directly from Garmin Training Center.
- Diary – Collect and describe workouts and compare histograms.
- Apple .Mac – Publish an excerpt of your diary and route descriptions as a WebLog.
- Exercise plan – Improve your base endurance in small and adaptive steps.
- Calendar – Manage your goals and planned events.
Related posts:
- Java-Based GPS Route Format Converter
- MapMyRide.com
- Garmin MapSource For Free
- Garmin's Free ecoRoute Software Now Available For Some nuvi Automotive GPS Models
- Using GPS Utility To Import/Export GPS Data To/From Google Earth
- Create Bicycle/Travel Courses For Your Garmin Edge/Forerunner GPS With Bike Route Toaster
- USAPhotoMaps: GPS Functions
- Online GPS Format Conversion And Track Creation With GPSies
- RouteConverter Updated – Java GPS Route Editing And Conversion For Windows (Mac And Linux Too?)
- Importing GPS Data Into Google Earth I – Proprietary software and EasyGPS
- Exporting Data From Garmin's MapSource Program To Google Earth
- OKMap – GPS Mapping Software For The Beta-Adventurous
- Easy Google Maps Route Creation With NetKvik
- GPS TrackMaker: A Better Solution For GPS Export/Import With Google Earth
- GPS/GIS/Google Earth Import/Export With OziExplorer

