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.
Other posts in the GPS Tools series
- Simplifying GPS Tracks
- Recap Of Exporting/Importing GIS Data To/From A GPS Unit Series
- Freeware GPS Road Navigation Software
- GPS Satellite Display In Google Earth
- Solar GPS DataLogger
- Loading An AutoCAD DXF File Into A GPS Or Google Earth
- Open Source Web-Based GPS Fleet Tracking Software
- Determining Local GPS Satellite Geometry Effects On Position Accuracy
- Determining Terrain Effects On GPS Accuracy
- GPS File Format Converter
- “Turn Your Cellphone Into A GPS!”? Not Exactly, But Still Kinda Cool
- USAPhotoMaps: GPS Functions
- Java-Based GPS Route Format Converter
- RouteConverter Updated
- Create Location-Based Media (Games, Hikes, Tours, Etc.) With Mscape
- Protecting Your GPS Unit Screen
- Two Free Applications For Marine Navigation
- Creating GPS Routes And Tracks In Google Earth
- GPS “Dilution Of Precision” (DOP) Maps
- Real-Time GPS/WAAS Status Reports
- Cheap Bluetooth GPS Antenna And Data Logger
- Improving Position Measurement Accuracy In Consumer-Grade GPS Receivers – Part I
- Cheap Digital Camera With Built-In GPS
- Cheap GPS Antennas, Compasses, Oddball Gadgets And Junk
- Improving Position Measurement Accuracy In Consumer-Grade GPS Receivers – Part II
- RouteConverter Updated – Java GPS Route Editing And Conversion For Windows (Mac And Linux Too?)
- Sports Route Planning Software For The Macintosh


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