I paid for a subscription as I had a 20% off coupon, if I knew it had a free 7-day trial first, I wouldn't of paid for a subscription. I've only tried to use it once and wasn't impressed, especially the web version. I like that you can select what your "ride" is so it can show you the appropriate trails, but when I had the map focused on the area I live in, it didn't have any of the trails indicated and the parks or POIs they had the map, had no hoover over to tell you what they are, you had to zoom in as far as it would go to read what they were.
I by no means gave it any where near an exhaustive overview, but I didn't find their help screens helpful and nothing was very intuitive, since I have a subscription I'll give it another shot, but so far not really impressed, IMO you're better bet is spending your money on Gaia