A year ago I made the upgrade to a Pebble Time Steel. I really have fallen in love with the Pebble smartwatch, and Android Wear of the Apple iWatch were no valid candidates due to their shortcomings in battery life & user interfaces. The PTS upgrades the Pebble experience finally with a color screen (though the readability indoors is disappointing), and the smartwatch really looks like a watch now (Pebble OG looked like plastic toy). This thing survives nine days on a single charge which is one of the main advantages of Pebble hardware. I could never support a daily charge cycle on a smartwatch, which makes the Pebble Round (2 days on a charge) a no-go.
However, Pebble Time still has its drawbacks : it carries a large bezel (which is now addressed in Pebble Time 2), and the screen resolution remains far below Android/Apple competing devices.
The largest surprise was the Pebble Timeline in firmware 3.x : it carries your whole daily agenda on a glance within a single button press, and this has become one of the most pleasant features of the smartwatch.