I towed our '08 2619 with the '08 Highlander equiped like yours several times in the Rocky Mtns. I think the weights are pretty similar. Using a WDH, it towed and handled well, with a fairly light load. No water. You definitly need a WDH!!
The only thing I noted was that the braking MAY be an issue in an emergency maneuver. And the wear and tear on a nice vehicle like the Highlander concerned me, so i bought a used Tundra. I guess I'm trying to say that if you watch the loading and take it easy, you can do it and have a lot of fun. Just watch the speeds and don't follow anyone too closely. Just my opinion. Good Luck to ya.........
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