ledgerx.com is tightly regulated (all trades reported to CFTC) and physically settled with (in my opinion) very good security practices, but it's only available to US residents. Their longest expiry dates are December 2022, so about 2 years out. I haven't seen anything longer, unfortunately. Since it's physical delivery, when you sell an option, the exchange "locks" the coins or USD that would be required if it were to get exercised until the position is closed (either by expiring worthless, getting assigned, or if you trade out of it), so the counterparty risk is against the exchange only. They're aware that it makes people uncomfortable to lock up coins for a long time, so they work with BitGo to actually handle the coin custody, in separate accounts per customer. It's all reasonable enough to me that I feel comfortable sending them a decent amount of money.

Deribit is a larger derivatives exchange by trading volume, and is open to the rest of the world (explicitly not the US), but isn't physically settled so is more of a "side bet" and is riskier. That said, it's been operating successfully for a while now. I haven't used it because I'm not allowed to in the US.