1. Yes, canceling a reservation made with points will refund the points back to the account they came from. In your case I'm going to guess you booked both travelers flights in one reservation. As prices may have gone up since you originally booked, you would want to call Southwest and have them cancel only your SO's ticket, leaving yours in place so you don't end up rebooking your flight at a higher point value. You have to call to do this. If SO has their own reservation it can be canceled online. Then, add him as your companion. 2. No, on the checkout screen it shows an email address for the confirmation which can be your email instead of the companion. The flight does however show up in the companion's list of upcoming flights in their RR account so it's not hidden from them. Sidenote, when you cancel the SO's existing reservation, if their email address is associated with the reservation they will be notified of the cancelation. This could cause some confusion and questions so be ready to explain that you weren't planning on going without them, lol. Also, be ready to fight for the middle seat, it's the best! Have a great trip and good luck with the surprise!
... View more