I agree with you on the need for caution, especially for the provider. However, your precautions suggest that the provider wouldn't yet be at a level of trust that would seem to be sufficient for traveling together. If this is the case, a few more dates ahead of travel might help with trust-building. Trust-building works both ways, but the items below are addressed to providers.
-- The airline ticket has to be under your real name; otherwise you aren't getting on to the plane without matching ID (passport, driver's license, etc.). Regardless of who buys the ticket, once it is issued it is under your control. If you want to bail or get stranded, it would be good to have some space on a credit card to cover any change fees. However, you shouldn't go if you consider either of these to be a realistic possibility.
-- You also want your name on the hotel reservation and check-in information. This isn't a big deal, but if you decide to do separate things for a few hours and you forget your room key-card, you want to be able to get back in on the basis of your driver's license or a credible claim that you belong there since you know both names (another reason for real-name basis). When I meet SBs more locally, once thing that invariably thrills them is being addressed as Mrs. xxx, because hotel staff usually remember that we are together (sometimes even if they have her real name and have pretty much figured out the relationship). If you are 5,000 miles away from home, you may want to forego this, but my recommendation is always to put her (your) name on the reservation and let them call your Mrs. xxx if it feels nice.
-- The best thing about traveling together is that you are both somewhere where nobody knows you. . You want this experience to be something that you can both feel is BF/GF and completely relaxing. Again, trust. However, if you go to NYC, you may well end up running into someone that one or the other of you knows, just because of the density. Have a story ready
-- On incremental funding, I usually provide it up front. If in the U.S., we go to an ATM so that she can deposit it asap just to avoid the risk of having a lot of cash around. If abroad, we keep it in the hotel safe (with her selecting or knowing the combination) until we are ready to leave. Usually, we both have stuff to go in the safe other than the donation, so I typically set it for her birthday (yes, I only do this with women I feel comfortable with too). If he wants to do incremental funding because he doesn't trust you not to bail, he shouldn't go. If you want to go ahead anyway, the provider should set the room safe code on her own.
-- Modified on 1/12/2018 10:42:25 PM
-- Modified on 1/13/2018 12:20:58 AM